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399396

Sigma-Aldrich

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:
119-53-9
Molecular Weight:
212.24
Beilstein:
391839
EC Number:
204-331-3
MDL number:
MFCD00004496
UNSPSC Code:
12162002
PubChem Substance ID:
24864811
NACRES:
NA.23

Quality Level

100

Assay

≥99.5%

form

powder

purified by

sublimation

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

Gene Information

human ... ACHE(43) , BCHE(590) , CES1(1066)

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Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000390160
0000390160
0000227316
0000202744
MKCC5979

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α-Benzoin oxime 98%

Sigma-Aldrich

B8908

α-Benzoin oxime

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)
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
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)
Janice L Hyatt et al.
Journal of medicinal chemistry, 48(17), 5543-5550 (2005-08-19)
Benzil has been identified as a potent selective inhibitor of carboxylesterases (CEs). Essential components of the molecule required for inhibitory activity include the dione moiety and the benzene rings, and substitution within the rings affords increased selectivity toward CEs from
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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Chromatograms

application for HPLC

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