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B8681

Sigma-Aldrich

Benzoin

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:
119-53-9
Molecular Weight:
212.24
Beilstein:
391839
EC Number:
204-331-3
MDL number:
MFCD00004496
UNSPSC Code:
12162002
PubChem Substance ID:
24892088
NACRES:
NA.23

Quality Level

100

Assay

98%

form

powder

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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General description

Benzoin is an industrially important chemical that is used as an intermediate in the synthesis of different chemical additives, dyestuff, pharmaceuticals and also as a photoinitiator.

Application

Benzoin may be used as a photoinitiator in the synthesis of biocompatible and degradable hydrogels based on 2-hydroxyethyl (meth)acrylates and gelatin via combined microwave-assisted and photo-polymerization technique.

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
STBK8476
STBK5421
STBJ9925
STBJ3627
STBH9585

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Sigma-Aldrich

D33209

trans-1,4-Diphenyl-2-butene-1,4-dione

Alkaline modified g-C3N4 photocatalyst for high selective oxide coupling of benzyl alcohol to benzoin.
Sun X, et al.
Applied Catalysis. B, Environmental, 220, 553-560 (2018)
The innovative combined microwave-assisted and photo-polymerization technique for synthesis of the novel degradable hydroxyethyl (meth) acrylate/gelatin based scaffolds.
Babic MM, et al.
Materials Letters, 213, 236-240 (2018)
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)
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
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