2. The following questions relate to the synthesis of cecropia juvenile hormone (this hormone plays an important role in insect development), which is shown below. MeCOCH,CO,Et, NaH CO,Me Br 2 CO,Et HO- then H+, heat Moo-P OMe RCO3H MeO .CO,Me 5 NaH cecropia juvenile hormone 4 a. Suggest reagents to convert 1 into 2 in two steps. b. Provide a reaction mechanism to explain how 2 is converted into 3. c. Now thinking backwards from the TM (cecropia juvenile hormone), give the structure of compound 5. d. Is the reaction from 5 to the TM regioselective? Explain your answer.

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...
icon
Related questions
Question
2. The following questions relate to the synthesis of cecropia juvenile hormone (this
hormone plays an important role in insect development), which is shown below.
MECOCH,CO,Et,
NaH
CO,Me
Br
CO,Et
HO- then
H+, heat
Meo-
OMe
RCO3H
МеО
CO,Me
NaH
cecropia juvenile hormone
a. Suggest reagents to convert 1 into 2 in two steps.
b. Provide a reaction mechanism to explain how 2 is converted into 3.
Now thinking backwards from the TM (cecropia juvenile hormone), give the
structure of compound 5.
d. Is the reaction from 5 to the TM regioselective? Explain your answer.
с.
Transcribed Image Text:2. The following questions relate to the synthesis of cecropia juvenile hormone (this hormone plays an important role in insect development), which is shown below. MECOCH,CO,Et, NaH CO,Me Br CO,Et HO- then H+, heat Meo- OMe RCO3H МеО CO,Me NaH cecropia juvenile hormone a. Suggest reagents to convert 1 into 2 in two steps. b. Provide a reaction mechanism to explain how 2 is converted into 3. Now thinking backwards from the TM (cecropia juvenile hormone), give the structure of compound 5. d. Is the reaction from 5 to the TM regioselective? Explain your answer. с.
Expert Solution
steps

Step by step

Solved in 4 steps with 4 images

Blurred answer
Knowledge Booster
Ammonium Salts
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY