Triphenylmethyl chloride

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Triphenylmethyl chloride
Triphenylmethyl chloride.png
Preferred IUPAC name
Other names
3D model (JSmol)
ECHA InfoCard 100.000.898
Molar mass 278.7754 g/mol
Appearance white to yellow solid
Density 1.141 g/cm3
Melting point 109 to 112 °C (228 to 234 °F; 382 to 385 K)
Boiling point 230 °C (446 °F; 503 K) (at 20 mmHg) and 374.3 °C (at 760 mmHg)
Solubility soluble in chloroform, benzene, acetone,[1] ether, THF, hexane[2]
Safety data sheet Corvine Chemicals MSDS
Flash point 177.9 °C (352.2 °F; 451.0 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Triphenylmethyl chloride or trityl chloride (TrCl) is a white solid with the chemical formula C19H15Cl. It is an alkyl halide, sometimes used to introduce the trityl protecting group.


Triphenylmethyl chloride is commercially available. It may be prepared by the reaction of triphenylmethanol with acetyl chloride, or by the Friedel-Crafts alkylation of benzene with carbon tetrachloride to give the trityl chloride-aluminium chloride adduct, which is then hydrolyzed.[3]


Triphenylmethylsodium can be prepared from trityl chloride dissolved in an aprotic solvent and sodium:[4]

(C6H5)3CCl + 2 Na → (C6H5)3CNa + NaCl

Reaction with silver hexafluorophosphate gives triphenylmethyl hexafluorophosphate.

See also[edit]


  1. ^
  2. ^
  3. ^ W. E. Bachmann; C. R. Hauser; Boyd E. Hudson, Jr. (1955). "Triphenylchloromethane". Organic Syntheses.CS1 maint: multiple names: authors list (link); Collective Volume, 3, p. 841
  4. ^ W. B. Renfrow Jr and C. R. Hauser (1943). "Triphenylmethylsodium". Organic Syntheses.; Collective Volume, 2, p. 607