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Key Documents

V900584

Sigma-Aldrich

Benzoin

Vetec, reagent grade, 98%

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
Beilstein/REAXYS Number:
391839
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:

grade

reagent grade

product line

Vetec

assay

98%

bp

194 °C/12 mmHg (lit.)

mp

134-138 °C (lit.)

SMILES string

OC(c1ccccc1)C(=O)c2ccccc2

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

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Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

338.0 °F - closed cup

flash_point_c

170 °C - closed cup


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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)
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)
Overview of the genetic toxicity of caprolactam and benzoin.
J Ashby et al.
Mutation research, 224(3), 321-324 (1989-11-01)
Oldamur Hollóczki et al.
The Journal of organic chemistry, 77(14), 6014-6022 (2012-06-27)
The reaction energy profiles of the benzoin condensation from three aldehydes catalyzed by imidazol-2-ylidene, triazol-3-ylidene, and thiazol-2-ylidene have been investigated computationally. The barriers for all steps of all investigated reactions have been found to be low enough to indicate the
Tsuneomi Kawasaki et al.
Angewandte Chemie (International ed. in English), 50(35), 8131-8133 (2011-07-16)
Trigger happy: chiral oxygen isotopomers of hydrobenzoin ([(18)O](R)-1 and [(18)O](S)-1) acted as chiral triggers to induce the enantioselective addition of iPr(2)Zn to pyrimidine-5-carbaldehyde. An extremely small chiral influence arising from the presence of the oxygen isotope ((18)O) is amplified through

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