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Merck

445134

Sigma-Aldrich

2-Hydroxyacetophenone

98%

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About This Item

Fórmula lineal:
C6H5COCH2OH
Número de CAS:
Peso molecular:
136.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

86-89 °C (lit.)

functional group

hydroxyl
ketone
phenyl

SMILES string

OCC(=O)c1ccccc1

InChI

1S/C8H8O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,9H,6H2

InChI key

ZWVHTXAYIKBMEE-UHFFFAOYSA-N

Application

2-Hydroxyacetophenone can be used as a starting material for the synthesis of:
  • Enantioselective 1R-phenyl-1,2-ethanediol in the presence of a rhodium(III) catalyst by asymmetric transfer hydrogenation.
  • Copper(II) complexes of 2-hydroxyacetophenone N-substituted thiosemicarbazones.
  • Chromium, molybdenum, and ruthenium complexes of 2-hydroxyacetophenone Schiff bases.
  • 2-Hydroxyacetophenone-aroyl hydrazone derivatives for inhibition of copper corrosion in nitric acid.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Visite la Librería de documentos

Synthetic studies on optically active Schiff-base ligands derived from condensation of 2-hydroxyacetophenone and chiral diamines.
Gao WT and Zheng Z.
Molecules (Basel), 7(7), 511-516 (2002)
2-Hydroxyacetophenone-aroyl hydrazone derivatives as corrosion inhibitors for copper dissolution in nitric acid solution
AS Fouda, et al.
Bulletin of the Korean Chemical Society,, 21(11), 1085-1089 (2000)
Solvent-free microwave-assisted Beckmann rearrangement of benzaldehyde and 2-hydroxyacetophenone oximes.
Loupy A and Regnier S.
Tetrahedron Letters, 40(34), 6221-6224 (1999)
Mateusz Łużny et al.
Molecules (Basel, Switzerland), 24(17) (2019-09-05)
Biotransformations were performed on eight selected yeast strains, all of which were able to selectively hydrogenate the chalcone derivatives 3-(2"-furyl)- (1) and 3-(2"-thienyl)-1-(2'-hydroxyphenyl)-prop-2-en-1-one (3) into 3-(2"-furyl)- (2) and 3-(2"-thienyl)-1-(2'-hydroxyphenyl)-propan-1-one (4) respectively. The highest efficiency of hydrogenation of the double bond
A stereochemically well-defined rhodium (III) catalyst for asymmetric transfer hydrogenation of ketones
Matharu DS, et al.
Organic Letters, 7(24), 5489-5491 (2005)

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