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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

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
Qiu-Fen Hu et al.
Journal of natural products, 76(10), 1854-1859 (2013-09-26)
Eight new C-4-alkylated deoxybenzoins (1-8), three new diphenylethylenes (9-11), and five known diphenylethylenes were isolated from Arundina graminifolia. The structures of 1-11 were elucidated by spectroscopic methods including extensive 1D and 2D NMR techniques. Compounds 9-11 are the first naturally
Structures and reactivities of O-methylated Breslow intermediates.
Biplab Maji et al.
Angewandte Chemie (International ed. in English), 51(41), 10408-10412 (2012-09-13)
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
Umpolung by N-heterocyclic carbenes: generation and reactivity of the elusive 2,2-diamino enols (Breslow intermediates).
Albrecht Berkessel et al.
Angewandte Chemie (International ed. in English), 51(49), 12370-12374 (2012-10-20)
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Chromatograms

application for HPLC

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