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CH323 Tutorial: Organic Synthesis Mechanisms

The document contains tutorial questions for CH323, focusing on various biochemical synthesis mechanisms and pathways. Topics include the synthesis of isoprene units, monoterpenes, geraniol, fatty acids, poly ß-keto esters, phenylalanine, and vitamin C. It also requires the illustration of specific mechanisms and structures related to these biochemical processes.

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5 views2 pages

CH323 Tutorial: Organic Synthesis Mechanisms

The document contains tutorial questions for CH323, focusing on various biochemical synthesis mechanisms and pathways. Topics include the synthesis of isoprene units, monoterpenes, geraniol, fatty acids, poly ß-keto esters, phenylalanine, and vitamin C. It also requires the illustration of specific mechanisms and structures related to these biochemical processes.

Uploaded by

lackieshachada8
Copyright
© All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as DOCX, PDF, TXT or read online on Scribd

Tutorial Questions CH323

1. (a) Suggest a mechanism for

(b) (i) Show the steps involved in the synthesis of an isoprene unit
(ii) Outline the synthesis of one monoterpene you know

c) (i) Illustrate steps in the synthesis of geraniol


(ii) Suggest a mechanism for the conversion

(d) Discuss the fatty acid biosynthesis pathway (20)


(e) Mechanistically predict the product of the reaction below

(f) (i) Use the biosynthesis of

CH3CH2CH2 C CH2COSCoA

to illustrate how poly ß-keto esters are synthesized.


(ii) Differentiate the synthesis in c (i) from the synthesis of
CH3CH2CH2CH2CH2CO2H

(g) Outline the biosynthesis of phenylalanine


(h) Draw the structure of vitamin C and suggest a mechanism for the action of
vitamin C in the body
(i) Outline the mechanism for the biosynthesis of a butanoyl group from acetyl and
malonyl building blocks.

Malonyl group acetyl group

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