NITROGEN COMPOUNDS

Total No.of questions in Nitrogen Compound are -

Level # 1 .................................................................................. 60
Level # 2 ........................................ ......................................... 41
Level # 3 ........................................ ......................................... 23
Level # 4 ........................................ ......................................... 11

Total No. of questions ............................................................ 135

 LEVEL # 1
Q.7 A reaction used in descending a homologous
Questions
based on Preparation & General point series would be -
(A) RCONH2 + Br2 + KOH
(B) RCH2Cl + KCN
(C) RNH2 + CHCl3 + KOH
Q.1 Compound is a - (D) None of the above

(A) 1º and 3º amine

KOH
(B) Only primary amine Q.8   A CH Br
3
(C) 2º and 3º amine
(D) Only secondary amine
HOH
B  

 C + D , C and D in the sequence
Q.2 The third member of homologous series of H

dimethyl amine - are -

(A) CH3–CH2–NH–CH2–CH3 (A) Benzoic acid + aniline
(B) CH3–NH–CH2–CH2–CH3 (B) Phthalic acid + ethylamine
(C) CH3–NH–CH(CH3)2 (C) Phthalic acid + aniline
(D) B and C are correct (D) Benzoic acid + ethylamine

Q.3 Tertiary butyl amine is a- H2O

Q.9 CH3CONH2 PCl
 5
 A  B
(A) 1º Amine ( partial)
(B) 2º Amine
 reduction
(C) 3º Amine
C
(D) Quaternary salt
The functional groups of B and C respec-
tively are -
Q.4 N–atom in quaternary ammonium halide will
have the form- (A) – C –NH2, –NH2
||
 O
(A)  N  (B)

(B) – C –NH2, –COOH
||
(C) (D) O
(C) –CN, –NH–

(D) – C –OH, – N –
Re duction || |
Q.5 –CONH2    –CH2NH2
O
In above reaction hybridisation state of car-
bon changes from .....  ........ Q.10 Reaction for the preparation of 1º amine is-
(A) sp  sp2 (B) sp  sp3 (A) Hofmann carbylamine reaction
(C) sp2  sp3 (D) sp2  sp (B) Hoffmann mustard oil reaction
(C) Hofmann bromamide reaction
Q.6 Mendius reaction involves the reduction of - (D) Lieberman nitroso reaction
(A) Cyanoalkanes
(B) Alkyl isocyanides Q.11 On reduction of Schiff’s base we get-
(C) Oximes (A) Primary amine (B) Secondary amine
(D) Nitroalkanes (C) Anils (D) Anilide
Q.12 In Hofmann degradation of amide the correct Q.21 Which of the following will give primary amine
order of reagent is- on hydrolysis -
(A) Br2, KOH, H2O (B) KOH, Br2, H2O (A) Nitroparaffins (B) Alkyl cyanide
(C) H2O, KOH, Br2 (D) None of the these (C) Oxime (D) Alkyl isocyanide

