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Sigma-Aldrich

4′-Hydroxyacetophenone

99%

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Synonym(s):
4-Hydroxyphenylethanone, p-Acetophenol, p-Hydroxyphenyl methyl ketone, Piceol
Linear Formula:
HOC6H4COCH3
CAS Number:
Molecular Weight:
136.15
Beilstein:
774355
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

solid

bp

147-148 °C/3 mmHg (lit.)

mp

109-111 °C (lit.)

solubility

95% ethanol: 5%, colorless to faintly yellow

SMILES string

CC(=O)c1ccc(O)cc1

InChI

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

InChI key

TXFPEBPIARQUIG-UHFFFAOYSA-N

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1 of 4

This Item
PHR1971W4330558.04311
Acetaminophen Impurity E Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1971

Acetaminophen Impurity E

form

solid

form

-

form

-

form

powder

bp

147-148 °C/3 mmHg (lit.)

bp

147-148 °C/3 mmHg (lit.)

bp

147-148 °C/3 mmHg (lit.)

bp

-

mp

109-111 °C (lit.)

mp

109-111 °C (lit.)

mp

109-111 °C (lit.)

mp

105-108 °C

solubility

95% ethanol: 5%, colorless to faintly yellow

solubility

-

solubility

-

solubility

-

Quality Level

200

Quality Level

300

Quality Level

400

Quality Level

200

General description

Molecular dynamics simulation study of the two known polymorphs of 4′-hydroxyacetophenone (form I, monoclinic; form II, orthorhombic) has been described.

Application

4′-Hydroxyacetophenone has been used as ketone component in the preparation of 1-aryl-3-phenethylamino-1-propanone hydrochlorides, potential cytotoxic agents, via Mannich reactions.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(F)

330.8 °F

Flash Point(C)

166 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

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Ebru Mete et al.
Molecules (Basel, Switzerland), 12(12), 2579-2588 (2008-02-09)
1-Aryl-3-phenethylamino-1-propanone hydrochlorides 1-10, which are potentialpotent cytotoxic agents, were synthesized via Mannich reactions using paraformaldehyde,phenethylamine hydrochloride as the amine component and acetophenone, 4'-methyl-, 4'-methoxy-, 4'-chloro-, 4'-fluoro-, 4'-bromo-, 2',4'-dichloro-, 4'-nitro-, 4'-hydroxyacetophenone or 2-acetylthiophene as the ketone component. Yields were in the87-98
Carlos E S Bernardes et al.
The journal of physical chemistry. B, 116(17), 5179-5184 (2012-04-12)
A molecular dynamics simulation study of the two known polymorphs of 4′-hydroxyacetophenone (HAP; form I, monoclinic; form II, orthorhombic) is described. The modeling of the lattice energetics was found to be particularly sensitive to the atomic point charge (APC) selection
Colbie R Chinowsky et al.
Molecular biology of the cell, 31(25), 2803-2815 (2020-10-08)
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Lars Wöhlbrand et al.
Journal of bacteriology, 190(16), 5699-5709 (2008-06-10)
The denitrifying "Aromatoleum aromaticum" strain EbN1 was demonstrated to utilize p-ethylphenol under anoxic conditions and was suggested to employ a degradation pathway which is reminiscent of known anaerobic ethylbenzene degradation in the same bacterium: initial hydroxylation of p-ethylphenol to 1-(4-hydroxyphenyl)-ethanol
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Bioscience, biotechnology, and biochemistry, 71(5), 1220-1229 (2007-05-09)
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