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The first to investigate trifluoromethyl groups in relationship to biological activity was F. Lehmann in 1927. [5] An early review appeared in 1958. [6] An early synthetic method was developed by Frédéric Swarts in 1892, [7] based on antimony fluoride.
Unlike the phenyl sulfones, this alkoxide intermediate (2) is more reactive and will undergo a Smiles rearrangement to give the sulfinate salt (4). The sulfinate salt (4) will spontaneously eliminate sulfur dioxide and lithium benzothiazolone (5) producing the desired alkene (6). The mechanism of the benzothiazole variation of the Julia olefination
[1] Its p K a value in water cannot be accurately determined but in acetonitrile it has been estimated as −0.10 and in 1,2-dichloroethane −12.3 (relative to the p K a value of 2,4,6-trinitrophenol ( picric acid ), anchored to zero to crudely approximate the aqueous p K a scale [ 2 ] ), making it more acidic than triflic acid (p K a MeCN = 0 ...
Trifluoromethyl group covalently bonded to an R group. The trifluoromethyl group is a functional group that has the formula-CF 3. The naming of is group is derived from the methyl group (which has the formula -CH 3), by replacing each hydrogen atom by a fluorine atom. Some common examples are trifluoromethane H– CF 3, 1,1,1-trifluoroethane H ...
The compound is closely related to methyl fluorosulfonate (FSO 2 OCH 3). Although there has yet to be a reported human fatality, several cases were reported for methyl fluorosulfonate (LC 50 (rat, 1 h) = 5 ppm), and methyl triflate is expected to have similar toxicity based on available evidence.
4-Trifluoromethylbenzaldehyde is the organofluorine compound with the formula CF 3 C 6 H 4 CHO. Two other isomers are also known: 2-trifluoromethylbenzaldehyde and 3-trifluoromethylbenzaldehyde. These compounds are derivatives of benzaldehyde with trifluoromethyl substituents.
Trifluoromethyltrimethylsilane (known as Ruppert-Prakash reagent, TMSCF 3) is an organosilicon compound with the formula CF 3 Si(CH 3) 3.It is a colorless liquid. The compound is a reagent used in organic chemistry for the introduction of the trifluoromethyl group.
It is also used as an acidic titrant in nonaqueous acid-base titration because it behaves as a strong acid in many solvents (acetonitrile, acetic acid, etc.) where common mineral acids (such as HCl or H 2 SO 4) are only moderately strong. With a K a = 5 × 10 14, pK a = −14.7 ± 2.0, [1] triflic acid qualifies as a superacid. It owes many of ...