Q.13 Alkyl halide reacts with AgCN to form – Q.22 The alkanenitriles are isomeric with-
(A) Primary alkanamines
(A) Alcohol (B) Cyanide
(B) Secondary alkanamines
(C) Isocyanide (D) Both B & C
(C) Alkyl isocyanides
(D) Nitroalkanes
Q.14 Amide on heating with P2O5 gives –
(A) Alkane nitrile (B) Alkyl halide Q.23 Which of the following is obtained by reduc-
(C) Amine (D) None ing methyl cyanide with Na + C2H5OH -
(A) Methyl alcohol (B) Acetic acid
Q.15 Grignard reagent reacts with cyanogen (C) Ethyl amine (D) Methane
chloride to form –
Q.24 Ethylamine can be prepared by the all except -
(A) Alkane nitrile (B) Alkyl halide
(A) Curtius reaction
(C) Amine (D) None
(B) Hoffmann reaction
(C) Mendius reaction
Q.16 The latest IUPAC name of CH3NC is –
(D) Reduction of formaldoxime
(A) Methyl isocyanide
(B) Methyl isonitrile Questions
based on Physical properties
(C) Methylcarbylamine
(D) Carbylamino methane
Q.25 Highest value of pKb will be of-
(A) NH3 (B) (CH3)2NH
Q.17 Ethyl iodide on reaction with potassium nitrite (C) (CH3)3N (D) CH3NH2
gives –
Q.26 Aliphatic amines are ........... basic than NH3,
(A) Ethyl nitrite (B) Nitro ethane but aromatic amines are ...... basic than NH3 -
(C) Amine (D) Acid (A) More, less (B) Less, more
(C) Both A and B (D) None of these
R
Q.18 R´–N is a- Q.27 Lowest boiling point will be of the compound-
R’’ (A) Ethylamine
(B) Ethylmethylamine
(A) Mixed 3º amine (C) 1-Propaneamine
(B) Unsymmetrical amine (D) N,N-Dimethylmethanamine
(C) Both 1st and 2nd Q.28 Amines are basic in nature because-
(D) Quartenary salt (A) They produce OH¯ ions when treated with
water
Q.19 Which of the following is optically active
(B) They have replaceable H atoms on N
amine-
atoms
(A) CH3NH2
(C) They have lone pair of electron on N atom
(B) CH3NHCH3
(D) None of these
(C)
Q.29 Which statement is not correct -
(A) Methyl amine is more basic than NH3
(D) Secondary butylamine (B) Amines from hydrogen bonds
(C) Ethyl amine has higher boiling points than
Q.20 W hich of the following would undergo propane
Hoffmann bromide reaction to form primary (D) Dimethyl amine is less basic than methyl
amine- amine
(A) RCONHCH3 (B) RCOONH4
(C) RCONH2 (D) RCONHOH
Q.30 Which of the following diazonium salt is rela- (a) 1º amine with –NH2 on tertiary carbon
tively stable of 0-5ºC - (b)Functional group isomers of
ethylamethylamine
(A) CH3–NN} Cl¯
(c) A secondary alcohol
(B) CH3–C(CH3)–NN} Cl¯
(C) C6H5–NN} Cl¯ (d) A tertiary amine
(D) (CH3)3C–NN} Cl¯ Codes :
(A) 1b 2d 3c 4a (B) 1b 2c 3d 4a
Q.31 The odour of alkyl cyanides is similar to – (C) 1b 2a 3d 4c (D) 1b 2c 3a 4d
(A) Bitter almonds (B) Acid Q.37 The number of  bonds present in
(C) Fruity smell (D) None CN–CH=CH–CN -
(A) 5 (B) 4
Q.32 The N atom in amines involves- (C) 3 (D) 2
(A) sp3 – hybridization
(B) sp2 –hybridization Q.38 The alkanenitriles are isomeric with-
(C) sp2 –and sp3 – hybridization (A) Primary alkanamines
(D) None of these (B) Secondary alkanamines
(C) Alkyl isocyanides
Q.33 Which of the following compound gives the (D) Nitroalkanes
smell of mustard oil-
Q.39 Butylamine reacts with sodium nitrite and
(A) Alkyl isocyanate
aqueous solution of a strong acid to form-
(B) Alkyl isothiocyanate
(A) Two position isomers of C4H8 having
(C) Alkyl isocyanide
unbranched carbon chain
(D) Alkyl isonitrile
(B) 1-butanol
Q.34 Suitable explanation for the order of basic (C) 2-butanol
character (CH3)3N < (CH3)2NH is- (D) All compounds given in A , B and C
(A) Steric hindrance by bulky methyl group Q.40 Propylamine reacts with nitrous acid to from
(B) Higher volatility of 3ºamine a relatively stable cation viz. -
(C) Decreased capacity for H- bond formation (A) Propyl diazonium ion
with H2O (B) Isopropyl carbocation
(D) Decreased electron- density at N atom (C) Isopropyl diazonium ion
(D) Propyl carbonium ion
Q.35 The basic character of amines can be
Q.41 Which of the following can be detected by
explained- carbylamine reaction-
(A) In terms of Lewis and Arrhenius concept (A) Urea (B) CH3CONH2
(B) In terms of Lowry and Bronsted concept (C) C2H5NH2 (D) All the above
(C) In terms of Lewis and Lowry Bronsted
Q.42 Which of the following does not form a sulphur
concept
compound with primary amine-
(D) Only by Lewis concept
(A) Hinsberg’s reagent
(B) Sulphuric acid
Questions
based on Chemical Properties (C) Schotten-Boumann reaction
(D) Mustard oil reaction

