Compound 1 -OCH3 Excess HCI Two steps Compound 2 CH₁4Cl₂O Compound 3

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter3: Chemical Bonds
Section: Chapter Questions
Problem 3.23P: 3-23 Predict which ions are stable: (a) (b) (c) (d) (e) (f)
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The bicyclo [3.1.0] hexane ring system, highlighted in compound 3, is found in several natural products, including sabinene, a compound partially responsible for the flavor of ground black pepper. One method for preparing this ring system involves the conversion of compound 1 to compound 2, as shown below. Draw the structure of compound 2 and provide a reasonable mechanism for its formation.

Add any remaining curved arrows to complete step one of the mechanism, and modify the given drawing as needed to show the intermediate that is formed in this step.

Compound 1
-OCH3
Excess
HCI
Two
steps
Compound 2
CH₁4Cl₂O
Compound 3
Transcribed Image Text:Compound 1 -OCH3 Excess HCI Two steps Compound 2 CH₁4Cl₂O Compound 3
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