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tert-Butyl alcohol is the simplest tertiary alcohol, with a formula of (CH 3) 3 COH (sometimes represented as t-BuOH).Its isomers are 1-butanol, isobutanol, and butan-2-ol. tert-Butyl alcohol is a colorless solid, which melts near room temperature and has a camphor-like odor.
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).
Alcohols are then classified into primary, secondary (sec-, s-), and tertiary (tert-, t-), based upon the number of carbon atoms connected to the carbon atom that bears the hydroxyl functional group. The respective numeric shorthands 1°, 2°, and 3° are sometimes used in informal settings. [23] The primary alcohols have general formulas RCH 2 OH.
1-Butanol, also known as butan-1-ol or n-butanol, is a primary alcohol with the chemical formula C 4 H 9 OH and a linear structure. Isomers of 1-butanol are isobutanol, butan-2-ol and tert-butanol. The unmodified term butanol usually refers to the straight chain isomer.
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.
Like other butanols, butan-2-ol has low acute toxicity. The LD 50 is 4400 mg/kg (rat, oral). [6]Several explosions have been reported [7] [8] [9] during the conventional distillation of 2-butanol, apparently due to the buildup of peroxides with the boiling point higher than that of pure alcohol (and therefore concentrating in the still pot during distillation).
This Wikipedia page provides a comprehensive list of boiling and freezing points for various solvents.
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.