Question 3. The chromic acid test is intended to identify the presence of alcohol functionality on a molecule. If an oxidizable alcohol is present, the orange Cr*6 ion is reduced to Cr*³, resulting in a color change to blue-green (a positive test). However, several other functional groups can give results that at first seem “erroneous". a) The compound 2-methyl-2-butanol gives a negative chromic acid test. Clearly explain this result.

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Chapter1: Chemical Foundations
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Question 3. The chromic acid test is intended to identify the presence of alcohol functionality on
a molecule. If an oxidizable alcohol is present, the orange Cr+6 ion is reduced to Cr*³, resulting in
a color change to blue-green (a positive test). However, several other functional groups can give
results that at first seem "erroneous".
a) The compound 2-methyl-2-butanol gives a negative chromic acid test. Clearly explain this
result.
b) The compound heptanal gives a positive chromic acid test. Clearly explain this result.
c) The epoxide shown below gives a positive chromic acid test. Clearly explain this result.
H3C.
`CH3
d) The acetal shown below gives a positive chromic acid test. Clearly explain this result.
OCH3
H3C.
OCH3
Transcribed Image Text:Question 3. The chromic acid test is intended to identify the presence of alcohol functionality on a molecule. If an oxidizable alcohol is present, the orange Cr+6 ion is reduced to Cr*³, resulting in a color change to blue-green (a positive test). However, several other functional groups can give results that at first seem "erroneous". a) The compound 2-methyl-2-butanol gives a negative chromic acid test. Clearly explain this result. b) The compound heptanal gives a positive chromic acid test. Clearly explain this result. c) The epoxide shown below gives a positive chromic acid test. Clearly explain this result. H3C. `CH3 d) The acetal shown below gives a positive chromic acid test. Clearly explain this result. OCH3 H3C. OCH3
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