= properties of amines 13,6 Chemict! ne diazonium salts Ce ss: BT Ret ih osu ore 13.2 Nomenclature af amines 138 Rea ic armatc roi 13.3. Preparation of amines doo Eee 13.4 Physical properties of amines aromatic asin 13.5 Basicity of amines QU. Can you recall? (Textbook i. Write some examples of ni fi What are the types of amines? ing organic compor i Nitrogen containing organic compounds — Amines, amides, amifié acids, nitrogen bases in nucleic aig) (like pyrimidines, purines) ete, fi, Types of amines: Alkyl amines (1°, 2° 3°) and arya @, j stay alert and pre's | smost widely eansum catfce beans utd. Caffeine fhelps you ro 1 18 tre warkd's drug: Unlike many and unregulated jn the onser of rirestne d pochoactive other psychoactive swbstamces, it is nearty all over the world tt Q.2, What are the natural sources of an ‘Ans: Amines are present in structure of many natural compounds like proteins it Plant products like nicotine Pivteins, vitamins, hormones and Si Amines are clasified as primary (1°),secondaty (2°) and tertiary (4 {Telr structures are obtained in simple way by replacing gan ee unsymmetrical amines, iv. When all the alkyl or aryl groups on nitrogen are then the amine isa mixed amine," OT S88bs Seite, Ey are Saat | tn Bie cu,” cH T Teele a a. Use our brain power (Tecihook page np Be Gas we mtevir ane ae emer (GH )NH i ae a a eee iy vi NH-GM, CHy- CH_NE, ee N(CH: cit NI bs Oo © simple, 2° aliphatic amine Simple, 3° aliphatic amine 1° Aromatic amine Simple 2° aromatic amine Mixed 3° aliphatic aromatic amine Mixed, 2° aliphatic amine | Aliphatic amine | Aliphatic amine Simple 3° aromatic amine i fi z upon the nature of [Oe organic compopunds like alk halides ot alcohols are classified as 1°. 2 3 depending Spt Heeeraan eee ich functional group is atached where a5 rine are classifi depending pan ie Gunter of alkyl or ary! groups directly stiached to the nitrogen atom. eg ; c iL twopropyl amine [MeCH(NH)Me] is 1° amine: bat isopropyl iicobol [MeCH(OH)Me} is 2° alcohol. CHy CH: i a cHy-* CH; C08 | CH CH; cH . “rametytmin (8° Amine) amine (1° Ami) Jo. Butyf alcohol (2* Alcoa serutlamine (1° Ari) the following amines as primary, secondary and tertiary: i: ©Ans: i vil vill, (CHs}NH ii, Primary (1°) ih Tertiary 3) ‘yh Reta Secondary (2°) ws Primary (1°) siti, Secondary (2°) 06. Am L 'vo. brief idea about nomenclature of amines. OR ‘me Givean account of common names and IUPAC names of a7 Soperst Sree enn ane give by siting the name of alkyl group followed by Suffls - amine, that is, ‘alkyl amine” in alphabetical order. B. In the case of mixed amines, the names of alkyl groups are written i the prefix “di-' or “tri ts ada TT 0No or three identical alky! groups are attached t0 nitrogen alom, the Pt before the name of alkyl group s are n: Meriva The parent arylamine, C.H-NH,, is named as aniline Other aromatic amines are named as, a of aniline TUPAC names: 4. In IUPAC system, primary amines Suffix - amine (atkanamine) ees B.A Tocant indicating the position of amino group is added before the suffix amine. & _Jeben two or more amino groups are present, the prefix ‘di-",“ti-’ etc. are used with proper loese a this case the ending “e’ of parent alkane is retained, & Secondary or tertiary amines arc narved as N-substituted derivatives of primary amines SR Sntee (RO ETOUP ached to nitrogen is taken as the parcat alkane and other alkyl reap N substituents. While naming arylarines ending (The common natne of aniline also accepted by IUPAC). The name eg. GHy-NH, Eihylamine (Eth Note: Common and IUPAC names of some alky| and arylamines; © named by replacing the eiding *e” of the parent allane by Primary amines Methylarmine | t-Propy laming Tsopropytamine | Ethylenediamine | Allylamine Aniline/ Phenylaminep-Bromeaniline a “LBromouniline oF | eat ‘Secondary amines CH NH — CH) [ Dinethyaiing r Fthyimethylamine or -CHy Methyiphenylaming \o) CH, — CH; —NH- CH; Gi. — NH = CoH; | Diphenylamine __ Tertiary amines ‘Trimethylamine Ethyldimethy amine Ethyimeihyin-propylamine _ | N-Ethyl-N-methylpropan- Filyimctilisopropylamine | N-EtyLNometylpropancamine | NN-Dimethytaniline N.N-Dimeshybenzenamine IQA. Try this. (Textbook page na. 283) Draw possible structures of all the isomers of CeCH= N= CH) —_—+ 4Q.8. Write the IUPAC names of the following amin & CS ca cH, (Cll - FH-NII-cth- CH, ony Ans: i NEO ii, NEU *Q.9. Write IUPAC names of the i HaN—(CH:).—NH: thy|peopan-t-amine wipropam:2-amine Ans: i, Hexane-1,6-dtamine ii Q.10, Give the IUPAC names of the following amines: CH i CHs- CH;-CH~ CH~CHy NEL Hy ~ CH CH; -CHy CHy cl 1 N CH, - 3-Methylpentan-2-amine N.N-Dimethylbutan-2-amine QuIL Write the [PAC names of the following amines: NH A CH; CHy © 4,4-Dimedhyleyclohexan-I-amine -Eithyl-N-methyleyelohexan-I-amine 2-Phenylethan-I-amine 2.4-Dimethylaniline 433-Dimet = a ae A Ci = Ni Cal CH Haag CHy CH, ji N-C-CH.—CHy WC Cy, cH N-Methyl-methylpentan-2-amine N, CH -GHs LEZhEy % eAaeeNH te svenre of benzylamine is gis. 2. casiy ines Satyam ie ny, ryan tertiary and write the IUPAC names: N-Methyl-sec-butytamine Ethylisoprepy taming ii, tert-Butylamine % Dimethyleth ylamine vi p-Bromoanitine a-Burylamine y Busan I-amine hylisopropylansine ae inher N-Ethylpropan-2-iine Secondary (2°) Bee vain! 2-Methylpropan-2-amine Primary (1) DS ieoia amine ‘N-Methylbutan-2-amine ‘Secondary (2°) Dimetisylethylamine : NiN-Dimethytethanamine Tertiary (3°) p-Bromoasiline 4-Bromoaniline Primary (1°) Write the IUPAC names of the following compounds an o secon bokeh i” pounds and classify them inte primary, sary and (CH), CHINH; i, CHYCH) NH i, CHNHCH(CHs (CH CNH vy. (CsHSNHCH, vi (CHsCH))NCHa imBrC'HiNHs (SCERT) (CH, )CHNH: Propan--amine (1*) CH(CH}NE: Propan-1-amine (1°) CHNHCH(CHs); ; N-Methylpropan-2-anine (2°) (CH,),CNH 2-Methylpropan wy .NHCH (N-Methyberizenamine (2°) N-Fthy|-N-methylethanamine (3°) sy BrC HANH: 4-Bromobenzenamine (1°) (US. Give the structures and IUPAC names of the following amines: ii. Ethyldimethylamine i Ditsopropylamine ‘fit, N.N-Dimethyt-tert-butylamine mF CH -Lsepropylpropan-2-amine N.N-Dimethyl-tert-butylamine CHsCHs -N-CHs -¢ 1 cH N.N-Dirmethyl2-meahy|propan-2ammin€0:16, Hxplain ammonalysts of sky! halls ‘Ans: 7, Ans: ; ces When alkyl halide is heated with alcoholic sotution of ESSE Soy) futon resetion in which halogen atom replaced by an AME CT This process of breaking of C =X bond by arumonitis DOW" UT 33K. 23$ alkylation of ammotia, The reaction is catied out 9000 ya ammo mary amine ablained in thoIst step x stronger suRBr> Rl ‘The onder of reaceivity ef alkyt halides with ammonia is B ary amines by using metal-scid mitt, How are amines prepared froma 1 Pt or Pa) oF Lille in ether. Aliphatic and aromatic nitro compounds san be reduced to prim (SWHCI of PetHCL orZa/ HE or etalytic hydrogenation (14 0 R-NO, + 61H] 5 NEI, + 2 Nigoaliine 1 Amine Q.18. Write « short note on Mendius reduction Ans: Q.19 involves the reduction of alkyl cyanide (alkanenitriles. a Primary amines can be obtained by the reduction af alky| cyanide with sodium and ethanol. This reaction Known as Mendius reduction. The reaction can also be brought about by using lithium aluminium hydride R-CoN 4 41H] 34, R_CH,—NH, Ally eyanide Le Amine How are primary amines prepared fram amides? Primary amines having same number of carbon atoms can be obtained by the reduction of amides by LiALH, in ether or by NaiCSHOH, CH = C— NH; + 4{H] —Fattigar + CH; - CH: NH, ie ip NH Fthylamine Acetamice 0.20. Use your brain power (Teethook page no. 283) L Write chemieal equations for, a. reaction of ale, NH, with CH. b, _Ammonolysis of benzyl chloride followed by the reaction with tw ‘Why is ammonolysis of aly halide not x suitable method for the prep i of Cs au Reaction of alc, NH, with C)Hsl: CoHs—1 + NE) —*> C:Hs-NH> + HI ly) (als) “thylamine indide GHs-NHy + G:Hs-1—*5 (GH).NH + Eiiylamise Ethyl iodide Dicthylamine (GHANH + GHe-1— > (GHYN + HT Diethylantine ‘Trietylamine (GH gN + GHs-l > (GoHaay'i- ‘Triethylamine Tetrithylarmmonium sodie‘butyl bromide is weated with alcoholic NH), ‘imination reaction. preferred over nucleophilic substitun ‘sobutylene is formed. This is the result intermedia. ion through the stable tertiary bury! carbocation ch l HC-C—CHy Br tert-Raty! bromide i ‘ t ‘ ' \ 1 i i ' ‘ NO: (O) +a - + Nitrbenzene Aniline How is alkyl halide converted inte alky! Alkyl halide is converted into alkyl eyantde by beatin identify A.and B in the following reactions: CHSCH;Br + A amr? B OM: CH. — CH Br Set Cols CH)-C= Benzyl bromide: tay+0.26, Write renction to convert methyl bromide into «thy! at03™ atoms in the starting compound and the product. ‘Ams: Methy! bromide can bo converted into ethyl amine i "80 (CHy~ Be KCN —+ CH, CN + KBr Hy CN 2" CH, CH NF ‘The starting compound methyl bromids contains ane carbon CH (CH CONES Q34. How will you convert 035. Write reactions to prepare cthanamine from Acetonitrile ii, Nitrocthane li, Propionamide rile on Mendius reduction yields ethanamine + ape) SVE CH CH) - NI Fthanarnine: HCL or LiAIHL in ether yields ethanamine, Acetone Nitroethane on reduction in presence of Sn/ CH,-CH,-NO;. aust» CH= CH:- Ni Nitwoethane Fabunarine Propionamide on Hofmann bromamide degradation yields (CH, — Nis + R008 2KBr + Ethanamine cethanamine, : Il . CHy~ CHC NH, + Bh + 4KOH > CHy ‘PropionamideQ.36, Use your brain, : Wise i, Methyl chloride to ethylamine, ‘ii, 1 --Dichtorobutane to hexane-1,6dliamine, Ans: i Methyl chloride to cthylamine, ‘HCl + KON —> CHC man SEL cH CHEN? Nedpleetse” Neds fe i Bemzamide to aniline: ° i ey + Br + 4N¥OH Aaqnous "ine Benearide cealeshotio) iii, 1.4-Dichlorobutane to hexane-1,6-diamine Cl-(CHt), C+ KON 1s New C—(CHi-C #8 LAD\chiorohutae Benzamide to benzylamine: O-C-NK, HANH, fin. Beneamide Beneslamine 2.37. {lem will you prepare propan-t-amiine from: iL L-Nitropropane ii, ‘Phthatimide Ans: i. Propan-I-amine from 1-altropropane: CH= CHsCib=NO,+ of] ==" cH, — cH cr ENieaprapane Propan-L-amine from propanamide: NH: ° il CH) = CHa C—NHy + afi) — 0 Propanamide eee phthalimide: NCO; + 2NaBr+ 2130" uy HN HC ~ (CHils CH, ig) Heexane-1.6-Siamine Butanamide?CH) CH= CHB 245 CH, CH; Ch - NH |Bromopropane ‘rope amine iw @ CH) = CH; - CH, Br 2 5 City -CH:-CH, CN Hsomoprpace ‘Prop cyanide ©) o CH;~ CH ~ CH; ~CH,- NH; --aine Convert: Propanoic acid into ethanamine a ‘tas: Propanoie acid into ethanamine: CH.CH.COOH "+ CH,CH.COONH, > CH\CH,CONH; — + CHCHANH Propasoic nei hanamine (Ql. Explain: Intermolecular forces of attraction in amines, TONS ROE) because the electronegativity’s of nitrogen (310) and hydrogen (2.1) are erent. Due to the polar nature of N-H bond primary and secondary amines have intermolecular hydrogen bonding. The infermolecular hydrogen bonding is of greater extent in primary amine than in secondary amines, because primary amines have two hydrogen atoms bonded to nitrogen for hydrogen bond formation. Tertiary amines do not have intermolecular hydrogen boning as there is no hydrogen stom on nitrogen of tertiary amine. ‘ut due to polar N-C bonds, tertiary amines are polar meleeules, and have intermolecular dipole-dipole attractive forces. Thus intermolecular forces of attraction-are strongest in primary annines and weakest in tetiary amines: Bised on the extent of the intermolecular forces the observed order of Boiling points of isomeric amines i: primary amine > secondary amine > tertiary amine.vaste wombs are Hilde ‘The lower aliphatic amines are gases with fishy odour. ™ tmcmbers are solids under oedinary temperature UME PFET: red as they ae easily loan tie ayanies nally clos ais air, ‘Solubility: “aries Are a Dee thelr abillty to form hydrogen band with water molecule, lower iphstle water, ass of amines ve "0 IMETERBE it lap, ‘Solubility of amines decreases with increase in molar vic alkyl group, ein water: Aromatic amines nd higher aliphatic amines are insoluble in WANE" Since N — H bonds in amines are less polar than © — H bond in all > anines and alkanes of com and water molecule ean be represented as, Note: Hydrogen bonding between amin . 