Compound A of molecular formula C8H₁4 is reduced by sodium in liquid ammonia to give compound B of molecular formula C8H16. product (Y). Both A and B undergo hydrogenation in the presence of a platinum catalyst to give 2,5- dimethylhexane. Ozonolysis of B with an oxidative workup produces a carboxylic acid of molecular formula C4H8O2. Reaction of B with a peroxyacid gives a chiral C8H140 product, but reaction with bromine gives an achiral C8H14Br2 product. What are the identities of A and B? A is 2,5-dimethyl-3-hexyne; B is cis-2,5-dimethyl-3-hexene A is 2,5-dimethyl-3-hexyne; B is trans-2,5-dimethyl-3-hexene A is 2,5-dimethyl-1,5-hexadiene; B is 2,5-dimethyl-3-hexyne A is 2,5-dimethyl-2,4-hexadiene; B is cis-2,5-dimethyl-3-hexene
Compound A of molecular formula C8H₁4 is reduced by sodium in liquid ammonia to give compound B of molecular formula C8H16. product (Y). Both A and B undergo hydrogenation in the presence of a platinum catalyst to give 2,5- dimethylhexane. Ozonolysis of B with an oxidative workup produces a carboxylic acid of molecular formula C4H8O2. Reaction of B with a peroxyacid gives a chiral C8H140 product, but reaction with bromine gives an achiral C8H14Br2 product. What are the identities of A and B? A is 2,5-dimethyl-3-hexyne; B is cis-2,5-dimethyl-3-hexene A is 2,5-dimethyl-3-hexyne; B is trans-2,5-dimethyl-3-hexene A is 2,5-dimethyl-1,5-hexadiene; B is 2,5-dimethyl-3-hexyne A is 2,5-dimethyl-2,4-hexadiene; B is cis-2,5-dimethyl-3-hexene
Chemistry
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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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Transcribed Image Text:Compound A of molecular formula C8H₁4 is reduced by sodium in liquid ammonia to give compound
of molecular formula C8H16. product (Y).
Both A and B undergo hydrogenation in the presence of a platinum catalyst to give 2,5-
dimethylhexane. Ozonolysis of B with an oxidative workup produces a carboxylic acid of molecular
formula C4H8O2. Reaction of B with a peroxyacid gives a chiral C8H₁40 product, but reaction with
bromine gives an achiral C8H₁4Br2 product. What are the identities of A and B?
14
A is 2,5-dimethyl-3-hexyne; B is cis-2,5-dimethyl-3-hexene
A is 2,5-dimethyl-3-hexyne; B is trans-2,5-dimethyl-3-hexene
A is 2,5-dimethyl-1,5-hexadiene; B is 2,5-dimethyl-3-hexyne
A is 2,5-dimethyl-2,4-hexadiene; B is cis-2,5-dimethyl-3-hexene
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