Heck reaction of bromobenzene and (E)-3-hexene gives a mixture of (Z)-3- phenyl-3-hexene and (E)-4-phenyl-2-hexene in roughly equal amounts. Account for the formation of these two products. CH5 Pd(OAc)2, 2 PhgP + CH;Br (E)-3-Hexene (CH3CH2)3N (Z)-3-Phenyl- 3-hexene (E)-4-Phenyl- 2-hexene

Heck reaction of bromobenzene and (E)-3-hexene gives a mixture of (Z)-3- phenyl-3-hexene and (E)-4-phenyl-2-hexene in roughly equal amounts. Account for the formation of these two products. CH5 Pd(OAc)2, 2 PhgP + CH;Br (E)-3-Hexene (CH3CH2)3N (Z)-3-Phenyl- 3-hexene (E)-4-Phenyl- 2-hexene

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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Question

Heck reaction of bromobenzene and (E)-3-hexene gives a mixture of (Z)-3-
phenyl-3-hexene and (E)-4-phenyl-2-hexene in roughly equal amounts. Account
for the formation of these two products.
CH5
Pd(OAc)2, 2 PhgP
+ CH;Br
(E)-3-Hexene
(CH3CH2)3N
(Z)-3-Phenyl-
3-hexene
(E)-4-Phenyl-
2-hexene

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Devise a synthesis of (Z)-7-methyl-3-octene using one of the starting materials and any of the reagents below using the fewest steps possible. If you need fewer than the 3 steps allowed, enter "none" for reagents in the remaining unused steps. Starting materials CH, HC=C-C-CH, CH, HC=C-C-CH, CH, HC=CH HC=C-CH, HC=C-CH,CH, HC=C-CH,CH,CH,CH, 1 2 3 4 6 Reagents a NaNH, / NH, () d iodoethane g 1-bromo-3-methylbutane į Hz/ Lindlar catalyst b NaOH/ H,0 e 1-bromopropane h t-butyl bromide k H/ NH, () c iodomethane f 2-bromopropane i H/ Pd on carbon I Na/ NH, () Starting material Reagent for step 1 Reagent for step 2 Reagent for step 3
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