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B4856

Sigma-Aldrich

Diphenylmethanol

99%

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Synonym(s):
Benzhydrol, Benzhydryl alcohol, Diphenyl carbinol
Linear Formula:
(C6H5)2CHOH
CAS Number:
91-01-0
Molecular Weight:
184.23
Beilstein:
1424379
EC Number:
202-033-8
MDL number:
MFCD00004488
PubChem Substance ID:
24891706
NACRES:
NA.22

Quality Level

100

Assay

99%

form

powder

bp

297-298 °C (lit.)

mp

65-67 °C (lit.)

SMILES string

OC(c1ccccc1)c2ccccc2

InChI

1S/C13H12O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13-14H

InChI key

QILSFLSDHQAZET-UHFFFAOYSA-N

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Application

Diphenylmethanol is used in the carbene-catalyzed dynamic kinetic resolution of α,α-disubstituted carboxylic esters. It can also be used in the chiral resolution of free-base and Ni(II) porphyrinoid complexes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Carbene-Catalyzed Dynamic Kinetic Resolution of Carboxylic Esters.
Chen X, et al.
Journal of the American Chemical Society, 138(23), 7212-7215 (2016)
Helimeric porphyrinoids: stereostructure and chiral resolution of meso-tetraarylmorpholinochlorins.
Bru?ckner C, et al.
Journal of the American Chemical Society, 133(22), 8740-8752 (2011)
Alkylation of alcohols for gas chromatographic analysis by a phase transfer catalysis technique. Evaluation of benzhydrol benzylation in a one-phase system.
H Brink et al.
Acta pharmaceutica Suecica, 16(4), 247-262 (1979-01-01)
Xiao-Dong Ma et al.
Bioorganic & medicinal chemistry, 19(16), 4704-4709 (2011-07-27)
A series of (±)-benzhydrol derivatives featuring the essential sulfonamide group at the para position on the C-ring were synthesized and evaluated for the potential anti-HIV activity in C8166 cells. Most of these analogues demonstrated low concentration inhibitory activity with EC(50)
Masanori Ichikawa et al.
Bioorganic & medicinal chemistry, 20(9), 3072-3093 (2012-04-03)
In the present article, we have reported the design, synthesis, and identification of highly potent benzhydrol derivatives as squalene synthase inhibitors (compound 1). Unfortunately, the in vivo efficacies of the compounds were not enough for acquiring the clinical candidate. We
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