ContaminantDB: 4'-(Chloroacetyl)acetanilide

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:24:58 UTC

Update Date

2026-08-17 21:05:33 UTC

Accession Number

CHEM016261

Identification

Common Name

4'-(Chloroacetyl)acetanilide

Class

Small Molecule

Description

An alpha-chloroketone that is acetanilide in the para- position is substituted by a chloroacetyl group.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Acetamido-4-chloroacetylbenzene	ChEBI
1-Acetylamino-4-chloroacetylbenzene	ChEBI
2-Chloro-1-(4-acetamidophenyl)ethanone	ChEBI
4'-Chloroacetyl(acetanilide)	ChEBI
4-Acetaminophenacyl chloride	ChEBI
4-Acetylaminophenacyl chloride	ChEBI
N-[4-(2-Chloroacetyl)phenyl]acetamide	ChEBI
p-(2-Chloroacetyl)acetanilide	ChEBI
p-(Acetylamino)phenacyl chloride	ChEBI
p-Acetamidophenacyl chloride	ChEBI
p-Chloroacetylacetanilide	ChEBI

Chemical Formula

C₁₀H₁₀ClNO₂

Average Molecular Mass

211.650 g/mol

Monoisotopic Mass

211.040 g/mol

CAS Registry Number

140-49-8

IUPAC Name

N-[4-(2-chloroacetyl)phenyl]acetamide

Traditional Name

N-[4-(2-chloroacetyl)phenyl]ethanimidic acid

SMILES

CC(O)=NC1=CC=C(C=C1)C(=O)CCl

InChI Identifier

InChI=1S/C10H10ClNO2/c1-7(13)12-9-4-2-8(3-5-9)10(14)6-11/h2-5H,6H2,1H3,(H,12,13)

InChI Key

VMMDOCYDNRLESP-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
Benzoyl
Aryl alkyl ketone
Monocyclic benzene moiety
Benzenoid
Alpha-chloroketone
Alpha-haloketone
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Hydrocarbon derivative
Alkyl halide
Organonitrogen compound
Organochloride
Organohalogen compound
Alkyl chloride
Organic oxide
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

acetamides (CHEBI:76355 )
aromatic ketone (CHEBI:76355 )
alpha-chloroketone (CHEBI:76355 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	2.13	ALOGPS
logP	2.03	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	5.02	ChemAxon
pKa (Strongest Basic)	0.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.66 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	56.83 m³·mol⁻¹	ChemAxon
Polarizability	20.99 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0490000000-4cd276b625e6f9a647e7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03k9-1950000000-02230a9a0e7de55bcb87	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01b9-2900000000-9c9a0dbb235901b4aab1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0390000000-c877067cf869b8014a38	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-02t9-2930000000-60cf24dde51868929087	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-1900000000-e8f61964da32df04d9f5	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

76355

PubChem Compound ID

8805

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12799687

4'-(Chloroacetyl)acetanilide (CHEM016261)

Structure for CHEM016261: 4'-(Chloroacetyl)acetanilide