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134848

Sigma-Aldrich

Triphenylmethanol

97%

Synonym(s):

Triphenylcarbinol, Trityl alcohol

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About This Item

Linear Formula:
(C6H5)3COH
CAS Number:
76-84-6
Molecular Weight:
260.33
Beilstein/REAXYS Number:
1460837
EC Number:
200-988-5
MDL number:
MFCD00004445
UNSPSC Code:
12352100
PubChem Substance ID:
24848189
NACRES:
NA.22

Quality Level

200

assay

97%

form

solid

bp

360 °C (lit.)

mp

160-163 °C (lit.)

solubility

dioxane: soluble 100 mg/mL, clear, colorless to faintly yellow

functional group

hydroxyl
phenyl

SMILES string

OC(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C19H16O/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15,20H

InChI key

LZTRCELOJRDYMQ-UHFFFAOYSA-N

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General description

Triphenylmethanol forms 1:1 molecular complex with triphenylphosphine oxide. It is a specific clathrate host for methanol and dimethyl sulphoxide and forms clathrate inclusion complexes. It undergoes reduction to triphenylmethane by 9, l0-dihydro-10-methylacridine in the presence of perchloric acid.

Application

Triphenylmethanol was used in the synthesis of of the two-electron reduction product of pyrylogen.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ8761
BCCK0530
BCCC3443
BCBV1591
BCBM5170V

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Steiner
Acta crystallographica. Section C, Crystal structure communications, 56 (Pt 8), 1033-1034 (2000-08-16)
In the crystalline 1:1 molecular complex of triphenylmethanol (TPMeOH) and triphenylphosphine oxide (TPPO), C(19)H(16)O. C(18)H(15)OP, molecular dimers are formed which are linked by O-H. O=P hydrogen bonds. The dimers are aligned by sixfold phenyl embraces to form columns. The structure
Specific entrapment of methanol and dimethyl sulphoxide (DMSO) by a simple host compound (triphenylmethanol). Crystal structures of the Ph3COH? MeOH (1: 1) and Ph3COH? DMSO (2: 1) clathrate inclusion complexes.
Weber E, et al.
Journal of the Chemical Society. Chemical Communications, 17, 1195-1197 (1989)
Efficient Reduction of Triphenylmethanol to Triphenylmethane by 9, l0-Dihydro-10-methylacridine in the Presence of Perchloric Acid.
Ishikawa M, et al.
Chemical Society, Analytical Methods Committee, Analyst, 62, 3754-3756 (1989)
Tamer T El-Idreesy et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 9(6), 796-800 (2010-05-12)
The first synthesis of the two-electron reduction product of a pyrylogen is reported. The magnitude of the experimentally determined disproportionation constant for a pyrylogen radical cation was used to advantage in order to provide compelling evidence for formation of this
Corinne Nguyen et al.
Journal of medicinal chemistry, 49(14), 4183-4195 (2006-07-11)
We report the discovery of novel uracil-based acyclic compounds as inhibitors of deoxyuridine 5'-triphosphate nucleotidohydrolase (dUTPase), an enzyme involved in nucleotide metabolism that has been identified as a promising target for the development of antimalarial drugs. Compounds were assayed against
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