ChemFOnt: Showing chemical card for 4'-Hydroxyacetophenone (CFc000335433)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:27:59 UTC

Chemfont ID

CFc000335433

Molecule Identification

Common Name

4'-Hydroxyacetophenone

Definition

4'-hydroxyacetophenone, also known as (4-hydroxyphenyl)ethan-1-one or 4-acetylphenol, is a member of the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 4'-hydroxyacetophenone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 4'-hydroxyacetophenone is a mild, sweet, and balsam tasting compound found in sweet orange, which makes 4'-hydroxyacetophenone a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(4-Hydroxyphenyl)ethan-1-one	ChEBI
4-Acetylphenol	ChEBI
4-Hydroxyacetophenone	ChEBI
Methyl p-hydroxyphenyl ketone	ChEBI
p-Hydroxyacetophenone	ChEBI
p-Hydroxyphenyl methyl ketone	ChEBI
Para-hydroxyacetophenone	ChEBI
1-(4-Hydroxyphenyl)ethanone	MeSH
Piceol	MeSH
1-(4-Hydroxyphenyl)-1-ethanone	PhytoBank
4-Acetophenol	PhytoBank
4-Hydroxyphenyl methyl ketone	PhytoBank
4-Hydroxyphenylethanone	PhytoBank
4'-Hydroxyacetophenone	PhytoBank
4’-Hydroxyacetophenone	PhytoBank
Methyl 4-hydroxyphenyl ketone	PhytoBank
p-Acetophenol	PhytoBank
p-Acetylphenol	PhytoBank

Chemical Formula

C₈H₈O₂

Average Molecular Weight

136.1479

Monoisotopic Molecular Weight

136.0524295

IUPAC Name

1-(4-hydroxyphenyl)ethan-1-one

Traditional Name

4-hydroxyacetophenone

CAS Registry Number

99-93-4

SMILES

CC(=O)C1=CC=C(O)C=C1

InChI Identifier

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

InChI Key

TXFPEBPIARQUIG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Acetophenone
Aryl alkyl ketone
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monohydroxyacetophenone (CHEBI:28032 )
an aromatic compound (CPD-10598 )
a methyl-ethyl-ketone (CPD-10598 )

Functional Ontology

Sweet

Disposition

Source

Exogenous

Exogenous (FooDB: )

Food

Fruit

Citrus

Sweet orange (FooDB: FOOD00057)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.02 g/L	ALOGPS
logP	1.62	ALOGPS
logP	1.23	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	7.79	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	38.44 m³·mol⁻¹	ChemAxon
Polarizability	14.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon