question E, please show full mechanism 49. Draw the products of the following reactions:a. diethyl heptanedioate: (1) sodium ethoxide; (2) HCIb. pentanoic acid + PBr3 + Br₂, followed by hydrolysisc. acetone + LDA/THF: (1) slow addition of ethyl acetate; (2) HC1d. diethyl 2-ethylhexanedioate: (1) sodium ethoxide; (2) HCIe. diethyl malonate: (1) sodium ethoxide; (2) isobutyl bromide; (3) HCI, H₂O + Af. acetophenone + LDA/THF: (1) slow addition of diethyl carbonate; (2) HCI

Answered: e. diethyl malonate: (1) sodium…

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e. diethyl malonate: (1) sodium ethoxide; (2) isobutyl bromide; (3) HC1, H₂O + A IDA MUR TQ

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

Chapter10: Alcohols

Section: Chapter Questions

Problem 10.50P

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question E, please show full mechanism

49. Draw the products of the following reactions:
a. diethyl heptanedioate: (1) sodium ethoxide; (2) HCI
b. pentanoic acid + PBr3 + Br₂, followed by hydrolysis
c. acetone + LDA/THF: (1) slow addition of ethyl acetate; (2) HC1
d. diethyl 2-ethylhexanedioate: (1) sodium ethoxide; (2) HCI
e. diethyl malonate: (1) sodium ethoxide; (2) isobutyl bromide; (3) HCI, H₂O + A
f. acetophenone + LDA/THF: (1) slow addition of diethyl carbonate; (2) HCI

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