Chloroacetic acid (CHEM004051)

Record Information
Version1.0
Creation Date2016-05-19 01:33:26 UTC
Update Date2026-08-22 09:35:49 UTC
Accession NumberCHEM004051
Identification
Common NameChloroacetic acid
ClassSmall Molecule
Description
A chlorocarboxylic acid that is acetic acid carrying a 2-chloro substituent.
Contaminant Sources
  • Clean Air Act Chemicals
  • Disinfection Byproducts
  • EAFUS Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Human Neurotoxin
Chemical Structure
MOLSDF3D SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
2-Chloro-acetic acidChEBI
2-Chloro-ethanoic acidChEBI
2-Chloroacetic acidChEBI
Acide chloracetiqueChEBI
Acide chloroacetiqueChEBI
Acide monochloracetiqueChEBI
alpha-Chloro-acetic acidChEBI
CAAChEBI
Chloracetic acidChEBI
Chloroethanoic acidChEBI
MonochloressigsaeureChEBI
Monochloroacetic acidChEBI
Monochloroethanoic acidChEBI
AcetocaustinKegg
2-Chloro-acetateGenerator
2-Chloro-ethanoateGenerator
2-ChloroacetateGenerator
a-Chloro-acetateGenerator
a-Chloro-acetic acidGenerator
alpha-Chloro-acetateGenerator
Α-chloro-acetateGenerator
Α-chloro-acetic acidGenerator
ChloracetateGenerator
ChloroethanoateGenerator
MonochloroacetateGenerator
MonochloroethanoateGenerator
ChloroacetateGenerator
AcidomonocloroaceticoHMDB
alpha-Chloroacetic acidHMDB
CH2ClCOOHHMDB
Chloro-acetic acidHMDB
ChloroaceticHMDB
Chloroacetic acid (80% or less)HMDB
Chloroacetic acid crystallineHMDB
Chloroacetic acid, acsHMDB
Chloroacetic acid, liquidHMDB
Chloroacetic acid, moltenHMDB
Chloroacetic acid, solidHMDB
Chloroacetic acid, solid (dot)HMDB
Chloroacetic-acidHMDB
MCAHMDB
MonochloorazijnzuurHMDB
Monochloracetic acidHMDB
Monochloracetic acidacide monochloracetiqueHMDB
Sjphlqdiktp@HMDB
Chloroacetic acid, calcium saltHMDB
Chloroacetic acid, sodium (2:1) saltHMDB
Chloroacetic acid, sodium (5:2) saltHMDB
Chloroacetic acid, ammonium (2:1) saltHMDB
Chloroacetic acid, aluminum saltHMDB
Chloroacetic acid, ammonium saltHMDB
Chloroacetic acid, potassium (2:1) saltHMDB
Chloroacetic acid, silver saltHMDB
Chloroacetic acid, sodium saltHMDB
SODIUM chloroacetATEHMDB
Chloroacetic acid, calcium (3:1) saltHMDB
Chloroacetic acid, potassium saltHMDB
Chloroacetic acidMeSH
Chemical FormulaC2H3ClO2
Average Molecular Mass94.497 g/mol
Monoisotopic Mass93.982 g/mol
CAS Registry Number79-11-8
IUPAC Name2-chloroacetic acid
Traditional Namechloroacetic acid
SMILESOC(=O)CCl
InChI IdentifierInChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5)
InChI KeyFOCAUTSVDIKZOP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-halocarboxylic acids. These are carboxylic acids containing a halogen atom bonded to the alpha carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAlpha-halocarboxylic acids and derivatives
Direct ParentAlpha-halocarboxylic acids
Alternative Parents
Substituents
  • Alpha-halocarboxylic acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Carbonyl group
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility280 g/LALOGPS
logP0.18ALOGPS
logP0.31ChemAxon
logS0.47ALOGPS
pKa (Strongest Acidic)3.06ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity17.4 m³·mol⁻¹ChemAxon
Polarizability7.33 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0031331
FooDB IDFDB003394
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCHLOROACETIC-ACID
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkChloroacetic acid
Chemspider ID10772140
ChEBI ID27869
PubChem Compound ID300
Kegg Compound IDC06755
YMDB IDNot Available
ECMDB IDM2MDB004363
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
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2. https://www.ncbi.nlm.nih.gov/pubmed/?term=15033542
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=16647117
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5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23103613
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25451595
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