01is mare soluble in water than butan-I-amine. ae ‘Ans; N-H bonds in amines are less polar than Q-H bond in alcohols. Hence, butan-I-ol és more soluble in wale than butan--amine Bath these compouncle contain samme allyl groups. When dissolved in water, “H’ctom of -OH group of alcohol forms intermolecular “H bonding with OP | com of water. Similarly, when amine is dlsolved in water, 1 atoms of -NEls group of amine forms intermolecsle 1H’ honding with ‘0 ctom af water Hence, both these compounds ure wluble me hofen But 0" stom swore ettronegte th cto, Thetfore_ N-H bonds m amines are Le pa than O-F bond in alcahots. Asa resus, alcool forms tronger H-bond with eve ae ® amines. Hence, alcohols are mare rotuble i water than —o Give the order of boiling points of alkanes, amines, aco The order of boiling points of alkanes, amines, aleahots and carboxylic acid of follows: alkanes dicthylamine > tric Eylnioe > heey iy nrButy alcohol > n-butylamine = n-Butane yyl alcohol > ethylumine > ethane n-Butylamine > n-propylaming > ethylamine Ethyl alcohol > ethylamine > dimethylamine puis Arrange (he following amines creasing i r is Ara eit pieree in an increasing order of boiling points. n-propylamine, ethylmethy! ‘amethylamine (3°) < cthylmethyl amine (2°) < n-propylamine (1°) <== a In amines, the nitrogen undergocs sp’ hybridization. One of the sp’ hybrid orbitals contain lone pair of electrons, Remaining three sp" hybrid orbitals overlap with orbitals of hydrogen or carbon depending upon the class of amines Soest ws pyramidal geometry: H—N—-HiC-N—HorC a6 bond angies are ess than 109°28" a ne y Traliphatie amines, the nitrogen is attached to sp hybridized carbon of alky : A he cy ‘aes 10 sp" hybridized carbon of aryl erp. HC he bond angles in amines are less For example, the bond angle in group and in aromatic amit Due to the presence af lone pair af electrons, 1 thon expected for regular sp’ hybridization trimethylamine is 108°. ines with suitable example, OR (U7. Explain basie nature of based. on Comment on basic nature of amines ae -Bronsted theo 7 ieee Sane is due to presence of a Hone pat te) e Lenis theory: In terms of Lewis theot °N’ atom with an electron deficient species. Forexample, trimethylamine shares its lone Palt Mai + BF, > Me,N -BF)i : writing the Lomry-Bransted theory: The basis naire of ainsi entsine!* Sn: +o — SN-n +n ‘Amina Conjugaee = i Bronsted base a. Inthis equilibriuen amine accepts Ht, hence am amine 159 Ei or stronger bases, the Ky value b. For stronger base, this equilibrium shifls towards right larger o¢ pK, value is smaller, q (Note: pk values of some amines in aqueo Ethanamine Propan-2-amine Phenylmethanamine Secondary alkanaanines: NeMethylmethanamine | Nth ethanarnine Tertiary afkanamines: NN-Dimethylmethanamine | (CHsjN | S\N-Diethy fethanamine (CHCH)8 Ammonia NH amines: Deenaming (itis) & Sw, ‘N-Methylaniline N.N-Dimethylaniline (Swen Yow studied ih chapter 3: Tonic Equilibrium about pK values and strength of bases. Q.48. Use your brain power (Te2° amines >1¢ Leos) 1 | The basic nature of aliphatic amines should increate with the in 1 increase in number | increase in stability of the ton. The basicity of aliphatic amines. jy Of alkyl | 3°amines > 2°amines > “amines > ammonia. i" batcous phate decreases in ht ofee are im general Weaker bases than sg ‘ Seehof ayes planed eee ita amis Suton for aniline: i NH, a +O =O) 3 + on ee Conjugate acd i bo erie base and conjugate peid, ane pes pe NH: Group is attached decay anes abled bul, toa diferent extn ly to an sromatie ring, The king pair of electrons on nitric iv 0 the aromatic i ipooni tic ting and is less available for protonat Auli 8 resonance stabilized by the folowing Reta ale five resonance structures nie her tad, ain ion bined by accepting proton does thas fone pr of estone on nie. © abilized by only two resonance structures and therefore iti less stabilized than aniline NH c a-o @ As aresult, the equilibrium (anitine ——= anilinium fon) is shifted towards left side. This makes aniline (and aso other arylamines) weaker bases than aliphatic amines and ammonia (G54 Use your brain power (Textbook page no. 290) Arrange the following amines in decreasing order of their basie strength, lly, CH; ~ NHa, (CHy)sNH, Cols dak: (CHjKNH > CH\NH; > NH, > CsHsNH 15%. Arrange the following amines in the decreasing order of their basic nature: Aniline, propan-I-amine anid N-methylethanamine Am: N-Methylethanamine > propan-!-amine * aniline. i, Arrange the following in increasing order of their basic strength: 4 GHNH, CH CiHANHCH) > C3HsNH: > (C2Hs):NH sine (CHAT (CaHsNH+ CHy=1 +? GH.— NH; + C21; -1 > excess excess GxHs—NH,+ CH)-1 >? it hw: i y-NH, + 1 25 Gotten Ehanamine _Jodoethane NeEthylmethanamine (CGH). + CsHs-1 > Ny! todcthane tharanine : (CH)N + CiHe NN-Dietyl —ladoethane (GHNH + CH,-1 2 (GaHa:N=CH Diethylamine (Excess) ‘Diethylmethy lannine (CisN- CH, +CH,-1 > (cant coe CH)“ik (CoH) -NE + ery 1 2 Cartegricat + HE Aniline (Esco) NMatylanine CUINH CH, + CH, —1 £5 GaAN(CHL): + HI NNDinetyliline CHIMCH,), + CH 1 Conecatt me N,N-cimethylcthanamine? thane dirt lethanaie, *0.70, How many moles of mothyibromide are required in convert ethan ‘Aus: Two moles of methyl bromide are required to convert cthanamine een tener nes] | Gllk=Nts + CH—Br 2+ “Gey CaHe-N-CH. CHeNACH + 271. Predict the produce of erhausie methylation of benzene eee hss! Benrjlamine: Benzylaming CyHsCHN on exhautive metnyaion. 