Q.36 Match list I with list II and then select the Q.43 Hinsberg’s reagent is-
correct answer from the codes given below (A) Diethyl oxalate
the lists- (B) Benzyl chloride
List I (C) Benzene sulphonyl chloride
(1) Isopropylamine (D) None of these
(2) Isopropyl alcohol
(3) Trimethylamine Q.44 Hydrolysis of alkyl isocyanide yields –
(4) Tertiary butylamine (A) Primary amine (B) Tert. amine
List II (C) Alcohol (D) Aldehyde
Q.45 Imino group is present in - Q.54 Which one of the following behaves both as
(A) CH3NH2 (B) CH3NHCOCH3 nucleophile and as an electrophile ?
(C) (CH3)2 CNH (D) (CH3)3N (A) CH3CN (B) CH3–OH
(C) H2C=CH–CH3 (D) CH3–NH3
Q.46 How many isomeric amines can have the
formula C4H11N - Q.55 A primary nitroalkane is treated with nitrous
(A) Five (B) Six acid, which of the following will be the main
(C) Seven (D) Eight product :
Q.47 Tilden’s reagent is- (A) pseudonitrol (B) nitrolic acid
(A) C6H5SO2Cl (B) NOCl (C) a primary amine (D) a primary alcohol
(C) CINH2 (D) (C2H5)2 Zn
Q.56 Acetonitrile has the structure :
Q.48 C 2 H 5 NH 2 cannot be prepared by the (A) C2H5NC (B) C2H5CN
reduction of- (C) CH3NC (D) CH3CN
(A) C2H5NO 2 (B) CH3CH = NOH
(C) C2H5NC (D) CH3CN Q.57 Which of the following method is generally
not employed for the separation of primary,
Q.49 A mixture of 1º, 2º and 3º amine is formed scondary and tertiary amines ?
(A) fractional distillation
in the reaction-
(B) Hinsberg's method
(A) 1º Amide + caustic potash + bromine (C) Hofmann's method
(B) Methyl halide and ammonia (D) Filteration
(C) Cyclic imide + H3O +
(D) Alkyl isocyanide + H2 Q.58 How many primary amines are possible for
the formula C4H11N ?
Q.50 The presence of primary amines can be (A) 1 (B) 2
(C) 3 (D) 4
confirmed by-
(A) Reaction with HNO2 Q.59 CH3NH2 + CHCl3 + 3KOH  X + Y + 3H2O;
(B) Reaction with CHCl3 and alc. KOH compounds X and Y are :
(C) Reaction with Grignard reagent (A) CH3CN + 3KCl (B) CH3NC + 3KCl
(D) Reaction with acetyl chloride (C) CH3CONH2 + 3KCl (D) CH3NC + K2CO3

Q.51 Ethylamine can be prepared by the all POCl 3

Q.60 HCONHR Pyridine
 (A) + H O :
2
except-
(A) Curtius reaction (A) in the above reaction is
(B) Hofmann reaction (A) RCH = NOH (B) R – N = C = O
 –
(C) Mendius reaction (C) R – C  N (D) R – N  C
(D) Reduction of formaldoxime
Q.52 Ammonolysis of alcohol, i.e.-
xCH3OH + yNH3 Products
(A) CH3NH2
(B) (CH3)2NH2
(C) (CH3)3N
(D) A mixture of amines

