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tert-Butyl bromide (also referred to as 2-bromo-2-methylpropane) is an organic compound with the formula Me 3 CBr (Me = methyl). The molecule features a tert-butyl group attached to a bromide substituent. This organobromine compound is used as a standard reagent in synthetic organic chemistry. It is a colorless liquid.
Both compounds share the molecular formula C 4 H 9 Br. 2-Bromobutane is also known as sec-butyl bromide or methylethylbromomethane. Because it contains bromine, a halogen, it is part of a larger class of compounds known as alkyl halides. It is a colorless liquid with a pleasant odor.
The effect of the tert-butyl group on the progress of a chemical reaction is called the Thorpe–Ingold effect illustrated in the Diels-Alder reaction below. Compared to a hydrogen substituent, the tert-butyl substituent accelerates the reaction rate by a factor of 240. [2] tert-Butyl effect. The tert-butyl effect is an example of steric hindrance.
The compound can be obtained from ethyl bromide, tert-butyl bromide, and magnesium metal in the presence of manganese ions. Despite conditions amenable to the formation of a Grignard reagent, organomagnesium compounds are believed not the active species.
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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 ...
tert-Butyl bromide; 1-bromo-2-methylpropane This page was last edited on 16 August 2021, at 07:47 (UTC). Text is available under the Creative Commons Attribution ...
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