Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

Safety Information

445134

Sigma-Aldrich

2-Hydroxyacetophenone

98%

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
C6H5COCH2OH
CAS Number:
582-24-1
Molecular Weight:
136.15
EC Number:
209-480-8
MDL number:
MFCD00041829
UNSPSC Code:
12352100
PubChem Substance ID:
24868161
NACRES:
NA.22

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

445134-BULK:
445134-1KG:
445134-5G:
445134-VAR:
445134-25G:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCL7349
MKCG1326
MKCD7205
MKCB1231V
MKBV8285V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service