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Merck
CN

399418

Benzoin

purified by sublimation, 99.5%

Synonym(s):

α-Hydroxy-α-phenylacetophenone, α-Hydroxybenzyl phenyl ketone, 2-Hydroxy-2-phenylacetophenone

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About This Item

Linear Formula:
C6H5CH(OH)COC6H5
CAS Number:
Molecular Weight:
212.24
EC Number:
204-331-3
UNSPSC Code:
12162002
MDL number:
Beilstein/REAXYS Number:
391839
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InChI

1S/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H

InChI key

ISAOCJYIOMOJEB-UHFFFAOYSA-N

SMILES string

OC(c1ccccc1)C(=O)c2ccccc2

assay

99.5%

purified by

sublimation

bp

194 °C/12 mmHg (lit.)

mp

134-138 °C (lit.)

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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Yankai Liu et al.
Organic letters, 14(5), 1310-1313 (2012-03-03)
Expanding upon the recently developed aminocatalytic asymmetric indole-2,3-quinodimethane strategy, a straightforward synthesis of structurally and stereochemically complex tetrahydrocarbazoles has been devised. The chemistry's complexity-generating power was further harnessed by designing a multicatalytic, one-pot Diels-Alder/benzoin reaction sequence to stereoselectively access trans-fused
Catalytic asymmetric cross-aza-benzoin reactions of aliphatic aldehydes with N-Boc-protected imines.
Daniel A DiRocco et al.
Angewandte Chemie (International ed. in English), 51(24), 5904-5906 (2012-05-09)
Direct copper-catalyzed α-arylation of benzyl phenyl ketones with aryl iodides: route towards tamoxifen.
Grégory Danoun et al.
Angewandte Chemie (International ed. in English), 51(51), 12815-12819 (2012-11-13)
Total synthesis and absolute stereochemistry of seragakinone A.
Akiomi Takada et al.
Angewandte Chemie (International ed. in English), 50(10), 2297-2301 (2011-02-26)
Javier Izquierdo et al.
Angewandte Chemie (International ed. in English), 51(47), 11686-11698 (2012-10-18)
N-Heterocyclic carbene (NHC) catalyzed transformations have emerged as powerful tactics for the construction of complex molecules. Since Stetter's report in 1975 of the total synthesis of cis-jasmon and dihydrojasmon by using carbene catalysis, the use of NHCs in total synthesis

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