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Tertiary alcohols react with strong acids to generate carbocations. The reaction is related to their dehydration, e.g. isobutylene from tert-butyl alcohol. A special kind of dehydration reaction involves triphenylmethanol and especially its amine-substituted derivatives. When treated with acid, these alcohols lose water to give stable ...
Babler-Dauben oxidation of cyclic tertiary allylic alcohols. The reaction produces the desired enone product to high yield (typically >75%), is operationally simple and does not require air-free techniques or heating. [1] It suffers, however, from the very high toxicity and environmental hazard posed by the hexavalent chromium PCC oxidising ...
Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters. The reaction mainly applies to primary and secondary alcohols. Secondary alcohols form ketones, while primary alcohols form aldehydes or carboxylic acids. [1] A variety of oxidants can be used.
The tert-butoxide is a strong, non-nucleophilic base in organic chemistry. It readily abstracts acidic protons from substrates, but its steric bulk inhibits the group from participating in nucleophilic substitution, such as in a Williamson ether synthesis or an S N 2 reaction. tert-Butyl alcohol reacts with hydrogen chloride to form tert-butyl ...
Like conventional esters, the formation of this chromate ester is accelerated by the acid. These esters can be isolated when the alcohol is tertiary because these lack the α hydrogen that would be lost to form the carbonyl. For example, using tert-butyl alcohol, one can isolate tert-butyl chromate ((CH 3) 3 CO) 2 CrO 2), which is itself a good ...
The reaction of tertiary alcohols containing an α-acetylenic group does not produce the expected aldehydes, but rather α,β-unsaturated methyl ketones via an enyne intermediate. [9] [10] This alternate reaction is called the Rupe reaction, and competes with the Meyer–Schuster rearrangement in the case of tertiary alcohols.
In this organic reaction, a tertiary alcohol is cleaved in an organic oxidation by a peroxyacid to a ketone.The acid used is often p-nitroperoxybenzoic acid because the p-nitrobenzoic acid anion is a good leaving group.
The Williamson reaction is also frequently used to prepare an ether indirectly from two alcohols. One of the alcohols is first converted to a leaving group (usually tosylate), then the two are reacted together. The alkoxide (or aryloxide) may be primary and secondary. Tertiary alkoxides tend to give elimination reaction because of steric hindrance.