What major product (from Figure #3) results from the following two- step reaction sequence (from Reaction Sequence #3)? Reaction Sequence #3 МСРВА 1. NaCN, DMF MAJOR PRODUCT? 2. H* ерохide Figure #3 CN CN CN OH OH CN HO compound A compound B compound C compound D Hint: the reaction of the epoxide with sodium cyanide (NaCN) is performed under basic conditions, so please make sure that you understand which carbon in the 3-membered ring epoxide gets preferentially attacked by the cyanide nucleophile. O compound A compound B compound C compound D

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.28P
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Please draw the mechanism for the reaction

What major product (from Figure #3) results from the following two-
step reaction sequence (from Reaction Sequence #3)?
Reaction Sequence #3
МСРВА
1. NaCN, DMF
MAJOR PRODUCT?
2. H*
ерохide
Figure #3
CN
CN
CN
OH
OH
CN
HO
compound A
compound B
compound C
compound D
Hint: the reaction of the epoxide with sodium cyanide (NaCN) is
performed under basic conditions, so please make sure that you
understand which carbon in the 3-membered ring epoxide gets
preferentially attacked by the cyanide nucleophile.
O compound A
compound B
compound C
compound D
Transcribed Image Text:What major product (from Figure #3) results from the following two- step reaction sequence (from Reaction Sequence #3)? Reaction Sequence #3 МСРВА 1. NaCN, DMF MAJOR PRODUCT? 2. H* ерохide Figure #3 CN CN CN OH OH CN HO compound A compound B compound C compound D Hint: the reaction of the epoxide with sodium cyanide (NaCN) is performed under basic conditions, so please make sure that you understand which carbon in the 3-membered ring epoxide gets preferentially attacked by the cyanide nucleophile. O compound A compound B compound C compound D
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