2,07 be — iodide forms benzylinethylaniie, bensyleknetnylanine and finally benzylivimethylammonitm iodide, Hi, eth (GHsCHNH, + CH:—1 —-+ CoH, CH:NH ~ CH; 44+ CoHsCH: — ey mine Benzing on ervyldimethy amine CH= Gt \CHSCH— : — CHT CHS Benzyltrimethyl ammoniues iodide Q.72. Write a short note on Hofmann elimination. i, When tetraaikylammonium halide is heated with moist silver oxide, hydroxide which is a deliquescent crystalline solid, and stron; ‘Quaternary ammonium hydroxides on strong heating under. This reaction is called Hofmann elimination. iii, The least substituted alkene is obtained as major product (in contrast to §; en it gives quaternary ammonium ly basic like NAOH or KOH, 0 frelimination to give an alkene aytzeff elimination), oe ti, Boge CHCH.CH:— N(CH.CH),T + AgOH —"80°, | CHC Gi, | CH: — CH. XNN-Trcthylpropytamnoniam iodide CH) 2 NN INAiethypropnammcnn ast CH= CH: + CH, te Haas T+ CUNCHCH CH, — CH, | OH ee eens ae— Ci) N'(CHy : th - CH= N'(CHsa 98082 GH, — cit, N(CH WOH + Ast Fhysiethy ee seme odd gfoimetyt cy Cth -N(CH30H 4 CH= CH: +(CH,N + HO. iethy! ; elim tyieade Evin Thine ‘Acetylcholine (CH;-CO-O-CHy-CH,-N(CH;)s] is « quaternary ammonium salt which occurs in nervous system and functions as neurotransmitter. Quaternary ammonium salts are also present in extionic detergents re Write the bond line formula of the alkene whi is obtained as major product from the following, amines, 08 heating with excess methyl iodide followed by strong heating with moist silver oxide, +CHyl —> CH)-N= CH CH Hy- CH. | +AgOH —* Hi Meat cu, low 45 CH PS see +10 Hex-t-e0e cH N-Dinetnpetianamine +CHsl — Oat H-N-CHh ON |fi, Aleahols are acylated using acetic anhydride. 0.76, Writea short nate on: Acylation of amines ns = = 4 resetion: Iie Aides tet een ica east ASI peace ‘These amines contain replaceable hydrogen atoms {positively pole Aordoyen atoms ars replaced by acyl groups such as S11 BOP. ive of amine if Obtained gy ‘On reaction of amines with acetyl chloride or avetic anhydride, #9 also called amide. Amide is less basic than the amine. i deat : a subetiotin acto wich neuealizes the ae\d peeiea Fo ee ee, ae tke sn, A petal a! suring the reaction, we ee 4% Aeylation of ethanamine: ° Ho | ‘aoe eats Won Moen, ete steak pe — Galles Ns ia eee! Ho Ha x N-Etiyheoamie o I Ethmnamine — ihaaoy! chloe ». Acylation of N-methylaailine H oO 9 in Il Hicch + etsy, ee nc HC chy HCl Cal C1 Cay NoMethylanine Neth Np ethanamie vi. Benzyl chloride also gives similar reaction with amines, 0.77. Write the chemical reaction of aniline with benzoyl chloride and the name of the product obtained. ¢NCERT) NH; I i + Gl C-Cl eee Ogi, CNH 0) ees Benzay chloride phen Bbeazamige ot beanie 0.78. How will you convert diethylamine into N,N-diethylacetamide? Ans: ° ° FRE Ans: EEF FER E I ) INNS Bye) Pa Coe oe, el | yy CzHs Hs Diethyamine Nd Dietytcctamie Q.79. Predict the products: CsHsCOCI + (CH,),NH —3> Ans: o Ret ee GO ACH Nc Ge ad Dimncthylamine Benzayl chloride. NA-Dimettyfbenzamde grr netue your braln pawer (Textbook page fyb -NHLs + Ph—CO~ C14? eae {cli + Ph COC % o I Cli-NHs + Cells C- Cl 8, CH, NEH- 0— Carts + HICL etytamine enzny! chloride NeMahytbenzamide (CHiN + Ph CO—CI "#4 No reaction ‘Tritt amine pie smite ary see i eayeie ne eet eae with benzoyl chor y o. What isthe action of acetic anhydride on ethylamine, diethylamine und triethylamine? fihylamine reacts with acetic anhydride to give Neacetylethylamine: o i i Gi NH, + (CH) - C770. 2. —G-chh + ee Bhglumine Acetic 0 (ftinumine) anhydride scerylethytamine (-Eahyletuanamie Diethylamine reacts with acetic anhydride to give monoacetyl derivative (CHAE (CH;CO};0 > (CHa -COCH: + CH\COOH NeAcetlcbylamine Acetic ald Diathylamine — Acktic @N.N-Diethylacetamide) sahydride ‘riethylamine {(C2Hs}:8] i @ 3° amine, It will not undergo acetylation 85 it des not contain any hydrogen attached to nitrogen of amino group. © Explain earbylamine reaction suitable exampl Writea short note on carbylamines test. Carbylamine reaction: Aliphatic or aromatic priniary amines on talled alkyV/aryl isocyanides or carbylamines i by Ti This reaction is a test for primary amines. Secondary and tertiary amines do nat give this test R-NH, + CHC, + 3KOH > RNC + 3KC1+3H:0 VAmine Alkyl isocyaitide: E ‘oR ‘heating with chloroform give foul ( CH,-CH,-NH, + CHC], + 3KOH Se + 3KC1 + SLO Exiylamine Chloroform: CiH-NH; + CHCh + 3KOH —+> Aniline Chlorofor® Phenyl isocyamice — Canc + 3KC1 + SHOQ.84. Use your brain power (Texthook page-mo: 292) isis iaearbsloaiei ected by salng nnifinc a startles Ams: Refer 2.83. (ib) pairs of com ‘QU8S. Give a chemical ttf distinguish between follow MB PANT A oe i, Bthylamine and diethylamine ieee yylanitine syimaine tot. Howeren Siethylamin, beg ca Ethylamine, being primary amine, gives positive secondary amine does not reo #38 & GHe- NH) + CHCK +3KOH —2> C.Hs-NC Eshylamine yt inocyanl® & (GiHah- NH + CHCL, + 3KOH —*+ Nossaction Dietiytamine oe ve test. Aniline, being am aromatic i Aniline and Ne-cthylanitine can be distinguishes wit the oe As nis So oe ve carbylamine: Jowever, N-cthylaniline, ees ge i + 3KC1 + 3H:0: = NH; + CHCI + 3KOH —Y> Gall, “NE Ailing eazy! socy GHANHC:He + CHCI + 3KOH 2» No reaction N-Edevlanitine 0.86. How will you convert nitromethane into dimethylamine? Aan CHING, 22+ cHNH; REL, CHING ERS CHLNHCHY Many! Nuromethane Meihylamine f Q87. Can you tet? (Textbook page no. 292) a i What is the formula of nitrous acid? ‘Can nitrous acid be stored in bottle? Ans: i Formula of nitrous acid: HNO:. ii, ‘Nitrous acid cannot be stored in bottle, Q.88. Why is nitrous acid prepared in situ? How is it prepared? Nitrous acid is an unstable compound. Hence, itis prepared im sifu, It is prepared by adding aqueous sodium: Ans nitrite to hydrochloric acid already mixed with the substrate (|e, amine) Q.89. What is the action of nitrous acid on