truth about alcohol oxidation - cape unit 2 chemistry module 1

hThe TRUTH

about ALCOHOL

(oxidation)(oxidation)Compiled By Denison At Global In Cunupia. 739‐2656.

hThere are a fewThere are a few details thatdetails that

lCAPE left outCAPE left out.Compiled By Denison At Global In Cunupia. 739‐2656.

Secondary alcohols can be d d koxidized past ketones.

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Tertiary alcohols can be d doxidized.

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What

is this?is this?Compiled By Denison At Global In Cunupia. 739‐2656.

Here’s the whole story.

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OXIDATION OF SECONDARY ALCOHOLS

Under mild conditions ketones having the same number of carbon atoms as the original alcohol are formedformed.

This is what we already know, however,

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OXIDATION OF SECONDARY ALCOHOLS

further oxidation under severe conditions leads to the formation of acids or a mixture of acids with fewer carbon atoms than the original alcoholfewer carbon atoms than the original alcohol.

One less thing to learn when you’re doing that chemistry degree!y g

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OXIDATION OF SECONDARY ALCOHOLS

During oxidation of a ketone, POPOV’s RULE is followed.

Thi t t th t th b l l iThis states that the carbonyl group always remains attached to the smaller alkyl group while the other is removed and oxidized.

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OXIDATION OF TERTIARY ALCOHOLS

These are oxidized with great difficulty, but under severe conditions, they give ketones,

and then carboxylic acids, both with fewer carbon atoms than the original alcohol.

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N thi i f ti t CAPENever use this information to answer a CAPE question

unlessunlessth ti t t th t k t t ti l h lthe question states that ketones or tertiary alcohols

can be oxidized and you are asked to give the products.p

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