Dolbier HW Solutions 212

Dolbier HW Solutions 212 - displaced 3 The reaction...

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A-9. Solvolysis of the compound shown occurs with carbocation rearrangement and yields an alcohol as the major product. Write the structure of this product, and give a mechanism to explain its formation. PART B B-1. The bimolecular substitution reaction is represented by the kinetic equation: ( a ) Rate 5 k [CH 3 Br] 2 ( b ) Rate 5 k [CH 3 Br][OH 2 ] ( c ) Rate 5 k [CH 3 Br] 1 k [OH 2 ] ( d ) Rate 5 k /[CH 3 Br][OH 2 ] B-2. Which compound undergoes nucleophilic substitution with NaCN at the fastest rate? B-3. For the reaction the major product is formed by ( a ) An S N 1 reaction ( c ) An E1 reaction ( b ) An S N 2 reaction ( d ) An E2 reaction B-4. Which of the following statements pertaining to an S N 2 reaction are true? 1. The rate of reaction is independent of the concentration of the nucleophile. 2. The nucleophile attacks carbon on the side of the molecule opposite the group being
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Unformatted text preview: displaced. 3. The reaction proceeds with simultaneous bond formation and bond rupture. 4. Partial racemization of an optically active substrate results. ( a ) 1, 4 ( b ) 1, 3, 4 ( c ) 2, 3 ( d ) All B-5. Which one of the following alkyl halides would be expected to give the highest substitution-to-elimination ratio (most substitution, least elimination) on treatment with sodium ethoxide in ethanol? CH 2 CH 3 Br (CH 3 ) 3 C (CH 3 ) 3 C (CH 3 ) 3 C (CH 3 ) 3 C ( a ) CH 2 CH 3 Br ( b ) CHCH 3 Br ( c ) CH 2 CH 2 Br ( d ) CH 3 CH 2 O 2 Na 1 1 Br Br ( e ) Br Br ( c ) ( d ) Br ( a ) Br ( b ) CH 3 Br 1 OH 2 1 CH 3 OH Br 2 H 2 O CH 3 CH 2 CH 2 CHCH(CH 3 ) 2 ? Br 206 NUCLEOPHILIC SUBSTITUTION...
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This note was uploaded on 09/26/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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