aliphatic primary amines? Ans: Aliphatic primary amines on reaction intermediates Dimettyamine saa? (RN, Cr] —#°4R_On+ Alkyl diaoniom Alco chloride *Q.90. What is diazotisation? Write diazotisation reaction of aniline. OW What i the action of altrous acid on aromatic primary amines? Ans: Aliphaticlaromatic primary amines react with nixous acid to ; seactin is called as diazotisation. fmm corresponding diazéniui ahs TH Diazotisation reaction of aniline: NH; 1 +NaNO; + 2HCI —iorm_, net ag Beneeed shlerde3 aon sats are usefolas versa termes twe False {2nd 3° amines react differently with nirous aid Tne rite reaction to cdavert methanamine into ethawamine ‘eanamine into ethanamine: Sy (cH, — N,c1) 22+ cHOH 5 cH,Cl = CHLON See CHACH NHS thanamine L yrite reaction to convert ethylamine into methylamine 1) + HNO, Sy CH, CH; OWN T Fthylamine Ethanol ¢)- CH) OH [0] —as OOH +110 Acetic acid 2+ CH) - CONF (cH, COOH + NH; === CH) -COONH:’ yz ‘Acctamide Acct aid ‘scumanve ° carboxylte i Gi O-NH; + Br +4KOH py + CHS (Hj + 2KBr + K;COs + 2:0 Acetamide Medhylamine UM. How will you convert: Ethanamine into propan-L-amine? ji: Propan-|-amine into ethanamine? Ethanamine into propan-I-amine: CH= CH= NH; 2+ CH=CH -OF i CH) - CHy- Cl ay? Chioroethane Propan-t-amine into ethanarnine: thanamine ot 5 CH; ~ CHa Con 29> Cth CH CH, -CHa— Propaneniile _weo 4, CH) —CHa—- Cll OH ee Fropan- amine Propanol oO a i JN: =, Sak ots cw nee io Chane ‘CHs~CH, -CH, ~ NH ai= - : 0.96. How wilt you en Ans: Pentancnitrile into Butan-L-ami = CH NHp 2 Sey i ‘My ~-CHh CH, Cth ~ Ca pg CH - l= CO pian on cH], - CHa — CHa CHa (CH) ~ CH, ~ CHy~ CH, — COOH 2 —CHy = Ca Penianoic weit sip NHts+ KBr +KSCO)+ Low, CHACH) CONE, HEM > CHy CH ef a emai = eaction with » variety of muck (0.9%, Give reason: Arene diazonium sats undergo nucleophilic subst itive charge on nitrogen Ame: The ditzonium. group (-N;)is x very good leaving grour due 1 the positive ShrEs Oe mi 0 onded to aromatic ring, As a result, the arene diazaafum. salts undergo nucleophilic non Teac with a variety of nuelenphies, Nate: Reactions of diszoaium sais involving displacement of diaz0 ™0UP eal ens Tae formation | : ye na |e AIH N+ HPO, + HCI estoy ope, | At-H+N:+ CHCHO + HCL Ar= WiC asta | Phe Fe ea ‘Ar OH ON; + HCI formation (0.98. Explain: Reaction of arene diazonium salt with uoroboric acid. ‘Ams: Arene diazonium salt on reaction with Nuoroboric acid (HBE,) gives precipitate of dbaroniam uorbwalt rich on Beating decomposes to yield uoroarene: On the other hand, when heated with aqui ll nitrite in presence of copper it gives nitroarene. Ar N.C "5 Ar—NIBE, ‘Arene dinzonsam sit Diazoniu htoroborate A xen Ar-F+N;)T+BR; At—NOs+NiT+ BE, ‘Flvoroarene aorene Q.99. Convert: Aniline into benzene:coupling such 15 p lava groups -arumle compoune® re sree. eo roma tm re joined th amines, give san compounds, Thee fe crcnded Pogue ster of double Done eh group N= N=. This reaction balled ozo coupling. : ‘Azo compounds ae brightly coloured and are wed a6 408 io, Here, the eleetrophiles are po ‘This is an cxample of electrophilic aromatic substitution hanged dinzoniua tora Substation usually occurs para tothe ring actvaling BFW | sige yea 10 BV pehydro £ Benienedinzonium chloride reacts with phenol in si orange dye). <- f ‘ onal Crier On Oo ais Deruenestazonian pllydeosyambenzene ‘lorie Proved eet ‘Azo coupling with fenaphthol in NaOH is used a3 a confirmatory test fer Pr line medium to sve Benzenedioonjum chloide rics with lie inl lk . a , ee Nencr + € S-nib eS Besstaediazonie ‘sine pHlydeoxpazobesests chlorie (allow) ‘The acid-base indicator methyl orange isan azo dye. (Cis Q.104. Write the structures of the reactants used in the preparation of fol OO ‘Ans: Benzenediazonium chloride reacts with dimethylaniline to form the given dye. at inmethy acne PADimethylaminoazoyenzene ‘Arene diazonium salts can be prepared from nearly all ie synthesis ofa varity of organic compounds. na Sines and are helpful in the Arene diazonium salts are used as useful intermedi io introduce varic z q ring such as-F, Cl, Br, I, CN, -NO;-OH, Ht ete, i es So Aryl iodides and aryl fluorides cannot be prepared directly by el lcctrophi “y " Tie ge gmp cn einen etm gy a mca cae gon. ‘On the other hand, the halide’ eon cateen 5 fr decein aie eg ae introduced in aromatic ing through Thus, the ‘which eannot be zi Tete cer etn pet din dia Write reaction ieee “aE ee elt HH Ne Cats Hae q ° i, bai prTotvenesulpthoay! chloride Det lame (2°) i Dethytbensss P" Sustity. reactant activating OUP, ASA tek, Q.110. Aromatic ansines readily undergo electrophilic substitu ogo AusiAaino orp fl cromatic tines a briho, ora cirecting and pawetel S88 Aromatic amines readily undergo clecizopuli: substitution reations ‘Q.111. Explain the following reactions of aniline: i Bromination iL Nitration iit, ne ve whi ke Bromination: Aniline reacts with bromine water at room temperature 10 2,4,6ribromoaniine Nit Sulphonation te precipitate of Aniline Br 2,46-Tibromeanitine Nitration: Direct nitration of aniline yields (p-nitroaniiney 2 mixture of ortho, meta and para.nitroantlies, In acidic medium -NH, graup is protonated to -NH,group which is meta-directing and deactivating. Hesse) ‘considerable amount of m-nitroaniline is obtained. NH: NH NH NE SSN; NOs (51%) 788) ra pNitromilinem-Nitwaniline _o-Nitroaniline However, to get p-nitroaniline as major product, NH: group is first protected by acetylation and tht nitration is carried followed by hydrolysis a i Ni NH-C-CH; NHS e =cH; Aniline Acetanilide Surcten pNecaaa Sulphonation: Aniline reacts with concentrated sulphuric acid to form anilinium i which: on heating with sulphuric atid at 453-473K produces p-aminobenzene one major product. Stilphonic acid (sulphanilic ald) NHLHSO, }Poipu ald evs asa sl called dipole ty = ie group and a bawic : lon oF xwitt * EFoUp present in Peete rons tien ae sin pie r Ni NO; P>Niteoaniing ($195) NO: Fa Nomis UT) 4y112-Complete the following reaction Be keer 2117. 