278564
4′-Hydroxyacetophenone
99%
Synonym(s):
4-Hydroxyphenylethanone, p-Acetophenol, p-Hydroxyphenyl methyl ketone, Piceol
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About This Item
Linear Formula:
HOC6H4COCH3
CAS Number:
Molecular Weight:
136.15
Beilstein:
774355
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
99%
form
solid
bp
147-148 °C/3 mmHg (lit.)
mp
109-111 °C (lit.)
solubility
95% ethanol: 5%, colorless to faintly yellow
functional group
ketone
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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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.
Signal Word
Warning
Hazard Statements
Precautionary 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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Colbie R Chinowsky et al.
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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
Wiebke Zander et al.
Journal of natural products, 74(6), 1358-1363 (2011-05-20)
A family of six novel p-hydroxyacetophenone amides, 1-6, was isolated from Cystobacter ferrugineus, strain Cb G35. Their structures were elucidated by ESI-TOF mass spectrometry and NMR spectroscopy. Feeding experiments with labeled [¹³C₉,¹⁵N]-tyrosine and [d₁₀]-leucine identified the biosynthetic precursors of 1.
Xiao Yao et al.
Analytical and bioanalytical chemistry, 388(2), 475-481 (2007-03-03)
Capillary electrophoresis with electrochemical detection has been employed for the determination of p-hydroxyacetophenone, chlorogenic acid, and caffeic acid in Herba Artemisiae Scopariae (the dried sprout of Artemisia scoparia Waldst. et Kit.). The effects of several important factors, such as the
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