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Key Documents

T83801

Sigma-Aldrich

Trityl chloride

97%

Synonym(s):

Chlorotriphenylmethane, Triphenylchloromethane, Triphenylmethyl chloride

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About This Item

Linear Formula:
(C6H5)3CCl
CAS Number:
Molecular Weight:
278.78
Beilstein:
397363
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

bp

230-235 °C/20 mmHg (lit.)

mp

109-112 °C (lit.)

SMILES string

ClC(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C19H15Cl/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H

InChI key

JBWKIWSBJXDJDT-UHFFFAOYSA-N

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Application

Protecting reagent for amines, alcohols, and thiols.
Trityl chloride can be used as a catalyst:
  • In Ritter type synthesis of 1-amidoalkyl-2-naphtols through a one-pot three-component reaction of naphthol, aryl aldehydes and acetonitrile.
  • In the synthesis of 1,2,4,5-tetrasubstituted imidazoles via a one-pot multi-component reaction of benzil with aldehydes, primary amines, and ammonium acetate.
  • In the preparation of amido alkyl phenols via one-pot, multi-component reaction of phenols, aromatic aldehydes, and amides under solvent-free conditions.
  • In one-pot, multi-component synthesis of substituted piperidines using aromatic aldehydes, amines, and β-ketoesters.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Trityl chloride as an efficient organic catalyst for the synthesis of 1-amidoalkyl-2-naphtols in neutral media at room temperature
Khazaei A, et al.
Applied Catalysis A: General, 386(1-2), 179-187 (2010)
Trityl chloride as an efficient organic catalyst for one-pot, five-component and diastereoselective synthesis of highly substituted piperidines
Sajadikhah SS, et al.
Research on Chemical Intermediates, 40(2), 723-736 (2014)
Solvent-free preparation of amidoalkyl phenols catalyzed by trityl chloride under neutral media
Moosavi-Zare AZ, et al.
Canadian Journal of Chemistry, 93(11), 1245-1248 (2015)
Greene, T.W. Wuts, P.G.M.
Protective Groups in Organic Synthesis (1991)
Tetrahedron Letters, 48, 5017-5017 (2007)

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