0) ji Besides the ortho and para derivatives, considerable amount of meta derivatives ty al formed uring nitration of aniline, OR Give reason: Aniline on mit gives u substantial amount of m-nitroaniline pies nitration of aniline yields a mixture of ortho, meta and para nitesinilines. hiss because, in acidic medium -INF; group #8 protonated to -NH; group which ismeta-lisetne AS deactivating, Hence. considerable amount of m-nitroanitine is obtained following conversions: ‘Aniline into sulphanitic acid ii, Refer @ 11, ii) smoanitine from aniline. Justify Your answer: directing due to involvement of the Tone pair of th Brait gives 2,4,6-tribromoniline, TS ceffcct of NH: group. This is done ved in resonance in the acety} BrOUp. AAIIE Write the seheme for preparation of p-bro Hi: group ie highly ring activating and 0 Gestion "N’ in resonace with the ring. As result, on easton 5 feta monobramo product, it is necessary to decrease the ring activating by acetylation of aniline. The lone pai of N’ in acetanilide is also involv To that extent ring activation decreases. =o ves 1 monobrome- product p- i The protection of -NHa group inthe Tbromoanitine, as shown in the Following scheme, ¢ fH =C-CHy Hehice acetanilide on bromination gi the orignal -NH group is regenerate: by acid catalyzed hydrolysis to get p-t““Q.116, Write reaction ta conyert aniline into p-bromoaalline: Ast Hofer 0.115. Q.117, Internet my friend (Textbook page mo. 295) Search the pK, or pK, values of ortho, meta and increasing order of their basic strength. Ss SN line. ar ‘ine < menitroanil Increasing order of basic strength: o-Niteoaniline < p-nitepaniioe Note: Strong bases have low values of pK. Q.118. Use your brain power (Textbook page ne 296) Can aniline react with a Lewis acid” ‘Why aniline docs not undergo Friede! Craft's reaction Us! * ing aluminium chloride? ‘3 i, i Ans: ae = Aniline-can react with Lewis acid iia, AICI, a Lewis acid is used as a catalyst in b. Aniline does not undergo Friedel Craft's r © Asaresult, N-stom of aniline acquire for further reaction, *Q.119. Activ 1. Prepare a chart of azodyes, colours and th fel Craft's reaction i can duc to salt formation with AIC charge and hence acts as @ strong deactivating grup * ee tt} tions. 2 ingredients of dict. / |. Aaodlyes, colours and its application: \ a Indige dye Blue Textile industry = Methy! orange Orange ‘Acid-base indieator (Red in aeid and yellow p| | in base) ? | “Briochrome Black Blue Complexometric indicator Sudan Red dyes (LLII1 & | Range of red colours Industrial dye used to color oils, waxesand yy Polishes. It has been classified at carcinogenic compound thus use of Suda 7 dyes as coloring matters in food is not : permitted. _ Indicator dye (textile industry, biologial stain Red in alkaline and blue in acid solution | Purines (Nueleie acid xi Heer im 5 | nitrogeneous base) j N Heit meats, seafood (like sardines} la B) ean meat (like kidney and liver) ete. | | We tee =", ilk: H | Vitamin B, (Pyridoxine) | OH | |} Ho yonnts are expected to collect additional 5 Seretenss of diet On these own | armatto. ee pA chemical fess. The compound en Sie fe unknown compound mas rend ei Wot alroges bat mot chlorine Thc ect ctaeat wih phew in kine medlnraree een viucr reading the above passage, answer the fallowing questions ‘ihe compound *X? acidic or baxie? Be ie malners compan Meet he chica austin forth eacln of componad ‘Xvi NaOH, Wale the chemin! equations fr the reaction of te soparatd gud nl rou ac fone by Mrotment with phenol he compound °X" is an acid a i tumed blue linus paper to red ‘he unknowa compound °X’ was anitiniura chloride os NaOHiay (JP nee 0 Annum ehionide Aniline NH: Ailing (Seperated liquid) Benzene diazorsom chlorideClassification of aliphatic amines: | ary Gp amines | ‘Secondary @) fer 1 amines(-NH-] ene eg. CH -NH = CH ath cH, rms ine [ Miced/nsyrnmetriea @2hamines Jan | | a 8° amines fa jimes > Preparation of amines: Reactions of amine: Excess of ae Ale NH ifxcess) EAB (CARE a * la en ecie NO. | Nice 7 | cxrcoctee na (CH, GOK, CHy—C=N - > Acetonitrile ty | (Exhanenitile) 1 CHC), A KOH, o + (3H: - NE if t 4. LiAIH, tied -ether Nestea CHy-0-NE; ——__——"_ |e | cH : ie Hho" a | Cart lamine test) Acetamide | xanoynte 3K. i, Ethanolie KOH, | K 1H {il NaOH t | (CH,-CH}-C-NH; * Br; + 4Na0H. Propanarnise > — Hoffmann elimination: ; Hl, ~ CH - N(CH) TE cH — CH NICH NONE + Agr Eukyltimethy! Ethyl timethy| ammonium iodide summoniiry hydroxide CH CH NICH ON > HCH (CN +0 Ethyitrimeth periea _amumoriun tyre caePie Sith RR~ Oca, t cua, fi Kou [a CaN (Hho ftrmann's. Phenyl wocyanide Cakylrine te) NaNO Teme TONIC enccoediarpnium ebloride 1 (CHICK. A, Pyridine ji, BR/CH,COOH, ii Wor OFF ‘Cane. HNO! Cove, F280, TSK 1 (CH,CO)D 8. pyniine ji, Cons. HNO; ‘ane, H,S04 NH aan iit HY 9c OHyi e = ~* tie! WAN Lee oe Dw b Pe mH cay oust pe cea a Benzene fluoride: 43 RRERR HBR, a+ CiHi-NO Hi, NaNO,ICu,, Nitrobenzene 4 as Aromatic B a compen (APH) [Sane yA ss (co coupling) Azo dye a (nightly coloured = Gas pee E = ca aor x eal ss A ean hep | 4 Give the TUPAC names of the - '* amines: ii Classification ofumines 1. What are amines? Ans: Refer 0.3. 2, Draw the structures of two unsymmctrical amines, Ans: Refer Q.4. 13.2 Nomenclature of amines 3. Write the structure of following amines: ‘N-ethy!-N-methylpropan-I-amine. 