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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:
76-83-5
Molecular Weight:
278.78
Beilstein:
397363
EC Number:
200-986-4
MDL number:
MFCD00000813
UNSPSC Code:
12352101
PubChem Substance ID:
24900525
NACRES:
NA.22

Quality Level

200

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
GHS05

Signal Word

Danger

Hazard Statements

H314

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4297V
WXBD9072V
WXBD2015V
WXBD6336V
WXBD6165V

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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)
One pot synthesis of 1, 2, 4, 5-tetrasubstituted-imidazoles catalyzed by trityl chloride in neutral media
Moosavi-Zare AR, et al.
Royal Society of Chemistry Advances, 4(105), 60636-60639 (2014)
Tetrahedron Letters, 48, 5017-5017 (2007)
J S Davidson et al.
Biochimica et biophysica acta, 847(1), 1-7 (1985-10-30)
Intercellular junctional communication was measured using [14C]citrulline incorporation in co-cultures of argininosuccinate synthetase-deficient and argininosuccinate lyase-deficient human fibroblasts. Triphenylmethane, triphenylmethylchloride and tetraphenylboron inhibited communication at concentrations at least 12-fold lower than cytotoxic concentrations. This inhibition was of rapid onset and
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