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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.

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)
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)
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
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