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134848

Sigma-Aldrich

Triphenylmethanol

97%

Synonym(s):

Triphenylcarbinol, Trityl alcohol

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50 G
$64.61
250 G
$260.00

About This Item

Linear Formula:
(C6H5)3COH
CAS Number:
Molecular Weight:
260.33
Beilstein/REAXYS Number:
1460837
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$64.61

List Price$71.00Save 9%

In StockDetails


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Quality Level

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[1]. It is a specific clathrate host for methanol and dimethyl sulphoxide and forms clathrate inclusion complexes[2]. It undergoes reduction to triphenylmethane by 9, l0-dihydro-10-methylacridine in the presence of perchloric acid[3].

Application

Triphenylmethanol was used in the synthesis of of the two-electron reduction product of pyrylogen[4].

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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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
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
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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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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