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Merck

399396

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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
204-331-3
Beilstein/REAXYS Number:
391839
MDL number:
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Product Name

Benzoin, purified by sublimation, ≥99.5%

InChI key

ISAOCJYIOMOJEB-UHFFFAOYSA-N

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

SMILES string

OC(c1ccccc1)C(=O)c2ccccc2

assay

≥99.5%

form

powder

purified by

sublimation

bp

194 °C/12 mmHg (lit.)

mp

134-138 °C (lit.)

Quality Level

Gene Information

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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)


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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
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
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)
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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