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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/REAXYS Number:
397363
EC Number:
200-986-4
MDL number:
MFCD00000813
UNSPSC Code:
12352101
PubChem Substance ID:
24900525

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

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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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)
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)
Greene, T.W. Wuts, P.G.M.
Protective Groups in Organic Synthesis (1991)
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)
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