Bromochloroacetic acid (CHEM015934)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-20 14:54:56 UTC
Update Date2016-10-28 10:01:09 UTC
Accession NumberCHEM015934
Identification
Common NameBromochloroacetic acid
ClassSmall Molecule
DescriptionA monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by bromine while a second is replaced by chlorine. A low-melting (27.5-31.5degreeC), hygroscopic crystalline solid, it can be formed during the disinfection (by chlorination) of water that contains bromide ions and organic matter, so can occur in drinking water as a byproduct of the disinfection process.
Contaminant Sources
  • Disinfection Byproducts
  • IARC Carcinogens Group 2B
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
BRCH(CL)CO2HChEBI
BRCH(CL)COOHChEBI
Bromochloroethanoic acidChEBI
Chlorobromoacetic acidChEBI
BromochloroethanoateGenerator
ChlorobromoacetateGenerator
BromochloroacetateGenerator
2-bromo-2-ChloroacetateGenerator
Bromochloroacetic acidMeSH
Chemical FormulaC2H2BrClO2
Average Molecular Mass173.390 g/mol
Monoisotopic Mass171.893 g/mol
CAS Registry NumberNot Available
IUPAC Name2-bromo-2-chloroacetic acid
Traditional Namebromochloroacetic acid
SMILESOC(=O)C(Cl)Br
InChI IdentifierInChI=1S/C2H2BrClO2/c3-1(4)2(5)6/h1H,(H,5,6)
InChI KeyGEHJBWKLJVFKPS-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
  • Organobromide
  • Organohalogen compound
  • Carbonyl group
  • Alkyl halide
  • Alkyl chloride
  • Alkyl bromide
  • 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 Solubility26.4 g/LALOGPS
logP1.11ALOGPS
logP0.79ChemAxon
logS-0.82ALOGPS
pKa (Strongest Acidic)1.97ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity25.44 m³·mol⁻¹ChemAxon
Polarizability10.39 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-38a55d0cb2fbf564fda1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0900000000-be86df2ab6a3755f1490Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ufu-2900000000-1a05e27be3052a2de129Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-926ba08d75278dd3c8aaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-cc371ff162a02a4b3fddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-0900000000-f2a92739dead2cbbc97bSpectrum
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
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID64206
PubChem Compound ID542762
Kegg Compound IDC19212
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10910985
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12075119
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=12830896
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=15686870
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=18075178
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=19340096
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=20839218