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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.
The methyl group in toluene is small and will lead the ortho product being the major product. On the other hand, the t-butyl group is very bulky (there are 3 methyl groups attached to a single carbon) and will lead the para product as the major one.
The homologous series of P 1 to P 7 polyaminophosphazenes [1] [2] of the general formula [() =] = with preferably methyl groups as R 1, a methyl group or tert-butyl group as and even-numbered x between 0 and 6 (P 4-t-Bu: R 1 = Me, R 2 = t-Bu and x = 3) [3] has been developed by Reinhard Schwesinger; the resulting phosphazene bases are therefore ...
tert-Butanesulfinamide (also known as 2-methyl-2-propanesulfinamide or Ellman's sulfinamide) is an organosulfur compound and a member of the class of sulfinamides. Both enantiomeric forms are commercially available and are used in asymmetric synthesis as chiral auxiliaries, often as chiral ammonia equivalents for the synthesis of amines.
A methyl substituent has a significantly smaller A-value than a tert-butyl substituent; therefore the most stable conformation has the tert-butyl in the equatorial position. The utility of A-values can be generalized for use outside of cyclohexane conformations. A-values can help predict the steric effect of a substituent. In general, the ...
tert-Butyldimethylsilyl chloride is an organosilicon compound with the formula (Me 3 C)Me 2 SiCl (Me = CH 3). It is commonly abbreviated as TBSCl or TBDMSCl. It is a chlorosilane containing two methyl groups and a tert-butyl group. As such it is more bulky that trimethylsilyl chloride. It is a colorless or white solid that is soluble in many ...
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.
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.