Record Information
Version1.0
Creation date2010-04-08 22:04:42 UTC
Update date2015-07-20 21:34:03 UTC
Primary IDFDB000752
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameTrichloroethylene
DescriptionSolvent and extractive in the manuf. of foods A spot was then ultimately chosen to receive and treat the contaminated drinking water known as the Central Groundwater Treatment Facility. Then 1989, as now, this treatment facility (CGTF) is situated on land adjacent to Pima Park and the Siemens facility documented as one of the Potentially Responsible Parties at the corner of Thomas and Pima roads. Close proximity to this park did not appear to enter into Motorola's calculations when asserting that it would save money to remove the carbon air filters in 2007. (See East Valley Tribune, October 5, 2007, "Motorola wants to axe filters at Superfund site" by Ari Cohn); As of 2007, 57,000 thousand pounds, or roughly 19 tons of TCE have been removed from the system of wells that once supplied drinking water to the residents of Scottsdale. One of the three drinking water wells previously owned by the City of Phoenix and ultimately sold to the City of Scottsdale, tested at 390 ppb TCE when it was closed in 1982. (see East Valley Tribune, April 6, 2007, "Feds to Examine Superfund Site" by John Yantis) Some Scottsdale residents who received their water bills from the City of Phoenix throughout the 1960s and 70's were understandably confused as to whether they indeed had been consuming contaminated water when information about the Superfund site was first disseminated. The City of Scottsdale recently updated their website to clarify that the contaminated wells were "in the Scottsdale area" and to delete all references to the levels of TCE discovered when the wells were closed as "trace".; One recent review of the epidemiology of kidney cancer rated cigarette smoking and obesity as more important risk factors for kidney cancer than exposure to solvents such as trichloroethylene. In contrast, the most recent overall assessment of human health risks associated with trichloroethylene states, "[t]here is concordance between animal and human studies, which supports the conclusion that trichloroethylene is a potential kidney carcinogen". The evidence appears to be less certain at this time regarding the relationship between humans and liver cancer observed in mice, with the NAS suggesting that low-level exposure might not represent a significant liver cancer risk in the general population.; The chemical compound trichloroethylene is a chlorinated hydrocarbon commonly used as an industrial solvent. It is a clear non-flammable liquid with a sweet smell.; The first known report of TCE in groundwater was given in 1949 by two English public chemists who described two separate instances of well contamination by industrial releases of TCE. Based on available federal and state surveys, between 9% to 34% of the drinking water supply sources tested in the U.S. may have some TCE contamination, though EPA has reported that most water supplies are in compliance with the Maximum Contaminant Level (MCL) of 5 ppb. In addition, a growing concern in recent years at sites with TCE contamination in soil or groundwater has been vapor intrusion in buildings, which has resulted in indoor air exposures, such is in a recent case in the McCook Field Neighborhood of Dayton, Ohio. Trichloroethylene has been detected in 852 Superfund sites across the United States, according to the Agency for Toxic Substances and Disease Registry (ATSDR). Under the Safe Drinking Water Act of 1974, and as amended annual water quality testing is required for all public drinking water distributors. The EPA'S current guidelines for TCE can be found here. It should be noted that the EPA's table of "TCE Releases to Ground" is dated 1987 to 1993, thereby omitting one of the largest Superfund Cleanup sites in the nation, the NIBW in Scottsdale, Arizona. The TCE "released" here occurred prior to its appearance in the municipal drinking wells in 1982.; This reaction can be catalyzed by a variety of substances. The most commonly used catalyst is a mixture of potassium chloride and aluminum chloride. However, various forms of porous carbon can also be used. This reaction produces tetrachloroethylene as a byproduct, and depending on the amount of chlorine fed to the reaction, tetrachloroethylene can even be the major product. Typically, trichloroethylene and tetrachloroethylene are collected together and then separated by distillation.; Trichloroethylene is a cleaning solvent that was used to clean military weapons during the Gulf War. There are reports associating exposure to this solvent with amyotrophic lateral sclerosis (Kasarskis EJ et al. Amyotrophic Lateral Sclerosis, 2008 Sep 16:1-7, Clinical aspects of ALS in Gulf War Veterans), and also with a neurologic syndrome resembling Parkinson's disease (Gash DM. et al. Ann Neurol. 2008 Feb;63(2):184-92. Trichloroethylene: Parkinsonism and complex 1 mitochondrial neurotoxicity).; Trichloroethylene is an effective solvent for a variety of organic materials.
