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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.
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.
2-Bromo-2-methylpropane (tert-butyl bromide) Index of chemical compounds with the same name This set index article lists chemical compounds articles associated with the same name.
Such reagents are used to attach butyl groups to various substrates. 1-Bromobutane is the precursor to n -butyllithium : [ 4 ] 2 Li + C 4 H 9 X → C 4 H 9 Li + LiX
Structure of (t Bu 3 C 5 H 2) 2 Fe 2 N 2. The (tert-butyl)cyclopentadiene is prepared by alkylation of cyclopentadiene with tert-butyl bromide in the presence of sodium hydride and dibenzo-18-crown-6. [1] The intermediate in this synthesis is di-tert-butylcyclopentadiene. This compound is conveniently prepared by alkylation of cyclobutadiene ...
An example of a reaction taking place with an S N 1 reaction mechanism is the hydrolysis of tert-butyl bromide forming tert-butanol: This S N 1 reaction takes place in three steps: Formation of a tert-butyl carbocation by separation of a leaving group (a bromide anion) from the carbon atom: this step is slow. [5] Recombination of carbocation ...
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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 ...