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93000

Sigma-Aldrich

Trityl chloride

purum, ≥97.0% (HPLC), ≥97.0% (AT)

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:
329770191
NACRES:
NA.22

grade

purum

Quality Level

200

Assay

≥97.0% (AT)
≥97.0% (HPLC)

form

powder

ign. residue

≤0.2% (as SO4)

bp

230-235 °C/20 mmHg (lit.)

mp

109-112 °C (lit.)
109-113 °C

solubility

chloroform: 0.1 g/mL, clear

functional group

chloro
phenyl

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

  • Organic Synthesis: Research on the synthesis of 1, 2, 4-triazine derivatives, exploring the condensation reactions of trityl chloride with various compounds (Majid et al., 2020).

Other Notes

Reagent for tritylations;; Efficient method of tritylation of sensitive compounds and their subsequent detritylation

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
WXBF3742V
WXBF2663V
BCCK8945
WXBF2119V
BCCK3781

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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
V. Kohli et al.
Tetrahedron Letters, 21, 2683-2683 (1980)
S J Harding et al.
Journal of peptide science : an official publication of the European Peptide Society, 5(8), 368-373 (1999-10-03)
A rational attempt to prepare FmocHis(piTrt)OH regiospecifically gave in fact the well-known tau-trityl isomer, and experiments with model systems indicate that the prospects for access to pi-trityl histidine derivatives, which would be of great value for the racemization-free synthesis of
K. Barlos et al.
The Journal of Organic Chemistry, 47, 1324-1324 (1982)
Vijayavitthal T Mathad et al.
Natural product research, 20(12), 1053-1058 (2006-11-28)
Jones oxidation of Andrographolide (1), gave mixture of three products (3-dehydroandrographolide (5), 3,19-bis dehydroandrographolide (6) and 19-dehydroandrographolide (7). Tritylation of andrographolide at C19-OH resulted to products 8 and diene 9, which can be converted to its acetate 10 and oxidation
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