Q.53 The compound obtained by the reaction

between primary amine and aldehyde is-
(A) An amide (B) Imine
(C) Nitrite (D) Nitro
 LEVEL # 2
Q.1 A secondary amine is a compound which Q.6 The reaction
possesses– CH3Br + NH3(excess) heat
 CH3NH2+HBr
(A) two–NH2 groups
is an example of a–
(B) one–NH2 group attached to a secondary
(A) bimolecular electrophilic substitution
carbon
reaction
(C) one–NH–group bonded to two alkyl or aryl
(B) unimolecular nucleophilic substitution
groups
reaction
(D) one–NH2 group attached to the second
(C) bimolecular nucleophilic substituion
carbon of the main carbon chain
reaction
Q.2 Which of the following compounds possesses (D) bimolecular free radical substitution reaction
a chiral nitrogen atom ?
Q.7 W hich of the following compounds on
(A) CH3CH2CHCH3
| hydrolysis yields a carboxylic acid and a
NH2 secondary amine ?

(B) CH3CH2NHCH2CH3 (A) CH3CH2NC (B) CH3CONHCH3

(C) CH3CH2CH2NCH2CH3 (C) PhNHCOCH3 (D) PhCONPh
| |
CH3 CH3

(D) CH3CH2NCH2CH3
| Q.8 The end product (B) formed in the reaction
CH3
CH3CH2Br AgCN
 A

Q.3 How many molecules of methyl bromide should 1. NaOH, prolonged heat
     B is–
react with ethylamine successively to convert H O 3

the latter into a quaternary ammonium salt ?

(A) CH3CH2NHCH3 (B) CH3CH2CH2NH2
(A) One (B) Two (C) Three (D) Four (C) CH3CH2NH2 (D) CH3CH2NHCOH

Q.4 An amine (X) on being heated with an excess

of methyl bromide produces Q.9 The major product formed in the reaction
diethyldimethylammonium bromide. The amine
H2
(X) is– O+ NH2
Ni
(A) C2H5NH2 (B) (C2H5)2NH
(C) C2H5NHCH3 (D) C2H5N(CH3)2 is–

(A) NH
Q.5 The IUPAC name of the compound

N (B) N
is–
OH
(A) N,3-dimethyl-N-propyl-3-propanamine
(C)
(B) N-methyl-N-propyl-2-butanamine NH
(C) s-butylmethyl-n-propylamine
(D) NH
(D) N, 1-dimethyl-N-propyl-propanamine
Q.10 The reaction of RCONH2 with a mixture of Br2 Q.16 The product formed in the reaction–
and aqueous KOH gives RNH2 as the main O
product. The intermediate(s) involved in this 1. Br2, KOH, heat
reaction is(are)– N–H +
2. H3O is–
–
(A) RCONHBr (B) RCO N BrK+ O
NH2 CONH2
(C) R–N=C=O (D) All of these
(A) (B)
Q.11 The end product (B) formed in the reaction NH2 CONH2
O
1. Br CCl 1. LiAIH
CH2=CH2    A   
2 4


4
B COOH
2. KCN (excess ) 2. H 3 O
N–Br
(A) CH2=CHCH2NH2 (B) H2N(CH2)4NH2 (C) (D)
NH2
(C) CH3NH(CH2)2NHCH3 O
(D) NC(CH2)2CN
Q.17 Which of the following reactions does not yield
Q.12 In which of the following compounds are an amine ?
intermolecular hydrogen bonds not formed (A) RX + NH3 
among its molecules ? Na
(B) RCH=NOH  
(A) (C2H5)2NH (B) C2H5OH C H OH2 5

