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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.
Butanol (also called butyl alcohol) is a four-carbon alcohol with a formula of C 4 H 9 O H, which occurs in five isomeric structures (four structural isomers), from a straight-chain primary alcohol to a branched-chain tertiary alcohol; [1] all are a butyl or isobutyl group linked to a hydroxyl group (sometimes represented as BuOH, sec-BuOH, i-BuOH, and t-BuOH).
The terms sec and tert are considered obsolete and should only be used for unsubstituted sec-butoxy, sec-butyl [26] [27] or tert-butyl groups. [ 28 ] [ 27 ] There are various spellings such as "sec-butyl", "s-butyl", "sBu" or "bus" which are also considered obsolete.
The parent cyclobutadiene (R = H) readily dimerizes but the R = tert-butyl derivative is robust. [1]Steric effects arise from the spatial arrangement of atoms. When atoms come close together there is generally a rise in the energy of the molecule.
The R is the functional group attached to a tertiary carbon. If the functional group was an OH group, this compound would be commonly called tert-butanol or t-butanol. When a functional group is attached to a tertiary carbon, the prefix -tert (-t) is used in the common name for the compound. [4] An example of this is shown in the figure.
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 ...
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