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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:
1460837
EC Number:
200-988-5
MDL number:
MFCD00004445
UNSPSC Code:
12352100
PubChem Substance ID:
24848189
NACRES:
NA.22

Assay

97%

form

solid

bp

360 °C (lit.)

mp

160-163 °C (lit.)

solubility

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

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 Code

11 - Combustible Solids

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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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)
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
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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