Which of the reagents listed below would serve as the basis for a simple chemical test to distinguish between (CH3)3COH and (CH3)2CHCH2OH ?

2016-12-13 10:47 am
更新1:

A) NaH B) NaOH/H2O C) Br2 in CCl4 D) Cold conc. H2SO4 E) CrO3 in H2SO4 could any one explain the reason please

回答 (2)

2016-12-13 11:05 am
The answer: E) CrO₃ in H₂SO₄

For A), both of (CH₃)₃COH and (CH₃)₂CHCH₂OH react with NaH to give (CH₃)₃CONa and (CH₃)₂CHCH₂ONa respectively as well as hydrogen gas.

For B), both of (CH₃)₃COH and (CH₃)₂CHCH₂OH do not react with NaOH/H₂O.

For C), both of (CH₃)₃COH and (CH₃)₂CHCH₂OH do not react with Br₂/CCl₄.

For D), both of of (CH₃)₃COH and (CH₃)₂CHCH₂OH react with cold and concentrated H₂SO₄ to give (CH₃)₃COSO₃H and (CH₃)₂CHCH₂OSO₃H respectively.

For E), (CH₃)₂CHCH₂OH is oxidized by CrO₃ in H₂SO₄ on heating to give (CH₃)₂CHCHO and then (CH₃)₂CHCOOH. CrO₃ in H₂SO₄ is reduced to Cr³⁺ ions and thus the reaction mixture changes from orange to green. On the other hand, (CH₃)₃COH does not react with CrO₃ in H₂SO₄ and thus there is no observable change.
2016-12-13 10:55 am
E. Can tertiary alcohols be oxidized?


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