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Merck
CN

B8681

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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24892088
EC Number:
204-331-3
Beilstein/REAXYS Number:
391839
MDL number:
MFCD00004496

Key Documents

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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

98%

form

powder

bp

194 °C/12 mmHg (lit.)

mp

134-138 °C (lit.)

Quality Level

100

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

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB7569
STBL3756
STBK8476
STBK5421
STBJ9925

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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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