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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. In this reaction benzotrichloride was reacted with SbF 3 to form PhCF 2 Cl and PhCF 3.
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 3 C – CF 3, and hexafluoroacetone F 3 C –CO– CF 3.
Most primary and secondary perfluoroalcohols are unstable, for example trifluoromethanol eliminates hydrogen fluoride, forming carbonyl fluoride. [2] This reaction is reversible. [3] CF 3 OH → COF 2 + HF. Stable perfluorinated alcohols include nonafluoro-tert-butyl alcohol ((CF 3) 3 COH) and pentafluorophenol (C 6 F 5 OH).
Trifluoromethanol is a synthetic organic compound with the formula CHF 3 O. [1] It is also referred to as perfluoromethanol or trifluoromethyl alcohol. The compound is the simplest perfluoroalcohol. [2] The substance is a colorless gas, which is unstable at room temperature.
For example, NaC 6 H 5 CO 2, the sodium salt of benzoic acid (C 6 H 5 COOH), is called sodium benzoate. Where an acid has both a systematic and a common name (like CH 3 COOH, for example, which is known as both acetic acid and as ethanoic acid), its salts can be named from either parent name.
Two other isomers are also known: 2-trifluoromethylbenzaldehyde and 3-trifluoromethylbenzaldehyde. These compounds are derivatives of benzaldehyde with trifluoromethyl substituents. The CF 3 group enhances the electrophilicity of the formyl group and provides a label for analysis by fluorine-19 nuclear magnetic resonance spectroscopy.
Among the available fluorinated building blocks are CF 3 X (X = Br, I), C 6 F 5 Br, and C 3 F 7 I. These species form Grignard reagents that then can be treated with a variety of electrophiles . The development of fluorous technologies (see below, under solvents) is leading to the development of reagents for the introduction of "fluorous tails".
Tris(pentafluorophenyl)borane, sometimes referred to as "BCF", is the chemical compound (C 6 F 5) 3 B.It is a white, volatile solid. The molecule consists of three pentafluorophenyl groups attached in a "paddle-wheel" manner to a central boron atom; the BC 3 core is planar.