24-Dimnethylaniline ili, N.N-Dimethyl-3-methylpentan-3-amine Ans: Refer QS. (i) fi Refer 9.9. (iu) ii, Refer O10 tiv) Bee Bog eeBe 9 sort note on: wonolyss of alley hal Aahaton of nitro compounds peer OIE Refer 0.17 paplin Mendis eduction of alkyl cyanide peer 018. pow will youprepare aniline; fom nirobenzene tpn bene ae gefer O28 ii, Refer 0.22 How is cthylamine prepared from methyl jolide? = Beer 0.26 | Wwete short mote on Gabriel phthalimide sss. x Refer 0.28 aniline eannot be prepared by Gabric! phialimide synthesis. Sustify i Refer 2 30. faplain Hoffmann bromamide degradation reaction _ Refer 0.31 Give following reactions: Mendius reduction of acetonitrile Hofmann bromamide degradation of ropionamide Gabriel phthalimide synthesis to prepare ropan-f-amine Propanoic acid into cthanamine Refer 0.45, (8) it Refer 37 (ti) iv. Physical properties of amit Refer O35. (a!) Refer 0.39, | Give the order of boiling points of alkanes, Amines, alcohols and carboxylic acids of comparable molar mass. Refer 0.43. Amange the following compounds in the increasing order of their solubility in water: CHACH,CH3CH,, CH)CH)CH:CH0H,, _ SHICH:CH.CH;NH> Refer 0.45, (ic) } Why is n-butanol more water soluble than oor ae SRC cc NCH 13s nea ie ane hy eon on Lorine i : Se eee ‘Give reason: pk, value of diethylamine- than that of etylamine SS ¢ Refer O34 Why are_aramatic amines weaker bases than amnion? + Refer O57 Write resonance structures of aniline, Refer 05? () Arrange the fllowi their hase strength: HANH, (GHD) Caffe, CoH in increasing order of (CiHssN, CHAN, fs, CyH1sCHNH Refer 0.60. (i) fi Refer Q61. (ll) Arrange the following in increasing order of solubility im water: CyHsNH(CH)):NH, CoHNH Refer 0-61. (h) ‘Acrange the following in desteasing order of the Ks values: C,HNHs, CcH_NHCH;, (C:HeaNH and CAHeNHs Ans: Refer 061. (i) 13.6 Chemical properties of amines 25, How will you detect the basic nature of amines? ‘Ans: Refer 0.65. 26. Define: Quaternary ammonium salt. Ans: Refer (2.68 (iti) 27. Give the products of exhaustive methylation of benzylamine. Ams: Refer 071. 28. Write a short note on: i. Hofmann elimination ii, Acylation of amines Ans Refer 072 ‘Convert the Diethylamine into thylamine in| Ams: Refer 8 [Feb 20)Refer 082 (0) Hh Refer 82 ty) 31. Explain carty amine reaction suitable example. Ame: Refer 0.83. 32. What is the action of mixture of NaNO; and dil HCl om aniline Ans: Reyer 0. 33. How will vou convert: i, ethylamine into methylamine fi, Propan-l-arnine into cthanamine Ame: i Refer gx, i, Refer O95 ri) 137 Reactions of arene diawonium salts ne 3A. Write Sandmeyer reaction Ans: Refer 0.97. (Note) 35, Write Gatterman reaction. Ams: Refer 0.97 (Nove) 36. Write a note an reaction of arene diazonium salt swith uaroboric acid Ams: Refer 0.98. 37, What is the action of benzenediazoaium chloride on’ i, ethanal ii, phenol in atkaline medium? iii, aniline? Ans: B Refer 0.100 i, Refer 0.405 peg) iit Refer 0.40% fun ASA" Restsion with irensakphony! chloride" 38. What is Hinsberg’s reagent?” ‘Ans: Refer Q 105, 39. What is the action of benzenesuiphony| chloride on primary, secondary and tertiary amines? Ans: Refer 0.106, 40. How is Hinsberg’s reagent useful to distinguish between ethylamine, diethylamine? Ans: Refer 0.106. (ii) 41. Give reason: Aniline on nitration gives a ‘Substantial amount of m-nitroaniline, 4 6 {c) ammonia oa The form CoN TEP =e amine ; (8) Pry amine (OD) alle tess [obutytamine i an-example of _ (Ay amine (B) 3 amine ° amine (G) trary amon sl Terms 1°, 2°, 3° amines represent the (A) nature of carbon atom (0 whigit Ni anuached (1) degree of saturation of the allyl group (©) degree of substitution on N-atom (D) number of amino groups in the molecule ' A seoondary amine is : ¢ (A), an organic compound’ with two Ni Eroups (B) a compound with two carbon stoms ani a an NH, group : (C) compound in which three of te ‘hydrogens of NH, have becn replaced by ‘organic groups {D) a compound in which two Of iE hydrogens of NH; have been replaced ty alkyLandior aryl groups What is the UPAC name of the compound? oO {A} a:Aminobutanoic acid. (8) 2-Aminoburyrie acid (©) a-Aminobutyric acid wh (DB) 2-Aminobutansig ‘acid Which of the followings a 3° ‘amine? i |-Methyicyctohexy! aminepe CORRECT TUPAC name for ie (CHCHNHCH, is 2 asinetiyimine eno penne 2B) eaminopent: bene 16) Neth propel umber of moles of methyl iodide requ Defeare tetamethy| ammonium me he Wie of methylamine ire 1Feb 20} we ©) 2 cy oy 4 fivsbenzene on reduction with tin and ere clgives CcH,NHOH (8) CaHaNH (BD) (CaE):NH goluction of tomatic nitro compounds using Feand HCI gives oe (A) aromatic oxime {B) aromatic hydrocarbon {c) aromatic primary amine {b)_ aromatic amide Mendiis reaction involves the reduction of (B) Ketoximes (D) mitroalkcanes ine RC (A), Hoflimann’s reaction (B) | Menditus reaction (C) Wurtr’s reaction (D) Cannnizearo’s reaction Gabricl phthalimide symhesis under controlled alkylation of phthalimide yields exclusively (@ primary amines, (B) secondary amines (C) tertiary amines (O) aromatic primary amines, CANNOT be prepared using Gabriel Phihalimide synthesis method. (A) Aniline {B) Toluidine (C) p-Bromoaniline {D) All of the abowe Which of the following is TRUE regarding Hoffmann bromamide degradation? (A) The reaction is useful for decreasing the length of carbon chain by one carbon atom (B)_risanexample of molecular rearrangement (C) It mvoives the migration of an alkyl or ary! group from the carbonyl ‘garbon to the adjacent nitrogen atom. (D) All of these Hofinann bromamide degradation reaction is Shown by. (A) ANA; ni 1B) ArCONH: (©) Aino, ®) (Dy AcCH:NH: NPC, (C) Sodatime Which of the fo sri wong Sem ly ds © hee tas Which of the following amines form ro) 5 within then Oy teers (8) Ethylmethylamine (©) Triethylamine (BD) Diethyimethylaiiine Which ofthe fotlon owen hee i eee ae 8) CH cH =Nie cH, © Gs N-GH, H (py ChoN=e on, Which one of the following compounds bas the highest boiling point? (Ay mBuylamine — (B) _see-Butylamine (C) isobuiylamine —(D) tert Bitylamine The hybridisation of mitogen in primary amine (Ay sp B) pe} so (D) awe The basie namure of amines is dae to : (A) presence of N = atom (B) fone pair of electrons on nitrogen atom (C) tetrahedral geometry {D) high electronegativity of nitrogen Which of the following will have the highest pK value” (a) NEG (By CHNHS 4) (CHyNEL (Dy (CH ‘Which of the following has the highest basic strength? imethylart 5) Methylene (A) Trimethylamine @ ;“28, 2. 