Record Information
Version1.0
Creation Date2009-03-06 18:58:14 UTC
Update Date2026-05-14 19:31:32 UTC
Accession NumberCHEM000166
Identification
Common NameChloroethane
ClassSmall Molecule
DescriptionChloroethane, also called ethyl chloride, is a colorless gas at room temperature and pressure, with a characteristically sharp odor. People can smell chloroethane in the air at levels above 4 parts chloroethane in a million parts of air by volume (ppm). It can be smelled in water at levels above 0.02 parts chloroethane in a million parts of water (ppm). In pressurized containers, chloroethane exists as a liquid. However, the liquid evaporates quickly when exposed to air. It catches fire easily and is very dangerous when exposed to heat or flame. Chloroethane does not occur naturally in the environment. It is present in the environment as a result of human activity. In the past, the largest single use for chloroethane was for the production of tetraethyl lead, which is a gasoline additive. However, production of chloroethane has decreased dramatically as a result of stricter government regulations controlling lead in gasoline. Other applications include use in the production of ethyl cellulose, dyes, medicinal drugs, and other commercial chemicals, and use as a solvent and refrigerant. It is used to numb skin prior to medical procedures such as ear piercing and skin biopsies, and it is used in the treatment of sports injuries. (3)
Contaminant Sources
  • Clean Air Act Chemicals
  • EAFUS Chemicals
  • HPV EPA Chemicals
  • IARC Carcinogens Group 3
  • OECD HPV Chemicals
  • OSHA Hazardous Chemicals
  • T3DB toxins
Contaminant Type
  • Household Toxin
  • Human Neurotoxin
  • Industrial Precursor/Intermediate
  • Industrial/Workplace Toxin
  • Organic Compound
  • Organochloride
  • PMT
  • Pollutant
  • Synthetic Compound
Chemical Structure
Thumb
Synonyms
ValueSource
1-ChloroethaneChEBI
Aethylii chloridumChEBI
AethylchloridChEBI
C2H5CLChEBI
ChloraethanChEBI
ChlorethylChEBI
EtClChEBI
mono-ChloroethaneChEBI
MonochlorethaneChEBI
MonochloroethaneChEBI
Muriatic etherChEBI
Chemirosa, cloretiloMeSH
Gebauer ethyl chlorideMeSH
Gebauer's ethyl chlorideMeSH
Chloride, ethylMeSH
Cloretilo chemirosaMeSH
WariActivMeSH
Chloraethyl dr. henningMeSH
Gebauers ethyl chlorideMeSH
Ethyl chlorideChEBI
Ern brand OF ethyl chlorideMeSH
Gebauer brand OF ethyl chlorideMeSH
Ritter brand OF ethyl chlorideMeSH
Henning walldorf brand OF ethyl chlorideMeSH
Chemical FormulaC2H5Cl
Average Molecular Mass64.514 g/mol
Monoisotopic Mass64.008 g/mol
CAS Registry Number75-00-3
IUPAC Namechloroethane
Traditional Nameethyl chloride
SMILESCCCl
InChI IdentifierInChI=1S/C2H5Cl/c1-2-3/h2H2,1H3
InChI KeyHRYZWHHZPQKTII-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
Applications
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateGas
AppearanceNot Available
Experimental Properties
PropertyValue
Melting Point-138.7°C
Boiling PointNot Available
Solubility6.71 mg/mL at 25 °C [HORVATH,AL et al. (1999)]
Predicted Properties
PropertyValueSource
Water Solubility14.1 g/LALOGPS
logP1.47ALOGPS
logP1.19ChemAxon
logS-0.66ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity16.06 m³·mol⁻¹ChemAxon
Polarizability6.42 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004i-9000000000-189a942366091e0718c5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9000000000-4ebb55acce146f8b18b7Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-9000000000-344429f368435644d523Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-9000000000-ff8ba6a1cf5cd85d51e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-016r-9000000000-8f9064b7e272fb20eda5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-9000000000-351a762c6fc3dee4c33cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-9000000000-2c33af82cafddccc3d56Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-9000000000-97065b07abf1a3f8c6edSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-9000000000-34ef963de96f69d59b37Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-9000000000-ccbcadecc1a8a92cafbbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03fr-9000000000-2bf56a2252ff6edcbcf8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-9000000000-23a70a049fbaf7901cd4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9000000000-c2fa753da65a4bac80a1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9000000000-c2fa753da65a4bac80a1Spectrum
MSMass Spectrum (Electron Ionization)splash10-004i-9000000000-11f0eb48855aebd37893Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureInhalation (3) ; dermal (3) ; eye contact (3) ; oral (3)