CAS Number79-01-6
Structure
Thumb
Synonyms
SynonymSource
1,1-Dichloro-2-chloroethyleneChEBI
Acetylene trichlorideChEBI
Ethinyl trichlorideChEBI
Ethylene trichlorideChEBI
NarcogenChEBI
TCEChEBI
TrichlorChEBI
Trichloraethylenum pro narcosiChEBI
TrichloraethenChEBI
TrichloraethylenChEBI
TrichlorethyleneChEBI
TrichloroethylenumChEBI
TricieneChEBI
1,1,1-TrichloroethyleneHMDB
1,1,2-Trichloro-etheneHMDB
1,1,2-TrichloroetheneHMDB
1,1,2-TrichloroethyleneHMDB
1,2,2-TrichloroethyleneHMDB
1-Chloro-2,2-dichloroethyleneHMDB
AlgylenHMDB
Altene DGHMDB
AnamenthHMDB
BenzinolHMDB
BlacosolvHMDB
BlancosolvHMDB
C2HCL3HMDB
CecoleneHMDB
ChlorilenHMDB
ChloryleaHMDB
ChlorylenHMDB
ChorylenHMDB
CircosolvHMDB
CrawhaspolHMDB
Densi nfluatHMDB
DensinfluatHMDB
Disparit bHMDB
Distillex DS2HMDB
Dow-triHMDB
DukeronHMDB
Fleck-flipHMDB
Flock flipHMDB
FluateHMDB
GemalgeneHMDB
GermalgeneHMDB
LanadinHMDB
LethurinHMDB
NarkogenHMDB
NarkosoidHMDB
NialkHMDB
Perm-a-chlorHMDB
Perm-a-clorHMDB
PetzinolHMDB
PhilexHMDB
R 1120HMDB
Tce (chlorohydrocarbon)HMDB
ThrethylenHMDB
ThrethyleneHMDB
TrethyleneHMDB
TRIHMDB
Tri-cleneHMDB
Tri-plusHMDB
Tri-plus mHMDB
TrialHMDB
TriasolHMDB
Tric hloroetheneHMDB
TrichlooretheenHMDB
Trichloorethyleen, triHMDB
Trichloraethylen, triHMDB
TrichloraethylenumHMDB
TrichloranHMDB
TrichlorathaneHMDB
TrichlorenHMDB
TrichloretheneHMDB
Trichlorethylene, triHMDB
TrichlorethylenumHMDB
Trichloride, ethinylHMDB
Trichloro-etheneHMDB
Trichloro-ethyleneHMDB
TrichloroetheneHMDB
Trichloroethene, 9ciHMDB
Trichloroethylene (iupac)HMDB
Trichloroethylene (tce)HMDB
Trichloroethylene (with epichlorohydrin)HMDB
Trichloroethylene (without epichlorohydrin)HMDB
TrichlorotheneHMDB
TricloreteneHMDB
TricloroetileneHMDB
TricloroetilenoHMDB
TrieleneHMDB
TrielinHMDB
TrielinaHMDB
TrielineHMDB
Trik loneHMDB
TrikloneHMDB
Triklone NHMDB
TrilenHMDB
TrileneHMDB
Trilene te-141HMDB
TrilineHMDB
TrimarHMDB
TriolHMDB
VestrolHMDB
VitranHMDB
WestrosolHMDB
TrichloroethyleneChEBI
C2HCl3biospider
Ethene, 1,1,2-trichloro-biospider
Ethene, trichloro-biospider
Ethylene, trichloro-biospider
Tri-Clenedb_source
Trichloroethene, 9CIdb_source
Trichloroethylene [inn]biospider
Trichloroethylene [UN1710] [Poison]biospider
Tricloroetilene [dcit]biospider
Triklone nbiospider
Trilene TE-141biospider
Predicted Properties
PropertyValueSource
Water Solubility1.96 g/LALOGPS
logP2.45ALOGPS
logP2.18ChemAxon
logS-1.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.18 m³·mol⁻¹ChemAxon
Polarizability9.59 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC2HCl3
IUPAC name1,1,2-trichloroethene
InChI IdentifierInChI=1S/C2HCl3/c3-1-2(4)5/h1H
InChI KeyXSTXAVWGXDQKEL-UHFFFAOYSA-N
Isomeric SMILESClC=C(Cl)Cl
Average Molecular Weight131.388
Monoisotopic Molecular Weight129.914383153
Classification
Description belongs to the class of organic compounds known as vinyl chlorides. These are vinyl halides in which a chlorine atom is bonded to an sp2-hybridised carbon atom.
