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tert-Butyl chloride is the organochloride with the formula (CH 3) 3 CCl. It is a colorless, flammable liquid. It is sparingly soluble in water, with a tendency to undergo hydrolysis to the corresponding tert-butyl alcohol. It is produced industrially as a precursor to other organic compounds. [1]
The by-products are dimethyl sulfide (Me 2 S), carbon monoxide (CO), carbon dioxide (CO 2) and – when triethylamine is used as base – triethylammonium chloride (C 6 H 15 NHCl). The related N-tert-Butylbenzenesulfinimidoyl chloride combines both the sulfur(IV), the base, and the activating Lewis acid in one molecule.
The principal example is tert-butyl hypochlorite, which is a useful chlorinating agent. [3] Most hypochlorite salts are handled as aqueous solutions. Their primary applications are as bleaching, disinfection, and water treatment agents. They are also used in chemistry for chlorination and oxidation reactions.
It has also found use as a plasticizer. Bisphenol A is difunctional and used to produce epoxy resin and polycarbonate. 4-tert-Butylphenol is monofunctional and so in polymer science terms, bisphenol A is a polymer chain extender but 4-tert-butylphenol is a chain stopper or sometimes called endcapper. It is thus use to control molecular weight ...
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.
In chemistry, a condenser is laboratory apparatus used to condense vapors – that is, turn them into liquids – by cooling them down. [1] Condensers are routinely used in laboratory operations such as distillation, reflux, and extraction. In distillation, a mixture is heated until the more volatile components boil off, the vapors are ...
The 4-acetyl group could easily be converted to a 4-ethyl group by Wolff-Kishner reduction (hydrazine and alkali, heated); hydrogenolysis, or the use of diborane. Benzyl or tert-butyl acetoacetates also work well in this system, and with close temperature control, the tert-butyl system gives a very high yield (close to 80%). [10]
tert-Butyl alcohol is used as a solvent, ethanol denaturant, paint remover ingredient, and gasoline octane booster and oxygenate.It is a chemical intermediate used to produce methyl tert-butyl ether (MTBE) and ethyl tert-butyl ether (ETBE) by reaction with methanol and ethanol, respectively, and tert-butyl hydroperoxide (TBHP) by reaction with hydrogen peroxide.