ContaminantDB: 2,2-Dichloropropionic acid

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

Record Information

Version

1.0

Creation Date

2016-05-19 01:32:50 UTC

Update Date

2016-11-09 01:09:16 UTC

Accession Number

CHEM004028

Identification

Common Name

2,2-Dichloropropionic acid

Class

Small Molecule

Description

Dalapon is a selective herbicide used to control perennial grasses. The major use of dalapon is on food crops including sugarcane and sugar beets.Its use is no longer authorized in France.The National Institute for Occupational Safety and Health in the United States has identified it as a potential workplace hazard. The recommended time-weighted average exposure limit is 6 milligrams per cubic meter during a 10-hour workday.Exposure to dalapon affects the eyes, central nervous system, digestive system, respiratory system, and skin. Dalapon can be absorbed through inhalation, eye contact, skin contact, or by ingesting it. The symptoms of dalapon exposure include eye irritation, central nervous system depression, bradycardia, vomiting, diarrhea, loss of appetite, fatigue, burn, upper respiratory irritation, and skin irritation. First aid measures for exposure include artificial respiration, immediate eye irrigation, and immediate washing with water. Immediate medical attention should be sought if dalapon is ingested.

Contaminant Sources

Clean Air Act Chemicals
HPV EPA Chemicals
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,2-DPA	Kegg
2,2-Dichloropropanoic acid	Kegg
2,2-Dichloropropanoate	Generator
2,2-Dichloropropionate	Generator
Dalapon, magnesium salt	MeSH
Dalapon, ammonium salt	MeSH
Dalapon, sodium salt	MeSH
Dalapon	MeSH
Dalapon-magnesium	MeSH
Dalapon-sodium	MeSH
Dalapon, calcium salt	MeSH

Chemical Formula

C₃H₄Cl₂O₂

Average Molecular Mass

142.960 g/mol

Monoisotopic Mass

141.959 g/mol

CAS Registry Number

75-99-0

IUPAC Name

2,2-dichloropropanoic acid

Traditional Name

dalapon

SMILES

CC(Cl)(Cl)C(O)=O

InChI Identifier

InChI=1S/C3H4Cl2O2/c1-3(4,5)2(6)7/h1H3,(H,6,7)

InChI Key

NDUPDOJHUQKPAG-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Alpha-halocarboxylic acids and derivatives

Direct Parent

Alpha-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 Framework

Aliphatic acyclic compounds

External Descriptors

carboxylic acid (CHEBI:81859 )
organohalogen compound (CHEBI:81859 )
Pesticides (C18600 )

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	3.92 g/L	ALOGPS
logP	1.18	ALOGPS
logP	1.54	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	2.63	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	27.62 m³·mol⁻¹	ChemAxon
Polarizability	11.18 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0005-9500000000-0f50ba2579c2c559b5f3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0007-6900000000-1280c10dc9ce1d837975	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-25bc641ea12b342bffcb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0900000000-261aeee57f5c82a5307c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-1900000000-c4fb005590dede07e831	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-3900000000-2faf7ae0c7f14582e20a	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

Dalapon

Chemspider ID

Not Available

ChEBI ID

Not Available

PubChem Compound ID

6418

Kegg Compound ID

C18600

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

2,2-Dichloropropionic acid (CHEM004028)

Structure for CHEM004028: 2,2-Dichloropropionic acid