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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.
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.
When necessary, the position of the hydroxyl group is indicated by a number between the alkane name and the -ol: propan-1-ol for CH 3 CH 2 CH 2 OH, propan-2-ol for CH 3 CH(OH)CH 3. If a higher priority group is present (such as an aldehyde , ketone , or carboxylic acid ), then the prefix hydroxy- is used, [ 19 ] e.g., as in 1-hydroxy-2 ...
The aldol reaction was discovered independently by the Russian chemist (and Romantic composer) Alexander Borodin in 1869 [48] [49] [50] and by the French chemist Charles-Adolphe Wurtz in 1872, which originally used aldehydes to perform the reaction. [2] [3] [4] Howard Zimmerman and Marjorie D. Traxler proposed their model for stereoinduction in ...
The repulsion between an axial t-butyl group and hydrogen atoms in the 1,3-diaxial position is so strong that the cyclohexane ring will revert to a twisted boat conformation. The strain in cyclic structures is usually characterized by deviations from ideal bond angles ( Baeyer strain ), ideal torsional angles ( Pitzer strain ) or transannular ...
See: E-Z notation Violet leaf aldehyde, systematic name (E,Z)-nona-2,6-dienal, is a compound having one (E)- and one (Z)-configured double bond. The descriptors (E) (from German entgegen, 'opposite') and (Z) (from German zusammen, 'together') are used to provide a distinct description of the substitution pattern for alkenes, cumulenes or other double bond systems such as oximes.
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From comparing the E s values for methyl, ethyl, isopropyl, and tert-butyl, it is seen that the value increases with increasing steric bulk. However, because context will have an effect on steric interactions [7] some E s values can be larger or smaller than expected. For example, the value for phenyl is much larger than that for tert-butyl.
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