(C) C2H5COOH (D) (C2H5)3N H

(C) RCN + H2O 


Q.13 Which of the following compounds will liberate 1. LiAlH

(D) RCONH2   4 
CO2 from NaHCO3 ? 2. H O 2

(A) CH3CONH2 (B) CH3CH2NH2

Q.18 The product formed in the reaction
(C) CH3NH3+Cl– (D) (CH3)4N+OH–
NH2 NaNO2
Q.14 Among the following compounds which one dil. HCl, 0ºC
will produce a Schiff base on reaction with CH3
cyclohexanone ? (A) OH (B)
OH
NHCH3 OH
(C) (D) all of the above
(A) N (B)
H
NH2 N(CH3)2 Q.19 Consider the following sequence of reactions–
(C) (D) CH3
|
Br2 1. CH3I(excess)
 A 
CH3CH2CHCONH2   B
KOH , heat 2. AgOH,heat
Q.15 Which one of the following compounds will
produce a water-insoluble yellow oily liquid of The major product (B) is–
nitrosamine on reaction with NaNO2 and dilute (A) CH3CH2CH=CH2
HCl at 0ºC ? CH3
(A) Ethylamine (B) Methylamine (B) CH3CH2CHCON(CH3)2
(C) Diethylamine (D) Triethylamine (C) CH3CH=CHCH3
CH3

(D) CH3CH2CHN(CH3)2
Q.20 Which of the following statements is not correct
CH3
regarding ethylamine and aniline ?
(A) Each has a –NH2 group N N
(B) and CH3CH2NH2
(B) Both dissolve in HCl
H3C N CH3
(C) Each reacts with a mixture of CHCl3 and
KOH to form a bad smelling compound (C) CH3–CH=NH and CH3CH2NH2
(D) Each reacts with HNO2 to give a hydroxy OH
compound (D) and (CH3CH2)2NH
CH3CHNH2

Q.21 A compound (X) having the molecular formula Q.25 The product (A) and (B) of the reaction
C3H9N reacts with benzenesulphonyl chloride
CH3CH2NH2 + CH3MgBr  A + B
to form a solid that is insoluble in alkalis. The
are–
compound (X) is–
(A) CH3CH2CH3 and NH2MgBr
(A) CH3CH2CH2NH2 (B) (CH3)2CHNH2
(B) CH3CH2NHCH3 and MgBr2
(C) CH3CH2NHCH3 (D) (CH3)3N
(C) CH3CH2N(CH3)2 and MgBr2
Q.22 Primary amines on being heated with CS2 in (D) CH3CH2NHMgBr and CH4
the presence of HgCl 2 f orm alkyl/aryl
Q.26 Which nitrogen is protonated readily in
isothiocyanates. The reaction is known as–
guanidine ?
(A) Hofmann hypobromite reaction
2
(B) Hofmann elimination reaction 1 NH
HN=C 3 2
(C) Hofmann-Martius reaction NH 2
(D) Hofmann mustard oil reaction (A) 1 (B) 2
(C) 3 (D) All of these
Q.23 Consider the following sequence of reactions
Q.27 Which of the following is most basic ?
K Cr O
X(C3H9N)   HNO2 2 2 7  C H O
 C3H8O H 2SO 4 3 6 2 NH2

The compound (X) is– (A) (B)

N
(A) CH3CH2NHCH3 (B) CH3CH2CH2NH2
(C) (CH3)2CHNH2 (D) (CH3)3N
(C) (D) N
Q.24 The products (A) and (B) are formed in two NH2 H
separate reactions of acetaldehyde–
Q.28 Which of the following may be prepared by
CH3CHO NH
3  A
Gabriel phthalimide synthesis ?
NH 3 , H 2
CH3CHO    B (A) Aliphatic amines (B) Aromatic amines
Ni , heat
(C) Aliphatic amides (D) Aromatic amides
(A) and (B) are–

