Tetrachloroethylene

HCID 31373CAS 127-18-4

Grundinformationen

Standard-SMILES
ClC(Cl)=C(Cl)Cl
InChIKey
CYTYCFOTNPOANT-UHFFFAOYSA-N
Summenformel
C2Cl4
Durchschnittliche Molmasse
165,8 g/mol
Monoisotopische Masse
163,87541072

Überblick

Tetrachloroethylene is a manufactured chemical that is widely used for dry cleaning of fabrics and for metal-degreasing. It is also used to make other chemicals and is used in some consumer products.

Namen und Bezeichner

Bevorzugter Name
Tetrachloroethylene
IUPAC
1,1,2,2-tetrachloroethene
Lokaler Name
Tetrachlorethylen
Englischer Name
Tetrachloroethylene
Summenformel
C2Cl4
Molmasse
165.83

Namen und Synonyme

TETRACHLOROETHYLENETetrachloroethene127-18-4PerchloroethyleneTetrachlorethylenePercPerchlorethyleneEthene, tetrachloro-Ethylene tetrachloride1,1,2,2-TetrachloroethyleneAnkilostinDidakene
Weitere Namen anzeigen
PCENemaC2Cl4PerkTetrachlorethen
PercleneTetracapTetropilTetraguerTetralenoPerawinTetralexTetlen

Datenbank-Bezeichner

CAS
127-18-4
PubChem CID
31373
DTXSID
DTXSID2021319
ChEMBL
CHEMBL114062
ChEBI
CHEBI:17300
UNII
TJ904HH8SN
EC Number
204-825-9
Nikkaji
J3.261A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
3,4
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
0
Schwere Atome
6

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 4 Einträge

Hazardous Air Pollutants (HAPs)

Urban Hazardous Air Pollutants (HAPs) - EPA specified greatest potential health threat in urban areas

Carcinogens

Volatile Organic Compound (VOC) and(or) Waste-water effluent contaminant

SolventsSolvents -> Chlorinated Aliphatics
SpringerMaterials PropertiesMoessbauer quadrupole effect
PesticidesPesticide -> EPA IRIS
LogP · 3 Einträge

log Kow = 3.40

3.40

3.4

Odor · 3 Einträge

Ether-like odor

Mild, chloroform-like odor

Chlorinated solvent odor

Physikochemische Eigenschaften

Schmelzpunkt
-22 °C · -22 °C (lit.)
Siedepunkt
121 °C · 121 °C (lit.)
Dichte
1.623 g/mL · 1.623 g/mL at 25 °C (lit.)
Dampfdichte
5.83 · 5.83 (vs air)
Dampfdruck
13 mm · 13 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.505(lit.)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H351: Suspected of causing cancer [Warning Carcinogenicity]

P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement)

Warning

H315 (46.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: Ethene, 1,1,2,2-tetrachloro-

Hazard Traits - Carcinogenicity; Cardiovascular Toxicity; Hepatotoxicity and Digestive System Toxicity; Nephrotoxicity and Other Toxicity to the Urinary System; Neurotoxicity; Ocular Toxicity; Respiratory Toxicity

Ethene, 1,1,2,2-tetrachloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethene, 1,1,2,2-tetrachloro- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 14-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14303

Ethene, tetrachloro-, (perchloroethylene): HSNO Approval: HSR001551 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationPEC / SN / Other assessments - Tetrachloroethylene: Health and Environment
DOT LabelPoison
Fire Hazards · 4 Einträge

Special Hazards of Combustion Products: Toxic, irritating gases may be generated in fires. (USCG, 1999)

· Some of these materials may burn, but none ignite readily.

· Some of these materials may burn, but none ignite readily.

Not combustible. Gives off irritating or toxic fumes (or gases) in a fire. Risk of fire and explosion on contact with metals. See Chemical Dangers.

Fire PotentialNonflammable liquid.
Health Hazards · 3 Einträge

Vapor can affect central nervous system and cause anesthesia. Liquid may irritate skin after prolonged contact. May irritate eyes but causes no injury. (USCG, 1999)

· Toxic by ingestion.

· Toxic by ingestion.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 160 [Halogenated Solvents]:

In case of fire in the surroundings, use appropriate extinguishing media.

First Aid Measures · 4 Einträge

Fresh air, rest. Artificial respiration may be needed. Refer immediately for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer immediately for medical attention.

