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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 term immediately dangerous to life or health (IDLH) is defined by the US National Institute for Occupational Safety and Health (NIOSH) as exposure to airborne contaminants that is "likely to cause death or immediate or delayed permanent adverse health effects or prevent escape from such an environment." Examples include smoke or other ...
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.
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.
N-tert-Butylbenzenesulfinimidoyl chloride reacts with enolates, amides, and primary alkoxides by the same general mechanism. The Swern oxidation , which converts primary and secondary alcohols to aldehydes and ketones, respectively, also uses a sulfur-containing compound ( DMSO ) as the oxidant and proceeds by a similar mechanism.
Alternative oxidative route uses aqueous bromine.and by oxidation of pinacolone. [3] The hydrolysis of tert-butyl cyanide has also been described. [4] Another laboratory route involves carbonation of the Grignard reagent formed from tert-butyl chloride [5]
n-Butyl chloride. Identifiers CAS Number ... Safety data sheet (SDS) Fischer MSDS: Except where otherwise noted, data are given for materials in their standard state ...
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.