34 35, 36. 37. densify “BY inthe following reactions. (Ch Can mien | 4 ein an (A) CH, ~ CH; —NH, (B) CH; - CH) —NO; «Cy CH - CHANS'Cr «D) Clty CHO ‘Which of the following ‘compound doe NOT undergo acetylation? (A) GHNH: (By (CHAN (©) (CH) NH (D) CHNH Which one of the following compounds does sot teact with aceiyl chloride? 4A) CH, — CH, NHy $B) (CH ~CH. NH © (CH CHAN’ (DL GiHy—N The reaction between primary amine, shloroforin and few drops of algetolie KOH is known as (A) Cannizearo’s reaction (B) Haloform reaction (©) Carbylamine reaction (D) Wurte's reaction Carbylamine testi (A) primary amine (B) secondary amine (C) tertiary amine (D} both secondary and teniary amines ‘On beating an aliphatic primary amine with chloroform and ethanolic potassium hydroxide, the organic compound formed is an (A) alkanol (B) alkanediot (C) alkyleyanide —(D) alkyl isocyanide Which among the following amines undengoes carbylammines reaction? (A) Propan.2-amine (By N-Methytmethanamine (C)_N\N-Dimethylmethanamine (Dy N-Methylethanamine X, ¥ and Z are amines. Only Z and Y react with acetic anhydride, Only Z gives carbylamine reaction, Then X, Y and Z are respectively. (A) primary, secondary and tertiary (B) secondary, tertiary and primary (C)_ secondary, primary: and tertiary (D) tertiary, secondary: and primary ‘Which of the following amines yield foul smelting ‘product with haloform and alcoholic KOH? (A) Ethylamine (8) Diethylamine (C) Triethylamine (1D) Ethylmethylamine ven by When primary amine reacts with CHI; in alcoholic KOH, the proxuct is i (A) aldehyde (B) alcohol (C) cyanide (D) anisoeyanide diethyl oxalate 1B) pony shioide {D) acetic acid a. sentify_wye_ compound “BY in the Pllowians yeries of reaction: 2 | (ay mpropyl ebloride {ay nepropylamine (C)_m-pmopy/ alcohol {D)__isopropy! aleobol “Which type of amine does produce Ns whey treated with HNO: )Prienary amine {B) Secondary amine (©) Tertiary amine {D} Both primary and secondary amines ‘x diaconium salt is obtained when nitrous sj renets with (A) CALNA: (BY (CHEN tc) (CH).NH (D) (Catt Which of the following is a NOT a Sandmeyer reaction? Ar. NXE Ar oN eNy Ar— NX Si Ar Olt Ny H-atom OH-group {€) nitro group (D) chlorine or bromine Henzenediazonjum chloride when reacts will hypophosphorous acid produces 4A) benzene (B) phenol © a {D) nitrobenzene P-Hydroxyazobenzene is prepared by OE ‘coupling of phenol and ot a (A) _benzenediazonium chloride (8) o-nitro anitine (©) benzoic acid {D)__ chlorobenzene Which of the following compounds linkage?pe tn alk Dive tn aquewus phase, me int: Secondary amines react with Hinsberg reagent to give an al iynes 8f the following Whove ia aqucoss NAOH afer seo wih Hinsberg reagent fabylamine (3) Trlethylaming Trimethylamine (D) Dicthylamine sn ep nh Following recon, xm yy ita yy p-Bromoaniline Fr promoacetophenone -Bromoscetophenone rBromoacetanitide ib), (ay ww ry @) oO (0) phe following compounds, the decreasing order of basic strength will be SEE (Main) 2019] (Colly NH > NHQ> Cut, (B) Katto. N> Cath > (CoH NH: > NH) > (CH. NE (Mie GME HE slamines, +1 effect of alky! groups inereases ths electron density en niger atom. This ineasts the dentin which fone pair of clecrons can be donated. Hence, ammonia will be least basic and (CyHg)NHt wil be mot basic The CORRECT order ofthe basic strength of methyl substituted amines im aqueous sauton ik ? [NEET (UG) 20191 (A). (CHYIN> CHINE: > (CH).NH 4B). (Chiya> (CHiN > CHAN iC). CHANEL > (CHi)NH > (CH) (D)_ (CHy}NH> CINK. > (CHSN Jamines follow the basicity order as follows {(CI).NH > CH NHL, = (CHLpN (2°> 13°) ‘The amine that reacts with Hinsberg reagent to give an alkali insoluble product is —__—_. INEET (Odista) 2019), (p) CH,-CH-NH- CH-CHy | Hy cHy NH; CHCH, ' ! C1) —C— CHACHCHy () H.-C; -N- CHCH, wp) eee Hy alt insohuble product. fnagucous phase, most basie among the following ts ——_—. 1A) ammonia (B) ‘wienethylamine (C)_ methylamine The increasing order of pi for the following compounds willbe OH - CH=NH, cael i aby —" w I> 1 Thas, the increasing order of pk, Va be tt INBET (6) Fa in hie fhe along ees ) NH 0 i ee blaming tes is given by aliphatic and aromatic primary amines such as aniline NH NC 26, oO HRCI 10 * ction of propanamide with ethanolic sodium hydroxide and bromine will give ___.- 7 Reaction of propanamide with ethanolic sodium hydroxide and bromi e [NEET (UG) Pan 4A) Aniline (B) Ethylamine (€) Methylamine — (D) ” Propylamine Hint: The given reaction is Hoffmann tromarnide degradation GHSCONHs + Bry 4 4NSOH —> C3H:NH, + NazCO3 + 2NaBe + 21,0 Proparunige (Ab) Ethyl Among the following isomeric amines, an amine having highest boiling point is (MIT CET 2029) 4A) ethyldimethylamine (B) n-butylamine {C) diethylamine (D) tere-burtylamine Hint: The order af boiling point is 1° > 2° > 3° for isomnerié amines Qu. Select id write the correct answer: 1, Benaeneidiazonium chloride when reacts with hypophosphorous acid produces (Ay benzene 4B) phenol {C) aniline (D) nitrobenzene ii, Which of the following will have the highest pK value? (A) NH (By CHNH, (©) (CH)NH (D) (CHAN iii, Which of the following compounds will di Hinsberg reagent? (Ay Ethanamine (B) ethy lethanamin (C)_ N.N-Dimethylmethanamine (D) Neethylethanamine iy. What is the IUPAC name of tertiary butyl amine? (A) 2-methylpropan-|-amine (B) 2-methylpropan-2- (©) Nemethylmethanamine (D) Na iactighncin ie Q.2. Answer the following: i What are amines? ih Name Hinsberg’s reagent Hi, Classify the following amines os primary, secondary and tertiary amines, a, n-Butylamine b copnonylaning