Mechanism of ToxicityChloroethane targets the central nervous system and the heart. The lipophilicity of chloroethane suggests it acts upon the lipid layer of cellular membrane or the hydrophobic areas of specific membrane-bound cellular proteins. Euphoria and excitement resulting from the effects of chloroethane on the central nervous system induice catecholamine release. At levels adequate to induce anesthesia, chloroethane sensitizes the heart to the effects of catecholamines. This sensitization, along with asphyxia and hypoxia, can cause arrhythmias, and death. (3)
MetabolismBecause chloroethane is a small lipophilic compound, simple diffusion accounts for its absorption across membranes, and its higher affinity for lipids determines its distribution. Metabolism of chloroethane is believed to occur exclusively in the liver. The two major pathways are the production of acetaldehyde by cytochrome P450, and conjugation of chloroethane with glutathione to form S-ethyl-glutathione (catalyzed by glutathione S-transferase). The P450 enzyme CYP2El is responsible for chloroethane metabolism. The latter reaction is catalyzed by glutathione-S-transferase enzymes. Acetaldehyde is rapidly metabolized to acetic acid by aldehyde dehydrogenase. S-ethyl-glutathione can be furhter metabolized to S-ethyl-N-acety-L-cysteine (by γ-glutamyltranspeptidase, cysteinyl glycinase, and N-acetyltransferase, NAT) or S-ethyl-L-cysteine (by γ-glutamyltranspeptidase and cysteinyl glycinase). Chloroethane is eliminated from the body by pulmonary exhalation. (3)
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)3, not classifiable as to its carcinogenicity to humans. (2)
Uses/SourcesIn the past, the largest single use for chloroethane was for the production of tetraethyl lead, which is a gasoline additive. However, production of chloroethane has decreased dramatically as a result of stricter government regulations controlling lead in gasoline. Other applications include use in the production of ethyl cellulose, dyes, medicinal drugs, and other commercial chemicals, and use as a solvent and refrigerant. It is used to numb skin prior to medical procedures such as ear piercing and skin biopsies, and it is used in the treatment of sports injuries. Exposure may result from breathing air containing chloroethane vapor, drinking water containing chloroethane, and through skin or eye contact. (3)
Minimum Risk LevelAcute Inhalation: 15 ppm (Mouse) (3)
Health EffectsChloroethane poisoning may cause liver and kidney damage. Decreased defensive responses against illness, neurological effects following inhalation, effects on the nervous system, and cardiac depression can result from the exposure to this toxin. Moreover, respiratory paralysis and toxic injury to the heart have been reported following anesthesia with chloroethane. (3)
SymptomsSeveral sypmtoms can be manifested after inhalation of chloroethane, such as Jerking eye movements, an inability to control muscles in voluntary movements, difficulty in speaking clearly, an inability to perform finger tapping exercises, sluggish lower limb reflexes, seizures, difficulties in walking, disorientation, short-term memory loss, and hallucinations affecting sight and hearing. Moreover, dizziness, headache, feelings of drunkenness, nausea, vomiting, and abdominal cramps can occur. Redness, pain, and blurred vision can result from eye exposure. Long time skin exposure to chloroethane can cause frostbite. (3, 4)
TreatmentIf the exposure occurred through inhalation, move patient to fresh air. Monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. In case of seizures, administer a benzodiazepine IV, diazepam or lorazepam; consider phenobarbital or propofol if seizures recur after diazepam. Monitor for hypotension, dysrhythmias, respiratory depression, and need for endotracheal intubation. Evaluate for hypoglycemia, electrolyte disturbances, hypoxia. Irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes if the exposure occurred through eye contact. Following dermal exposure, remove contaminated clothing and wash exposed area thoroughly with soap and water. Treat dermal irritation or burns with standard topical therapy; patients developing dermal hypersensitivity reactions may require treatment with systemic or topical corticosteroids or antihistamines. (5)
Concentrations
Not Available
DrugBank IDDB13259
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 LinkChloroethane
Chemspider IDNot Available
ChEBI ID47554
PubChem Compound ID6337
Kegg Compound IDC18248
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=19078818
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=19769833
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19958731
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21099198
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21137521
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=8210013