Record Information
Version1.0
Creation Date2009-03-06 18:58:11 UTC
Update Date2026-03-26 19:48:23 UTC
Accession NumberCHEM000147
Identification
Common Name1,1-Dichloroethane
ClassSmall Molecule
Description1,1-Dichloroethane is a colorless, oily, man-made liquid. It evaporates quickly at room temperature and has an odor like ether. 1,1-Dichloroethane burns easily. When 1,1-dichloroethane is released to the environment, it usually exists as a vapor rather than a liquid. It is used primarily to make 1,1,1-trichloroethane and a number of other chemicals. It is also used to dissolve other substances such as paint, varnish and finish removers, and to remove grease. 1,1-Dichloroethane was used as a surgical anesthetic, but is no longer. (2)
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Industrial Precursor/Intermediate
  • Industrial/Workplace Toxin
  • Organic Compound
  • Organochloride
  • Pollutant
  • Solvent
  • Synthetic Compound
Chemical Structure
Thumb
Synonyms
ValueSource
11-Dichloro-ethaneHMDB
Chemical FormulaC2H4Cl2
Average Molecular Mass98.959 g/mol
Monoisotopic Mass97.969 g/mol
CAS Registry Number75-34-3
IUPAC Name1,1-dichloroethane
Traditional Name1,1-dichloroethane
SMILESCC(Cl)Cl
InChI IdentifierInChI=1S/C2H4Cl2/c1-2(3)4/h2H,1H3
InChI KeySCYULBFZEHDVBN-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as organochlorides. Organochlorides are compounds containing a chemical bond between a carbon atom and a chlorine atom.
KingdomOrganic compounds
Super ClassOrganohalogen compounds
ClassOrganochlorides
Sub ClassNot Available
Direct ParentOrganochlorides
Alternative Parents
Substituents
  • Hydrocarbon derivative
  • Organochloride
  • Alkyl halide
  • Alkyl chloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateLiquid
AppearanceNot Available
Experimental Properties
PropertyValue
Melting Point-96.9°C
Boiling Point57.2°C
Solubility5.04 mg/mL at 25 °C [HORVATH,AL et al. (1999)]
Predicted Properties
PropertyValueSource
Water Solubility6.97 g/LALOGPS
logP1.72ALOGPS
logP1.52ChemAxon
logS-1.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity21.28 m³·mol⁻¹ChemAxon
Polarizability8.39 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01ot-9000000000-3c3d76675bad67699742Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9000000000-b6d72fd467e596ec96f6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9000000000-8f205665f44a6e79a5f5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dj-9000000000-7837255eab2164aca986Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-cb22ed7a81fc38732cd6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9000000000-279172eb1039d009fcddSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01ot-9000000000-c7f4387f433ba0e6ec25Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9000000000-ac417a5512699ef64ae0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-9000000000-49da63999fce36878c51Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9000000000-49da63999fce36878c51Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-9000000000-deb194710a62957830f5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9000000000-d01080a77ddd6b4d7fc9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-3951e1471f3ff5c57728Spectrum
MSMass Spectrum (Electron Ionization)splash10-03di-9000000000-35b7e5d0d8a407d09bacSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of Exposure Inhalation (3) ; oral (3) ; dermal (3) ; eye contact (3)
Mechanism of ToxicityThe limited information available about 1,1-dichloroethane suggests that it may be nephrotoxic, fetotoxic, and possibly carcinogenic. 1,1-Dichloroethane has been observed to enhance cell transformation and results suggest that 1,1-dichloroethane or a metabolite can bind to cellular macromolecules such as DNA. It had been reported that 1,1-dichloroethane binds to nucleic acids and proteins in vivo and in vitro. This binding is also mediated by the liver cytochrome-P-450 system. Phenobarbital enhances the extent of covalent macromolecular binding. Hence, metabolites of 1,1-dichloroethane bind to the DNA, RNA, and tissue proteins. (2)
MetabolismAfter absorption, 1,1-dichloroethane is distributed to the liver, kidney, lung, and stomach. In general, the identification of specific metabolites and the monitoring of enzyme activities indicate that the biotransformation of 1,1-dichloroethane is mediated by hepatic microsomal cytochrome P-450 system. Metabolism of 1,1-dichloroethane by hepatic microsomes results in the production of acetic acid as the major metabolite and 2,2-dichloroethanol, mono-, and dichloroacetic acid as minor metabolites. The initial steps in the metabolism of 1,1-dichloroethane were proposed to involve cytochrome P-450-dependent hydroxylations at either carbon. Hydroxylation at C-l would result in the production of an unstable alpha-haloalcohol, which can lose HCl to yield acetyl chloride. An alternative, but less favorable reaction, would be a chlorine shift to yield chloroacetyl chloride. These acyl chlorides can react with water to generate free acids or react with cellular constituents. Hydroxylation at C-2 would produce 2,2-dichloroethanol, which would undergo subsequent oxidation to dichloroacetaldehyde and dichloroacetic acid. 1,1-dichloroethane metabolites are excreted in urine and breathed out air. (2)
Toxicity ValuesLD50: 750 mg/kg (Oral, Rat) (7) LD50: 14.1 g/kg (Oral, Rat) (8)
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity (not listed by IARC). (1)
Uses/Sources1,1-Dichloroethane is used primarily to make 1,1,1-trichloroethane and a number of other chemicals. It is also used to dissolve other substances such as paint, varnish and finish removers, and to remove grease. Exposure may results from breathing air containing vapors of 1,1-dichloroethane, drinking contaminated water, and through eye and skin contact. (2)
Minimum Risk LevelNot Available
Health Effects1,1-dichloroethane can cause kidney disease after long-term, high-level exposure in the air. It is also known to cause liver damage, as well as central nervous system depression. 1,1-Dichloroethane can cause dermatitis on prolonged dermal exposure. (2, 6)
SymptomsBurning sensation, cough, drowsiness, headache, nausea, dullness, salivation, sneezing, and vomiting can follow inhnalation or ingestion of 1,1-dichloroethane. Eye exposure can lead to redness and pain of the contact surface. Dermal exposure can lead to roughness and dry skin. has very little effect on the skin. Especially, persons with existing skin disorders may be more susceptible to the effects of this agent. (3, 5)
TreatmentFollowing oral exposure, immediately dilute with 4 to 8 ounces (120 to 240 mL) of water or milk and administer charcoal as a slurry (240 mL water/30 g charcoal). Consider insertion of a small, flexible nasogastric or orogastric tube to suction gastric contents after recent large ingestions (the risk of further mucosal injury must be weighed against potential benefits). Following inhalation exposure, Move patient to fresh air. Monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. After eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. If the exposure occurs through dermal contact, remove contaminated clothing and wash exposed area thoroughly with soap and water. In any case, a physician may need to examine the area if irritation or pain persists. (4)
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0244020
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia Link1,1-Dichloroethane
Chemspider ID6125
ChEBI IDNot Available
PubChem Compound ID6365
Kegg Compound IDC18247
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26.