Maia deat ais ae ‘Time Allowed : 2 Hrs. Maximum Marks : 35 1. Which isomer of C24,C1 will have the lowest boiling point? @ 2 White the formula of the main product formed in the reaction a Xa (CHQ.CHOL Syrether £8. How will you convert propene int ally indie? Give equation @ 4. Why docs iodoform has appreciate anticoptic property? a 5. How will you convert propene to propyne? a 6. Out of C,H,CH,CI and CH,CHCICH,, which is more easily hydrolysed by aqueous KOH? Why? ® 7. Which competnd in each of the fllosing pairs will react fast in §,2 reaction with -OH? @ ( CH,Br or CH (ii) (CHC of CHL Wirite the IUPAC names of the following ® HoH, @ Sh (i) CH, CH =CH—C(CH, Ce K 9. Discuss the role of Lewis acids inthe preparation of aryl bromides and chlorides in the dark ® 10. Why is the solubility ofhaloatkanos in wator very low? @ 11. How will you distinguish between: @ (a) Ethyl chloride and ethyl bromide (®) Chlorobenzene and cyclohexyl chloride (©) Vinyl chloride and oth ehtorde 12, How do the products differ when eth! bromide renct with KCN and AgCN? Give reasons. o 18, How would you distinguish between §,1 and §,2 mechanisms of substitution rections? Give one example ofeach, (3) 14, How will you convert: @ (a) Ethyl chloride to propancic seid (0) 1-Bromopropane to 2-bromopropane (©) tert-baty! bromide to job bromide 15, (a) Grignard reagent should be prepared under anhydrous conditions? Explain, @ (®)_ Give two wee of odoform, (o) Write the structure and formula of D.D.7 16. (a) Why are haloarenes less reactive than haloalkanes? Explain. (0) Predict the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol tand predict the major alkene ()2-Chlore-2-methytbutane (di) 3-bromo- 2, 2, 3-trimethylpentane (©) How is chlorobenzene prepared from benzenediazonium chloride? 6 > To check your performance, see HINTS AND SOLUTIONS TO SOME QUESTIONS at the end of Part II of the book.HINTS & SOLUTIONS TO UNIT PRACTICE TESTS UNIT 10 : HALOALKANES AND HALOARENES 1. (CH,,CCL 2 CH, —CH—CH—CH, I Ip CH; mybtane {, Cut, aL CH—CH=CH, ! I Prope iio 4 Due eliboration of roe adn screech, 22 CH, —atl—en, EEO, crycmcn © : I ropyne Eee Br Br Prope a isa 1 arly! halide and C,H,CHCICH, is 2 arly haid, In $1 rection, the eaton proceeds through the in of carbocation, In the first step, the aralkyl halide ionizes to give carbocation Ionization oucii, +r D CHCl, Bao» 6H, clicgs, + CF F th "ie secnlla GD wna ba a (1) sens in-text coat delecied cys ps boss ngs Oa the oer hans the ve charge in carbocation is deleclled ver onl one benzene ing. Therefore, C#2,CHIC,H canbe ‘nore easily hydralyed than C,H,CHLCL in 8,1 ronetions-Hovrever, in Se2 renetons, he reactivity Geponds upon the stone hindrance. Therefore, CjH,CHLCt wll get hydrolysed more easily than CH.CHCIGH, beeuse of loss Strie hindrance 41) CH, because Toni. better leaving group than Br i) CHECL because of steric hindrance in eas of (CH,CCL. 8.) 3Bromo-2methslpropene CH,CH.CL Gi) 4-Bromo-t-methylpent-2-ene 9. Lewis acids help to generate electophile during the bromination and chlorination, Cl, +FeCl,—> Fel, + cr (Chloronium ion (Electrophile) Br, +FeBr,—>FeBr, + Br e Bromenium ion ‘lectrophile) ‘The electrophile then attacks the benzene ring to form a carbocation, which loses a proton to form aryl chloride or aryl bromide. 10. The haloalkanes are only slightly soluble in water. In order to dissolve a haloalkane in water, energy is required to overcome the attractions between the halorikane molecules and break the hydrogen bonds between water molecules, Seo less energy is released in the formation of new attractions betwoen haloalkane and water molecules and these are not very strong as the original hydrogen bonds present in water and hence the solubility of haloalkanes is low. 14.4) CH,CH,CL—**™. CH,CH.CN 2° CH,CH,COOH Ethyl chloride ime "Propancie acid i) CHCH,CH, Br“ cH,cHcH, "> c#,—CH—CH, 1-Bromopropane I Br * Bromopropanef i f iy CH Be —ekOH, CHcacH, lB CH,CH-CH, Br cH, teres bromide isobuty bromide