4-(Trifluoromethyl)aniline

4-(Trifluoromethyl)aniline
Names
Preferred IUPAC name
4-(Trifluoromethyl)aniline
Identifiers
ECHA InfoCard 100.006.579
Properties
C7H6F3N
Molar mass 161.127 g·mol−1
Appearance colorless solid
Density 1.283 g/cm³
Melting point 38 °C (100 °F; 311 K)
Boiling point 75 °C (167 °F; 348 K) 1 Torr
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

4-(Trifluoromethyl)aniline is an organofluorine compound with the formula CF3C6H4NH2. Three isomers are known, but this isomer is most intensively studied. Its protonated derivative CF3C6H4NH+3 has a pKa in acetonitrile of 8.6, about 100x more acidic than aniline.[1] The compound is prepared by reduction of 4-nitrotrifluorobenzene with stannous chloride.[2]

References

  1. ^ Kaljurand, Ivari; Kütt, Agnes; Sooväli, Lilli; Rodima, Toomas; Mäemets, Vahur; Leito, Ivo; Koppel, Ilmar A. (2005). "Extension of the Self-Consistent Spectrophotometric Basicity Scale in Acetonitrile to a Full Span of 28 pKa Units: Unification of Different Basicity Scales". The Journal of Organic Chemistry. 70 (3): 1019–1028. doi:10.1021/jo048252w. PMID 15675863.
  2. ^ Jones, Reuben G. (1947). "Ortho and Para Substituted Derivatives of Benzotrifluoride". Journal of the American Chemical Society. 69 (10): 2346–2350. Bibcode:1947JAChS..69.2346J. doi:10.1021/ja01202a028. PMID 20268282.