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445134

Sigma-Aldrich

2-Hydroxyacetophenone

98%

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About This Item

Fórmula lineal:
C6H5COCH2OH
Número de CAS:
582-24-1
Peso molecular:
136.15
EC Number:
209-480-8
MDL number:
MFCD00041829
UNSPSC Code:
12352100
PubChem Substance ID:
24868161
NACRES:
NA.22
assay:
98%

Quality Level

100

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
GHS07

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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Certificados de análisis (COA)

Lot/Batch Number
MKCL7349
MKCG1326
MKCD7205
MKCB1231V
MKBV8285V

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Ying-Heng Chen et al.
Journal of agricultural and food chemistry, 65(19), 3965-3974 (2017-04-30)
4-[2-(t-Butylamino)-1-hydroxyethyl]phenol (buctopamine, 4), a new β
Na Li et al.
Molecules (Basel, Switzerland), 25(14) (2020-07-28)
Fluorophores with aggregation-induced emission enhancement (AIEE) characteristics applied in bioimaging have attracted more and more attention in recent years. In this work, a series of flavanone compounds with AIEE characteristics was developed and applied to fluorescence imaging of mitochondria and
Resonance Raman intensity analysis of the excited-state proton transfer in 2-hydroxyacetophenone.
Peteanu LA and Mathies RA.
The Journal of Physical Chemistry, 96(17), 6910-6916 (1992)
Chromium, molybdenum and ruthenium complexes of 2-hydroxyacetophenone Schiff bases
Ali SA, et al.
Journal of Coordination Chemistry, 55(10), 1161-1170 (2002)
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
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