KingdomOrganic compounds
Super ClassOrganohalogen compounds
ClassVinyl halides
Sub ClassVinyl chlorides
Direct ParentVinyl chlorides
Alternative Parents
Substituents
  • Chloroalkene
  • Haloalkene
  • Vinyl chloride
  • Hydrocarbon derivative
  • Organochloride
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Indirect biological role:

Environmental role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 18.28%; H 0.77%; Cl 80.95%DFC
Melting PointMp -84.8° (-86.8)DFC
Boiling PointBp60 20°DFC
Experimental Water Solubility1.28 mg/mL at 25 oCHORVATH,AL et al. (1999)
Experimental logP2.42HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 1.46DFC
Refractive Indexn20D 1.4775DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001j-9600000000-35bd416ad747042a0c53View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001j-9800000000-152d0336467c74545ec4View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03ea-9200000000-655b220bf877474e22b4View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001j-9600000000-35bd416ad747042a0c53View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001j-9800000000-152d0336467c74545ec4View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03ea-9200000000-655b220bf877474e22b4View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-003v-7900000000-401c79c003cea991b031View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0900000000-1c5d55a90bcf42fd6a79View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0900000000-54723e87d2cf07e437d3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9400000000-2160348c43ed061e6433View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-ddeffc3538dadd85ccfdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-ddeffc3538dadd85ccfdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0900000000-ddeffc3538dadd85ccfdView in MoNA
MSMass Spectrum (Electron Ionization)splash10-001j-9600000000-1c547ee123cf751604dcView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID13837280
ChEMBL IDCHEMBL279816
KEGG Compound IDC06790
Pubchem Compound ID6575
Pubchem Substance IDNot Available
ChEBI ID16602
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29593
CRC / DFC (Dictionary of Food Compounds) IDBGT75-P:BGT75-P
EAFUS ID3723
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDTrichloroethylene
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Glutathione S-transferase Mu 3GSTM3P21266
Glutathione S-transferase omega-1GSTO1P78417
Glutathione S-transferase A2GSTA2P09210
Glutathione S-transferase PGSTP1P09211
Glutathione S-transferase Mu 2GSTM2P28161
Glutathione S-transferase Mu 1GSTM1P09488
Glutathione S-transferase kappa 1GSTK1Q9Y2Q3
Microsomal glutathione S-transferase 3MGST3O14880
Glutathione S-transferase A1GSTA1P08263
Microsomal glutathione S-transferase 1MGST1P10620
Glutathione S-transferase Mu 4GSTM4Q03013
Glutathione S-transferase Mu 5GSTM5P46439
Microsomal glutathione S-transferase 2MGST2Q99735
Glutathione S-transferase A5GSTA5Q7RTV2
Glutathione S-transferase A3GSTA3Q16772
Glutathione S-transferase A4GSTA4O15217
Glutathione S-transferase omega-2GSTO2Q9H4Y5
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference