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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.
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.
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
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.
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 ...
On the other hand, the t-butyl group is very bulky (there are 3 methyl groups attached to a single carbon) and will lead the para product as the major one. Even with toluene, the product is not 2:1 but having a slightly less ortho product.
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Butyl bromide (C 4 H 9 Br) may refer to: ... 1-Bromo-2-methylpropane (isobutyl bromide) 2-Bromo-2-methylpropane (tert-butyl bromide)