Dolbier HW Solutions 561

Dolbier HW Solutions 561 - 655 AMINES B-12. Which sequence...

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B-12. Which sequence represents the best synthesis of 4-isopropylbenzonitrile? ( a ) 1. Benzene 1 (CH 3 ) 2 CHCl, AlCl 3 ; 2. Br 2 , FeBr 3 ; 3. KCN ( b ) 1. Benzene 1 (CH 3 ) 2 CHCl, AlCl 3 ; 2. HNO 3 , H 2 SO 4 ; 3. Fe, HCl; 4. NaOH; 5. NaNO 2 , HCl, H 2 O; 6. CuCN ( c ) 1. Benzene 1 (CH 3 ) 2 CHCl, AlCl 3 ; 2. HNO 3 , H 2 SO 4 ; 3. Fe, HCl; 4. NaOH; 5. KCN ( d ) 1. Benzene 1 HNO 3 , H 2 SO 4 ; 2. (CH 3 ) 2 CHCl, AlCl 3 ; 3. Fe, HCl; 4. NaOH; 5. NaNO 2 , HCl, H 2 O; 6. CuCN ( e ) 1. Benzene 1 HNO 3 , H 2 SO 4 ; 2. Fe, HCl; 3. NaOH; 4. NaNO 2 , HCl, H 2 O; 5. CuCN; 6. (CH 3 ) 2 CHCl, AlCl 3 B-13. The major products from the following sequence of reactions are ( a ) (CH 3 ) 2 CHCH 2 NH 2 1 H 2 C ? CH 2 ( b ) (CH
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