What was the major product of the reactionfor compound 4 in the table? Did theproduct distribution change significantlywhen the temperature was changed in thestudy from 25 C to 55 C. Suggest why onlythat product was formed? TABLE I.Products from the bimolecular reactions in dry ethyl alcohol, with [KOH or NaOEt] ~ 0-2.(No olefin was formed in dry alcohol alone, at 55° or 25°.)Compound.1. Ph.CBr,Me2. Ph-CBrH-CH₂Br3. Ph-CBrHMe4. Ph-CH₂ CH₂ BrOlefinicproduct.a-BromostyreneStyreneStyreneNoneSubstitution product.Acetophenone diethylacetalB-Bromo-a-phenyldiethyl ether (?)a-Phenyldiethyl etherB-Phenyldiethyl etherOlefin, %, at55°.025°.086-619-391.186-51-420-70-691.9 1.2

Elimination and substitution often compete with each other. The same reactant can give elimination…

What was the major product of the reaction for compound 4 in the table? Did the product distribution change significantly when the temperature was changed in the study from 25 C to 55 C. Suggest why only that product was formed?

What was the major product of the reaction for compound 4 in the table? Did the product distribution change significantly when the temperature was changed in the study from 25 C to 55 C. Suggest why only that product was formed?

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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Concept explainers

Alkynes

Alkynes are organic compounds that contain at least one triple bond between carbon-carbon atoms. They are a series of unsaturated compounds with a general molecular formula, CnH2n-2.

Question

What was the major product of the reaction
for compound 4 in the table? Did the
product distribution change significantly
when the temperature was changed in the
study from 25 C to 55 C. Suggest why only
that product was formed?

TABLE I.
Products from the bimolecular reactions in dry ethyl alcohol, with [KOH or NaOEt] ~ 0-2.
(No olefin was formed in dry alcohol alone, at 55° or 25°.)
Compound.
1. Ph.CBr,Me
2. Ph-CBrH-CH₂Br
3. Ph-CBrHMe
4. Ph-CH₂ CH₂ Br
Olefinic
product.
a-Bromostyrene
Styrene
Styrene
None
Substitution product.
Acetophenone diethylacetal
B-Bromo-a-phenyldiethyl ether (?)
a-Phenyldiethyl ether
B-Phenyldiethyl ether
Olefin, %, at
55°.
0
25°.
0
86-6
19-3
91.1
86-51-4
20-70-6
91.9 1.2

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Step 1: Elimination Vs Substitution

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Step 3: Change in product distribution with temperature

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Step 4: Reason for formation of the styrene.

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