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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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