CH3 Q.29 When an organic compound was treated with

sodium nitrite and HCl in the ice-cold condition,
HN NH nitrogen gas was evolved. The compound is :
(A) and CH3CH2NH2
H3C N CH3 (A) a nitro compound (B) a primary amine
H (C) a secondary amine (D) a tertiary amine
Q.30 In carbylamine reaction : Q.35 How many products will be obtained when
propane is subjected to vapour phase
(A) the nucleophile is a RNH2 and electrophile
nitration ?
is : CCl2 (A) 2 (B) 3 (C) 4 (D) 5
(B) the nucleophile is primary amine and
Q.36 R–Cl + NH3 (excess)  (X) (major product),
electrophile is CCl3
the major product (X) is a :
(C) the nucleophile is CCl3 and the electrophile (A) 1° amine (B) 2° amine
(C) 3° amine
is primary amine
(D) 4° ammonium salt
(D) the attacking reagent is electrophile
Q.37 The products (A) and (B) formed in the given
reaction is
Q.31 Which one of the following will not react with
the Grignard reagent (C2H5MgBr) ? RCOCl NaN C 2H5OH/
3  (A)    (B)
C2H5 (A) RCON and RCN
(A) C2H5–NH2 (B) N–H (B) RCN and RNC
C2H5 (C) RCON3 and RCN
C2H5 (D) RCON3 and RNCO
O
(C) C2H5–N (D) CH3–C–NH2 Q.38 -amino acids on heating with Ba(OH)2 gives:
C2H5 (A) Ba salt of acid (B) Amine
(C) -hydroxy acids (D) None of these
Q.32 One mole of an amine (A) consumes two Q.39 CH3CH2NH2 contains a basic NH2 group, but
moles of methyl bromide to give a queternary CH3CONH2 does not, because :
ammonium salt. The amine (A) is : (A) Acetamide is amphoteric in character
(A) (CH3)3CCH2 NH2 (B) (CH3)2NCH2CH3 (B) In CH3CH2NH 2 the electron pair on
N-atom is delocalised by resonance
(C) In CH3CH2NH2 there is no resonance,
(C) N (piperidine) (D) (Pyridine) while in acetamide the lone pair of
N
H electrons on N-atom is delocalised and
therefore less available for protonation
Q.33 An optically activ e compound (A) (D) None of these
decolourises Br2/CCl4 and releases N2 with
nitrous acid. The compound (A) is : Q.40 The reaction
NH2 NHCH3 CH3
CH 2–N 
 =CH2+ (CH3)2NOH
(A) (B) CH3
O
is called :
NH2 NHC2H5
(A) Cope reaction
(C) (D) (B) Ritter reaction
(C) Schmidt reaction
(D) Gabriel's reaction
Q.34 (A) H
2 /Pt
 1° Amine
Q.41 The major organic product in the reaction is:
(B) H2 /Pt
 2° Amine: –
H2NCOCH2CH2CONH2 Br 2 ,
OH

(A) and (B) respectively are :
(A) H2NCO(CH2)3NH2
(A) RNC, RNC (B) RCN, RCN
(B) BrNH–CO–(CH2)3–CO–NH2
(C) RCN, RNC (D) RNC, RCN
(C) BrNH–CO–(CH2)3–CO–NHBr
(D) H2N(CH2)2NH2
 LEVEL # 3
Statement Based question
Each of the questions given below consist
of Statement – I and Statement – II. Use the
following Key to choose the appropriate
answer.
(A) If both Statement- I and Statement- II are
true, and Statement - II is the correct
explanation of Statement– I.
(B) If both Statement - I and Statement - II
are true but Statement - II is not the
correct explanation of Statement – I.
(C) If Statement - I is true but Statement - II
is false.
(D) If Statement - I is false but Statement - II
is true.
Passage Based Qustion
Passage-
Nitrous acid reacts with all classes of amines. The
products obtained from these reactions depend on
whether the amine is primary, secondary or tertiary
and whether the amine is aliphatic or aromatic. Aliphatic
primary amines react with nitrous acid (NaNO2 + HCl)
to form alcohol as major product. In addition to alcohol,
alkene and alkyl halides are also formed as minor
product. Certain cyclic primary amines can undergo
either ring expansion or ring contraction reactions on
treatment with nitrous acid. This reaction is called
Demjanov ring expansion or contraction.

