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Key Documents

W354805

Sigma-Aldrich

2′-Hydroxyacetophenone

≥98%

Synonym(s):

2-Acetylphenol

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About This Item

Linear Formula:
HOC6H4COCH3
CAS Number:
Molecular Weight:
136.15
FEMA Number:
3548
Beilstein:
386123
EC Number:
Council of Europe no.:
4136
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
7.124
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

Fragrance grade

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009

vapor density

4.7 (vs air)

vapor pressure

~0.2 mmHg ( 20 °C)

Assay

≥98%

refractive index

n20/D 1.558 (lit.)

bp

213 °C/717 mmHg (lit.)

mp

3-6 °C (lit.)

density

1.133 g/mL at 20 °C
1.131 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

Organoleptic

hawthorne; herbaceous; phenolic; sweet

SMILES string

CC(=O)c1ccccc1O

InChI

1S/C8H8O2/c1-6(9)7-4-2-3-5-8(7)10/h2-5,10H,1H3

InChI key

JECYUBVRTQDVAT-UHFFFAOYSA-N

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Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

222.8 °F - closed cup

Flash Point(C)

106 °C - closed cup

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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Daniele Gabriel et al.
Journal of cardiovascular pharmacology, 57(1), 20-27 (2011-01-15)
Isatin (1H-indole-2,3 dione) is an endogenous compound with biological activities. Many of its derivatives have pharmacological effects, including inhibition of cyclic guanosine monophosphate levels in cardiac tissue; sedative-hypnotic profiles; anticonvulsant, analgesic, antithermic, and anti-inflammatory activities; and anxiolytic, antimicrobial, and proapoptotic
Xiao-Feng Wu et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(40), 12595-12598 (2012-08-29)
Flavone of the month: a general and efficient method for the palladium-catalyzed carbonylative synthesis of flavones has been developed. Starting from aryl bromides and 2-hydroxyacetophenones, the corresponding flavones have been isolated in good yields.
Synthesis and pharmacological evaluation of some potential beta-adrenolytics derivated from o-hydroxyacetophenone.
R Cizmáriková et al.
Die Pharmazie, 49(5), 366-367 (1994-05-01)
Shuai Chen et al.
Organic letters, 14(11), 2806-2809 (2012-05-17)
Flavin catalysts perform the first organocatalytic Dakin oxidation of electron-rich arylaldehydes to phenols under mild, basic conditions. Catechols are readily prepared, and the oxidation of 2-hydroxyacetophenone was achieved. Aerobic oxidation is displayed in the presence of Zn(0) as a reducing
R R Zaky et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 81(1), 28-34 (2011-07-26)
Schiff base complexes of Cu(II), Ni(II) and Zn(II) with the o-hydroxyacetophenone [N-(3-hydroxy-2-naphthoyl)] hydrazone (H(2)o-HAHNH) containing N and O donor sites have been synthesized. Both ligand and its metal complexes were characterized by different physicochemical methods, elemental analysis, molar conductivity ((1)H

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