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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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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)
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)
Direct copper-catalyzed α-arylation of benzyl phenyl ketones with aryl iodides: route towards tamoxifen.
Grégory Danoun et al.
Angewandte Chemie (International ed. in English), 51(51), 12815-12819 (2012-11-13)
Yankai Liu et al.
Organic letters, 14(5), 1310-1313 (2012-03-03)
Expanding upon the recently developed aminocatalytic asymmetric indole-2,3-quinodimethane strategy, a straightforward synthesis of structurally and stereochemically complex tetrahydrocarbazoles has been devised. The chemistry's complexity-generating power was further harnessed by designing a multicatalytic, one-pot Diels-Alder/benzoin reaction sequence to stereoselectively access trans-fused
Jun He et al.
Electrophoresis, 32(10), 1164-1175 (2011-04-19)
In the present work we report, for the first time, the successful on-line coupling of chiral MEKC (CMEKC) to atmospheric pressure photoionization MS (APPI-MS). Four structurally similar neutral test solutes (e.g. benzoin (BNZ) derivatives) were successfully ionized by APPI-MS. The
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