Q.1 Statement-I : Ammonolysis of alkyl halides

is not a suitable method for the preparation of CH2–NH2 HNO
2 
pure primary amines.
Statement-II : Ammonolysis of alkyl halides
yields mainly secondary amines.
OH
CH2OH +
Q.2 Statement-I : Carbylamine reaction involves
chemical reaction between 1° amine and Q.5 What will be the major product when-2-amino
chloroform in basic medium. propane is treated with nitrous acid ?
Statement-II : In carbylamine reaction, –NH2 (A) 1-Propanol (B) 2-Propanol
group changes into –NC group.
(C) Propene (D) Cyclopropane

Q.3 Statement-I : The main product of reaction of Q.6 The product (s) obtained in the following
alcoholic silver nitrite and ethyl bromide is reaction will be :
nitroethane.
Statement-II : Silver nitrite is predominantly OH
NaNO
 2HCl
 ?
covalent compound. CH2NH2 0 – 5C

Q.4 Statement-I : In strongly acidic solutions, OH OH

aniline becomes more reactive towards (A) (B)
CH2NH2 CH3
electrophilic reagent
Statement-II : The amino group being
(C) O (D) OH
completely protonated in strongly acidic
solution, the lone pair of electrons on the
nitrogen is no longer available for resonance.
Q.7 Which of the following product (s) will be Q.18 Tertiary aliphatic amines do not react with acetyl
obtained in the following reaction ? chloride.
NH2 HNO
2  ?
NaNO 2  HCl Q.19 Both chanides and nitrites are ambident
0 -5 C
OH nucleophiles.
(A)
Q.20 The cyanides are also called carbylamines
(B) CH2OH
Q.21 Secondary amines can show metamerism.
(C) OH
Q.22 Amines are Lewis acids
(D) CH3CH2CH2CH2OH
Match the Column
Q.8 Which of the following product(s) will be
obtained when isopropylamine is treated with Q.23 Match the Column
sodium nitrite and hydrochloric acid ? Column-I Column-I
(A) CH 3–CH–CH3 (B) CH3–CH = CH2 (A) C6H5SO2Cl (1) Carbylamine reaction
OH (B) Conversion of (2) Quaternary salt
Cl
amide to amine
(C) CH3–CH–CH3 (D) All of these (C) Conversion of (3) Schmidt reaction
primary amine
True/False to cyanide
(D) Diemethylamine (4) Primary amine
Q.9 Aliphatic amines are insoluble in water.
(E) Tetraethyl (5) Hinsberg's reagent
Q.10 Secondary amines show carbylamine reaction. ammonium
iodide
Q.11 The hydrolysis of alkyl cyanide always yields
formic acid. (F) C–NH2 (6) Tertiary amine
(G) RCOOH + N3H (7) Hofmann's bromamide reaction
Q.12 Nitrogen is evolved when ethylamine is treated
+ Conc. H2SO4
with nitrous acid
(H) R3N (8) Secondary amine
Q.13 Acetic acid forms ethylamine when treated with
hydrazoic acid and concentrated sulphuric acid.

Q.14 Primary, secondary and tertiary amines can

be separated from their mixture by using ethyl
oxalate.

Q.15 There are two position isomers (amines) of

molecular formula, C3H9N.

Q.16 Amides on reduction with LiAlH4 form primary

amines.

