Triphenylmethyl chloride

Triphenylmethyl chloride

chembox new
ImageFile=Triphenylmethyl_chloride.pngImageSize=
IUPACName= [chloro-di(phenyl)methyl] benzene
OtherNames=
Section1=Chembox Identifiers
CASNo=76-83-5
PubChem=6456
SMILES=C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)Cl
Section2=Chembox Properties
Formula=C19H15Cl
MolarMass=278.7754 g/mol
Appearance=
Density=
MeltingPt=
BoilingPtC=113
Solubility=
Section3=Chembox Hazards
ExternalMSDS = [http://www.corvinechemicals.com/products-Triphenylmethyl%20Chloride.htm Corvine Chemicals MSDS]
FlashPt=
Autoignition=

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

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. [OrgSynth | author = W. E. Bachmann; C. R. Hauser; Boyd E. Hudson, Jr. | title = Triphenylchloromethane | collvol = 3 | collvolpages = 841 | prep = cv3p0841 | year = 1955]

Reactions

Triphenylmethylsodium may can be prepared from trityl chloride and sodium: [OrgSynth | author = W. B. Renfrow Jr and C. R. Hauser | title = Triphenylmethylsodium | collvol = 2 | collvolpages = 607| year = 1943 | prep = CV2P0607] :(C6H5)3CCl + 2 Na → (C6H5)3CNa + NaCl

References


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