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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.
Neopentyl alcohol can be prepared from the hydroperoxide of diisobutylene. [3] It can also be prepared by the reduction of trimethylacetic acid with lithium aluminium hydride.
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.
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.
For example, the tert-butyl group (A-value=4.9) has a larger A-value than the trimethylsilyl group (A-value=2.5), yet the tert-butyl group actually occupies less space. This difference can be attributed to the longer length of the carbon–silicon bond as compared to the carbon–carbon bond of the tert-butyl group.
2,4-Dimethyl-6-tert-butylphenol is the organic compound with the formula Me 2 (tert-Bu)C 6 H 2 OH (Me = methyl, tert-Bu = tertiary butyl). It is a colorless oil that is classified as an alkylated phenol .
n-Butyl acetate is an organic compound with the formula CH 3 CO 2 (CH 2) 3 CH 3. A colorless, flammable liquid, it is the ester derived from n- butanol and acetic acid . It is found in many types of fruit, where it imparts characteristic flavors and has a sweet smell of banana or apple.
Illustrative is the synthesis of tert-butyl isocyanide from tert-butylamine in the presence of catalytic amount of the phase transfer catalyst benzyltriethylammonium chloride. [17] Me 3 CNH 2 + CHCl 3 + 3 NaOH → Me 3 CNC + 3 NaCl + 3 H 2 O. As it is only effective for primary amines, this reaction can be used as a chemical test for their ...
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