Accidental Release Measures · 4 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 4 Einträge

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

General First Aid:

General First Aid:

(General first aid procedures)

Safe StorageSeparated from metals, ignition sources and food and feedstuffs. See Chemical Dangers. Keep in the dark. Keep in a well-ventilated room. Dry. Cool.
Firefighting HazardsVapors are heavier than air and will collect in low areas. Storage containers and parts of containers may rocket great distances, in many directions.

Toxikologische Informationen

Toxicological InformationCDC-ATSDR Toxicological Profile
Body Burden · 4 Einträge

Tetrachloroethylene was detected in 7 of 8 samples in mother's milk from 4 urban areas in the US(1). One hour after a visit to a dry cleaning plant, one sample of mother's milk contained 10 ppm tetrachloroethylene, this decreased to 3 ppm after 24 hr(2). Tetrachloroethylene was detected in 250 (121 males, 129 females) whole blood samples collected in a US survey at 0.7-23 ppb, 2.4 ppb average(3). The geometric mean concentration in 43 blood samples from children living in a socioeconomically disadvantaged area of Minneapolis was 0.04 ng/L, in a study conducted from Jan-Apr 2002(4). In a National Health and Nutrition Examination Survey conducted 1999 to 2000, tetrachloroethylene was detected in 77.3% of 276 blood samples at 0.014-4.900 ng/mL (median 0.043 ng/mL)(5). In a US fiscal year 1982 National Human Adipose Tissue Survey, tetrachloroethylene was detected in 61% of 46 composites at 3-94 ppb, wet tissue concentration(6). Tetrachloroethylene was detected in human body fat (8 subjects) at 0.4-29.2 ppb and various other human organs at <6 ng/g(7).

Tetrachloroethylene was detected in expired breath, urine and blood from 9 individuals living in Love Canal, NY collected Jul 1978 at 600-4500 ng/cu m, 120-690 ng/L and 0.35-260 ng/mL, respectively(1). The mean concentration of tetrachloroethylene in alveolar air in 136 residents living near 12 dry-cleaning stores were: living equal to or <5 floors above the stores 5 mg/cu m, adjacent houses 1 mg/cu m, one house away 0.2 mg/cu m, across street <0.1 mg/cu m, whereas the mean concentration in 18 workers from these stores was 73 mg/cu m(2). Breath samples collected 1981 from 295-339 residents of Elizabeth and Bayonne, NJ, contained tetrachloroethylene in 93% of the samples with an average, median and maximum concentration of 13.0, 6.8 and 280 ug/cu m (weighted statistics), respectively(3). Alveolar air in children and teachers in school situated near a factory were 24 ug/cu m average for children, and 11 and 47 ug/cu m for the teachers(4). The mean concentration of tetrachloroethylene in the classroom was 13 ug/cu m(4). Alveolar air of residents of a nursing home situated near a former chemical waste dump averaged 7.8 ug/cu m first floor and 1.8 ug/cu m on the second floor, where ambient concentrations averaged 8.2 and 1.6 ug/cu m, respectively(4).

Whole blood, USA survey of 250 (121 males, 129 females), 0.7-23 ppb, 2.4 ppb avg(1). The geometric mean concentration in 43 blood samples from children living in a socioeconomically disadvantaged area of Minneapolis was 0.04 ng/L, in a study conducted from January through April 2002(2). USA FY82 National Human Adipose Tissue Survey specimens, 46 composites, 61% pos (>3 ppb, wet tissue concentration), 94 ppb max(3). Tetrachloroethylene was detected in human body fat (8 subjects) 0.4-29.2 ppb and various human organs less than 6 ng/g(4).