Q.17 Ethylamine undergoes acetylation with acetyl

chloride.
 LEVEL # 4
(Question asked in previous AIEEE & IIT-JEE)

SECTION-A
SECTION-B
Q.1 Reaction Q.1 Allyl isocyanide contains  and  bonds, as-
Primary amine + CHCl3 + KOH  product,
here product will be - (A) 9  and 3
(A) Cyanide (B) Isocyanide (B) 9  and 9
(C) 3  and 4
(C) Amine (D) Alcohol (D) 5  and 7

Q.2 The compound formed in the positive test for Q.2 Among the following compounds, which will
nitrogen with the Lassaigne solution of an organic react with acetone to give a product containing
compound is - > C=N – ?
(A) Fe4[Fe(CN)6]3 (A) C6H5NH2 (B) (CH3)3 N
(B) Na3[Fe(CN)6] (C) C6H5NHC6H5 (D) C6H5NHNH2
(C) Fe(CN)3
(D) Na4[Fe(CN)5NOS] Q.3 A positive carbylamine test is given by

(A) N, N-Dimethylaniline
Q.3 Which one of the following methods is neither
(B) 2,4 -Dimethylaniline
meant for the synthesis nor for separation of
(C) N- Methyl-o-methylaniline
amines ?
(D) o-Methylbenzylamine
(A) Hofmann method (B) Hinsberg method
(C) Curtius reaction (D) Wurtz reaction Q.4 The correct order of basicities of the following
compounds is
Q.4 Reaction of cyclohexanone with dimethylamine
in the presence of catalytic amount of an acid
CH3CH2NH2
forms a compound if water during the reaction is
continuously removed. The compound formed is
generally known as – (CH3)2NH
(A) an enamine (B) a Schiff's base (1) (2)
(C) an amine (D)an imine (3) (4)
(A) 2 > 1 > 3 > 4 (B) 1 > 3 > 2 > 4
(C) 3 > 1 > 2 > 4 (D) 1 > 2 > 3 > 4
Q.5 In the chemical reaction, CH 3CH2NH2 +
CHCl 3 + 3KOH  (A) + (B) + 3H2O, the
Q.5 KOH
CH3NH2 + CHCl3 
compounds (A) and (B) are respectively –  Product, Product
is :

(A) C2H5CN and 3KCl   .. 

(A) CH3–N C: (B) CH3–N
.. C:
(B) CH3CH2CONH2 and 3KCl (C) CH3 –NH–CH3 (D) CH3–C  N
(C) C2H5NC and K2CO 3
(D) C2H5NC and 3KCl
Q.6 Match each of the compounds in Column I
with its characteristic reaction(s) in Column II.

Column I Column II
(A) CH3CH2CH2CN (p) Reduction with
H2/Pd-C
(B) CH3CH2OCOCH3 (q) Reduction with
SnCl2/HCl
(C) CH3 – CH = CH – CH2OH (r) Development of foul
smell on treatment
with chloroform and
alcoholic KOH
(D) CH3CH2CH2CH2NH2 (s) Reduction with
disobutylaluminium
hydride
(DIBAL-H)
(t) Alkaline hydrolysis
 ANSWER KEY
LEVEL # 1
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25
Ans. A D A A C A A B A C B A D A A D A D A C A B C A B
Qus. 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50
Ans. D A C D A A A B A C D C B D B A D C A C D B C B B
Qus. 51 52 53 54 55 56 57 58 59 60
Ans. D D B A B D D D B

LEVEL # 2
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25
Ans. C C C D B C D C A D B D C C C D C D A D C D B A D
Qus. 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41
Ans. A C C D A C C A C C A D B C A D

LEVEL # 3

Q.No. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18
Ans. C A A D B A AB B FALSE FALSE FALSE TRUE FALSE TRUE TRUE TRUE TRUE TRUE
Q.No. 19 20 21 22 23
Ans. TRUE FALSE TRUE FALSE A-5, B-7, C-1, D-8, E-2, F-4, G-3, H-6

LEVEL # 4
SECTION-A
Q.No. 1 2 3 4 5
Ans. B A D A D

SECTION-B
Q.No. 1 2 3 4 5 6
Ans. A A D B A A  Q,S,T ; B  S,T ; C  P ; D  R ;