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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-802-8
Beilstein/REAXYS Number:
774355
MDL number:
Assay:
99%
Form:
solid
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.
signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 3 - Eye Irrit. 2
wgk
WGK 1
flash_point_f
330.8 °F
flash_point_c
166 °C
ppe
dust mask type N95 (US), Eyeshields, Gloves
Storage Class
11 - Combustible Solids
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Colbie R Chinowsky et al.
Molecular biology of the cell, 31(25), 2803-2815 (2020-10-08)
Brush border microvilli enable functions that are critical for epithelial homeostasis, including solute uptake and host defense. However, the mechanisms that regulate the assembly and morphology of these protrusions are poorly understood. The parallel actin bundles that support microvilli have
Synthesis of 1-Aryl-3-phenethylamino-1-propanone hydrochlorides as possible potent cytotoxic agents.
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
Mariëlle J H Moonen et al.
Journal of bacteriology, 190(15), 5190-5198 (2008-05-27)
The catabolism of 4-hydroxyacetophenone in Pseudomonas fluorescens ACB is known to proceed through the intermediate formation of hydroquinone. Here, we provide evidence that hydroquinone is further degraded through 4-hydroxymuconic semialdehyde and maleylacetate to beta-ketoadipate. The P. fluorescens ACB genes involved
N Vrchotová et al.
Environmental pollution (Barking, Essex : 1987), 131(1), 55-59 (2004-06-24)
The amount of catechin and 4-hydroxyacetophenone in the methanolic extract of the Norway spruce needles at the locality Bílý Kríz (Moravian-Silesian Beskydy Mts.) was found in the range 2.8-12.1 mg g(-1) (dry weight) and 0.2-17.7 mg g(-1) (dry weight), respectively.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 278564-500G | 04061826203613 |
| 278564-5G | 04061826203620 |
| 278564-100G | 04061826203590 |
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