... Tetrachloroethylene ... in the blood and brain (4.4 mg/l00 mL and 36 mg/l00 g, respectively). /fatal/

TreatmentTetrachloroethylene has no known antidote, and exposure is usually treated symptomatically. (L116)
Cancer Sites · 2 Einträge

Hepatic

[in animals: liver tumors]

Interactions · 4 Einträge

/The study objective was/ to evaluate the protective effect of ethanol extract of Mollugo nudicaulis (M. nudicaulis) against perchloroethylene-induced hepatotoxicity. The hepatoprotective activity of the ethanol extract of M. nudicaulis (200 mg/kg body wt) was studied in percholoroethylene (1000 mg/kg body wt) induced hepatotoxicity in Wistar albino rats. The serum levels of AST, ALT, ALP, bilirubin and the liver content of SOD, CAT, GPx, GST, GSH, vitamin C were assessed to evaluate the hepatoprotective and antioxidant activities of the extract. The activity of the extract was compared with silymarin, a standard reference drug. In addition, serum urea, uric acid and creatinine levels were measured to evaluate the kidney function. The histopathological examination of the liver tissues was observed to support the biochemical parameters. The results revealed that the extract significantly (P<0.05) restored the serum levels of AST, ALT, ALP, bilirubin and significantly (P<0.05) increased the antioxidant enzymes SOD, CAT, GPx, GST, GSH, vitamin C in perchloroethylene-induced rats to its normalcy. The biochemical observations were supported by the histopathological studies of the liver tissues. The results led to the conclusion that M. nudicaulis possess hepatoprotective and antioxidant activities against perchloroethylene-induced hepatotoxicity in rats.

... In a field experiment ... a 10-year-old Serbian spruce (Picea omorica) was continually exposed to trichloroethylene and tetrachloroethylene for 7 months. The effects observed included chlorosis, necrosis and premature loss, particularly on the sun-exposed faces of the needles. Along several of the sun-exposed twigs, a total loss of chlorophyll was observed. The damage intensified after periods of clear, sunny days. The same toxic effects were observed on the sun-exposed leaves of a hornbeam shrub (Carpinus betulus) located about 2 m downwind from the spruce tree. Concentrations of trichloroethylene among the branches of the spruce ranged from 2.7 to 10.8 mg/cu m (mean = 4.6 mg/cu m) during the study. Concentrations of tetrachloroethylene ranged from 3.4 to 13.7 mg/cu m (mean = 11.8 mg/cu m). /It was also/ demonstrated that exposure to similar concentrations of trichloroethylene or tetrachloroethylene, in combination with visible/ultraviolet radiation, in the laboratory caused a similar degree of depression in photosynthetic pigments in Norway spruce needles (Picea abies).

Intubation of rats with mixtures of benzene and tetrachloroethylene yielded a combined toxicity which was only slightly less than additive. Mixtures of toluene with tetrachloroethylene resulted in LD50 values of less than than predicted for simple additivity, indicating synergistic effects.

There is evidence of hepatotoxic effects caused by Perchloroethylene (PCE), presumably due to reactive metabolic intermediates; lipid peroxidation is under study as a potential mechanism of toxicity. /This study sought/ to verify if PCE levels comparable to those reached in the blood of exposed subjects can cause cell damage and lipid peroxidation. The association of PCE with lipid peroxidation inducing drugs (cyclosporine A, valproic acid and amiodarone) was also tested on rat isolated hepatocytes. AST and LDH release, MTT test and lipid peroxidation assay showed that PCE determines dose-dependent effects on rat isolated hepatocytes. The toxic potential resulting from /the/ data would be valproic acid < cyclosporine A < amiodarone. While valproic acid and cyclosporine caused a mild toxicity, the effects of amiodarone were more severe; in particular, the association of PCE with amiodarone showed a clear additive effect. The role of lipid peroxidation in the liver toxicity exerted by the tested compounds was confirmed by /the/ data, and resulted relevant after treatment of cells with amiodarone and PCE. Extrapolating these results to human, /it is suggested/ that a subject professionally exposed to PCE, who chronically assumes a lipid peroxidation inducing drug like amiodarone, may be potentially exposed to a higher risk of liver toxicity.

Target Organs · 3 Einträge

Cancer, Hepatic (Liver), Neurological (Nervous System), Renal (Urinary System or Kidneys)

Nervous

Eyes, skin, respiratory system, liver, kidneys, central nervous system

Regulatorische Informationen

FDA Requirements · 2 Einträge

Perchloroethylene is an indirect food additive for use only as a component of adhesives.

The following substances may be safely used as adjuvants in the manufacture of foamed plastics intended for use in contact with food, subject to any prescribed limitations: 1,1,2,2-tetrachloroethylene. Limitation: For use only as a blowing agent adjuvant in polystyrene at a level not to exceed 0.3 percent by weight of finished foamed polystyrene intended for use in contact with food only of the types identified in section 176.170(c) of this chapter, table 1, under Categories I, II, VI, and VIII.

