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Using cyclooctyne as your starting material, show how you would synthesize the following

Chapter 9, Problem 9-30

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QUESTION:

Using cyclooctyne as your starting material, show how you would synthesize the following compounds. (Once you have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)

(a) cis-cyclooctene

(b) cyclooctane

(c) trans-1,2-dibromocyclooctane

(d) cyclooctanone

(e) 1,1-dibromocyclooctane

(f) 3-bromocyclooctene

(g) cyclooctane-1,2-dione

(h)

(i)

Questions & Answers

QUESTION:

Using cyclooctyne as your starting material, show how you would synthesize the following compounds. (Once you have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)

(a) cis-cyclooctene

(b) cyclooctane

(c) trans-1,2-dibromocyclooctane

(d) cyclooctanone

(e) 1,1-dibromocyclooctane

(f) 3-bromocyclooctene

(g) cyclooctane-1,2-dione

(h)

(i)

ANSWER:

Step 1 of 10

(a)

The given compound - cis-cyclooctene

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