Question

6. (8 pts) For each of the following pairs of reactions indicate which statement (A-D) best describes each pair of reactions. A. Only reaction A should give the product shown in good yield-reaction B will not B. Only reaction B should give the product shown in good yield-reaction A will not C. Both reaction A and reaction B should give the product shown in good yield. D. Neither reaction A nor reaction B should give the product shown in good yield. a. Answer: Reaction B Reaction A 1. NINH, 1 NNH, CECH HC=C— 2.2-bromopropane 2. 1-bromopropane b. Answer: Reaction B Reaction A HC HNO, H,SO CH,CI AICI C. Answer: Reaction A Reaction B CH,OH CH,OH CH, CHE H,80 CH,ONA | CHỊCH d. Answer: Reaction A Reaction B CH-CH2-C=C–CH, CH, CH2-CEC-CH NIB (P2 catalyst) NHẠlls) z (3 pts) Indicate (e.g., circle) which of the following compounds are aromatic. ooo

Answer 1

Answer 6. Answer Answer g) Only Reachon B should give the product shown in good yield - teachios A will not Explanahon - The metal acetylides obtained from terminal alkyne gre as strong nucleophile and strong bose. The teach'on ob metal acetylide with 10 q11cyl halide gives subshituba but it on reach with 2° alkyl halide it gives elimination Product as major. There lore only reachin B should give the product shown in good yield - reach on A will not Reachico -A cach Nadilese cerato "stay on 1 mayor Reachion Lc=c-4 NINH2, Czcona - Kect SN2 The metal acetylide on reachon with secondary tech'ary or even bulky, Primary alicyl halide give El elimination reachion Product b) Do Neither reachion A and nor reachion should give the product shown in good yield. Explanahon- In Reachon A, CH3- group is achvator and Orthol para directing group. The methyl benzene on nitrahom give O-nitro and p-nitromethyl benzene as product. The meta nitro methyl benzene not bormed. Reach o-A CH3 Huse 093 Hasol NO2 t ANOS - NO2 In Reachem B, nitoo group on benzene is stronger electron withdrawing group and it deachvate the benzene sing by it's - and -Releasect. Thus Due to this deach va hon the

nitrobenzene does not undergoes F.C. allylah'on reachion Reachion-3 Co No2 CH3-cl No Reachion - Alda deachvated benzene A. Only reachcom A should give the product shown in good yield- reachin B will not Explanahon Under the acidic and basic condihoms, ring opening of the unsymmetrical epoxide has dildscent regio selechvity. In weidic . Condition epoxide Opening take place through the Lorma hom os Carbocahon intermediate and nucleophile attacks m more substituted carbon. On other hand in bosi'c condition nucleophilic attack occurs o less subshituted carbon atom os epor'de. 00:13 me-on major Reach -13 Home ve en een vorme mece d) B. only reachion B should give the procluct in good yield - reachom A will not Explanahon The reduchom of Unsymmetrical alkyne with P2 catalyst its give cis-allene product. It is syn addition reach*or. On Other hand reduchom ob a unsymmetrical alkyne with Nalliqnth is anh Occhion cachon and gives trans allene Product Reachio A Reach on B Acac- NizBasahy ^c=c- Nila H2

7. Answer La 61 e system Obey hucketsule (son+2377e aromahic Grieb system obey huckel tule aromahic CH 81ee system Gotºaromahºc. 8te system Anh’aromah's