Top Qs
Timeline
Chat
Perspective
Triphenylmethyl chloride
Chemical compound From Wikipedia, the free encyclopedia
Remove ads
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.
Remove ads
Preparation
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]
Reactions
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.
Trityl chloride reacts with zinc in nonpolar solvents (e.g. benzene) to form Gomberg's dimer.[5]
- 2 (C6H5)3CCl + Zn → ((C6H5)3C)2 + ZnCl2
See also
References
Wikiwand - on
Seamless Wikipedia browsing. On steroids.
Remove ads