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Lindlar Pd (a) CH3(CH,),C=C(CH,),COOH + H, 1. Li, NH3 . (b) CH;(CH,),C=C(CH,),COOH 2. H+ Pt (c) (Z)-CH;(CH,),CH=CH(CH,),COCH,CH; + H2 1. LIAIH4 (d) (Z)-CH3(CH2);CHCH¿CH=CH(CH2),COCH3 2. H20 ÓH (e) (Z)-CH3(CH2),CH=CH(CH2);COOH + C,H¿COOH (f) Product of part (e) + H3O*→ 1. OsO4, (CH3);COOH, HO- 2. H* (g) (Z)-CH3(CH2),CH=CH(CH2),COOH 1. B2H6, diglyme (h) 2. Н-О, НО 1. B2H6, diglyme 2. H-Ог, НО -OH HCI H20 C2H3402 (j) CH;O- CH30

Lindlar Pd (a) CH3(CH,),C=C(CH,),COOH + H, 1. Li, NH3 . (b) CH;(CH,),C=C(CH,),COOH 2. H+ Pt (c) (Z)-CH;(CH,),CH=CH(CH,),COCH,CH; + H2 1. LIAIH4 (d) (Z)-CH3(CH2);CHCH¿CH=CH(CH2),COCH3 2. H20 ÓH (e) (Z)-CH3(CH2),CH=CH(CH2);COOH + C,H¿COOH (f) Product of part (e) + H3O*→ 1. OsO4, (CH3);COOH, HO- 2. H* (g) (Z)-CH3(CH2),CH=CH(CH2),COOH 1. B2H6, diglyme (h) 2. Н-О, НО 1. B2H6, diglyme 2. H-Ог, НО -OH HCI H20 C2H3402 (j) CH;O- CH30

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Each of the following reactions has been reported in the chemical literature and proceeds in good yield. What are the principal organic products of each reaction? In some of the exercises more than one diastereomer may be possible, but one of them is either the major product or the only product. For those reactions in which one diastereomer is formed preferentially, indicate its expected stereochemistry.

Lindlar Pd (a) CH3(CH,),C=C(CH,),COOH + H, 1. Li, NH3 . (b) CH;(CH,),C=C(CH,),COOH 2. H+ Pt (c) (Z)-CH;(CH,),CH=CH(CH,),COCH,CH; + H2 1. LIAIH4 (d) (Z)-CH3(CH2);CHCH¿CH=CH(CH2),COCH3 2. H20 ÓH (e) (Z)-CH3(CH2),CH=CH(CH2);COOH + C,H¿COOH (f) Product of part (e) + H3O*→ 1. OsO4, (CH3);COOH, HO- 2. H* (g) (Z)-CH3(CH2),CH=CH(CH2),COOH 1. B2H6, diglyme (h) 2. Н-О, НО 1. B2H6, diglyme 2. H-Ог, НО -OH HCI H20 C2H3402 (j) CH;O- CH30
Transcribed Image Text:Lindlar Pd (a) CH3(CH,),C=C(CH,),COOH + H, 1. Li, NH3 . (b) CH;(CH,),C=C(CH,),COOH 2. H+ Pt (c) (Z)-CH;(CH,),CH=CH(CH,),COCH,CH; + H2 1. LIAIH4 (d) (Z)-CH3(CH2);CHCH¿CH=CH(CH2),COCH3 2. H20 ÓH (e) (Z)-CH3(CH2),CH=CH(CH2);COOH + C,H¿COOH (f) Product of part (e) + H3O*→ 1. OsO4, (CH3);COOH, HO- 2. H* (g) (Z)-CH3(CH2),CH=CH(CH2),COOH 1. B2H6, diglyme (h) 2. Н-О, НО 1. B2H6, diglyme 2. H-Ог, НО -OH HCI H20 C2H3402 (j) CH;O- CH30
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