1. Consider the oxidation of isoborneol (1) to camphor (2) using hypochlorous acid to an- swer the following questions. a. What is the oxidation number of the carbon atom bearing the alcohol functional group in 1? b. What is the oxidation number of this carbon atom in 2? c. What is reduced in this reaction, and what is it reduced to? d. Suggest a reagent other than bleach that would oxidize 1 into 2. 2. Would it be possible to convert camphor (2) to isoborneol (1)? If so, what type of reaction would this be and what reagent will you use? 3. Determine whether the conversion of iodide ion to iodine is an oxidation or a reduction.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter29: The Organic Chemistry Of Metabolic Pathways
Section29.4: Biosynthesis Of Fatty Acids
Problem 6P: Does the reduction of acetoacetyl ACP in step 6 occur on the Re face or the Si face of the molecule?
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1. Consider the oxidation of isoborneol (1) to camphor (2) using hypochlorous acid to an-
swer the following questions.
a. What is the oxidation number of the carbon atom bearing the alcohol functional
group in 1?
b. What is the oxidation number of this carbon atom in 2?
c. What is reduced in this reaction, and what is it reduced to?
d. Suggest a reagent other than bleach that would oxidize 1 into 2.
2. Would it be possible to convert camphor (2) to isoborneol (1)? If so, what type of reaction
would this be and what reagent will you use?
3. Determine whether the conversion of iodide ion to iodine is an oxidation or a reduction.
Transcribed Image Text:1. Consider the oxidation of isoborneol (1) to camphor (2) using hypochlorous acid to an- swer the following questions. a. What is the oxidation number of the carbon atom bearing the alcohol functional group in 1? b. What is the oxidation number of this carbon atom in 2? c. What is reduced in this reaction, and what is it reduced to? d. Suggest a reagent other than bleach that would oxidize 1 into 2. 2. Would it be possible to convert camphor (2) to isoborneol (1)? If so, what type of reaction would this be and what reagent will you use? 3. Determine whether the conversion of iodide ion to iodine is an oxidation or a reduction.
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