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This is from June 2011- the answer is D but I don't really understand why
Could someone explain it please?

10 This question is about four compounds with molecular formula C4H8O.

A CH3COCH2CH3

B CH3CH2CH2CHO

C CH3CH CHCH2OH

D CH2 CHOH
CH2 CH2
(this doesn't show but all the carbons are joined in a rectangle shape )

(a) The compounds which react when heated with a mixture of potassium
dichromate(VI) and sulfuric acid are
A) compounds A, B and C.
B) compounds A, B and D.
C) compounds A, C and D.
D) compounds B, C and D.
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marcusman97
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Compound A is a ketone, butanone, so it cannot be oxidized any further.
Compound B is an aldehyde, butanal, so can be oxidized to a caboxylic acid, butanoic acid.
Compound C is a primary alcohol, butan-1-ol, so can be oxidised to an aldehyde under distillation or carboxylic acid under reflux.
Compound D is cyclobutanol, it is a tertiary alcohol so will be oxidised to a ketone, cyclobutanone
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