RCRA Requirements · 3 Einträge

D039; A solid waste containing tetrachloroethylene may or may not become characterized as a hazardous waste when subjected to the Toxicity Characteristic Leaching Procedure listed in 40 CFR 261.24, and if so characterized, must be managed as a hazardous waste.

U210; As stipulated in 40 CFR 261.33, when tetrachloroethylene, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

F002; When tetrachloroethylene is a spent halogenated solvent, it is classified as a hazardous waste from a nonspecific source (F002), as stated in 40 CFR 261.31, and must be managed according to state and/or federal hazardous waste regulations.

TSCA Requirements · 1 Eintrag

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Tetrachloroethylene is included on this list. Effective date 6/1/87; Sunset date: 6/1/97.

FIFRA Requirements · 1 Eintrag

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Tetrachloroethylene is found on List C. Case No: 3109; Case Status: No products containing the pesticide are actively registered. Therefore, we are characterizing the case as "cancelled." Under FIFRA, pesticide producers may voluntarily cancel their registered products. EPA also may cancel pesticide registrations if registrants fail to pay required fees or make/meet certain reregistration commitments, or if EPA reaches findings of unreasonable adverse effects.; Active ingredient (AI): tetrachloroethylene; AI Status: The active ingredient is no longer contained in any registered products ... "cancelled.".

Atmospheric Standards · 2 Einträge

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Perchloroethylene is produced, as an intermediate or a final product, by process units covered under this subpart.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Tetrachloroethylene is included on this list.

CERCLA Reportable Quantities · 1 Eintrag

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV.D.3.b).

Sicherheitsdaten

wgk
3
IDLA
150 ppm
tsca
TSCA listed
ridadr
UN 1897
hs_code
29032300
RTECS-Nr.
KX3850000

Chemie und Industrie

Pharmakologische Informationen

Biological Half-Life · 6 Einträge

Blood: 96 hours; trichloroacetic acid in urine: 80 hours (may be longer depending upon fat deposition); [TDR, p. 1010]

After ingestion of 12-16 g tetrachloroethylene, a 6 year old boy was admitted to the clinic in coma. ... The tetrachloroethylene blood level profile which was determined under hyperventilation therapy could be computer fitted to a two compartment model. Elimination of tetrachloroethylene from the blood compartment occurred via a rapid and a slow process with half-lives of 30 min and 35 hours, respectively. These values compared favorably with the half-lives of 160 min and 33 hours under normal respiratory conditions. ...

The elimination of tetrachloroethylene in expired air ranged from 50 to 150 ppm (339 to 1,017 mg/cu m) for up to 8 hr. Biological half-life for fat stores was 71.5 hr.

The biological half-life of tetrachloroethylene metabolites (as measured as total trichloro-compounds) is 144 hours.

The excretion via blood and lungs occurred at 3 different rate constants with half-lives of 12-16 hr, 30-40 hr, and about 55 hr, respectively, 20, 50, and 100 hr after exposure. Trichloroacetic acid was excreted from blood with a half-life of 75-80 hr ... The half-life of this metabolite in urine /is/ about 6 days.

Half-lives for respiratory elimination range from 1 to 72 hr.

Metabolism/Metabolites · 6 Einträge

Despite the low overall metabolism of tetrachloroethylene compared with other chlorinated solvents, its metabolism has been studied extensively in both human volunteers and laboratory animals, using both in vivo and in vitro techniques. The studies showed that many metabolites are produced, including some known to be cytotoxic, mutagenic or both. Tetrachloroethylene metabolism can be viewed as having three pathways. The first is cytochrome P-450-mediated (CYP-mediated) oxidation. The second and third share a starting point: direct conjugation with glutathione to S-(1,2,2-trichlorovinyl)glutathione (TCVG) and then further processing to S-(1,2,2-trichlorovinyl)-L-cysteine (TCVC). For the second pathway, beta-lyase catalyzes the formation of reactive products from TCVC. The third pathway is independent of beta-lyase: TCVC is processed further by acetylation and sulfoxidation reactions. Genotoxic and cytotoxic metabolites are formed by each of these pathways. The predominant metabolic pathway is the CYP path, followed by the beta-lyase pathway and then the beta-lyase independent pathway. The TCVC derivatives are toxicologically important but quantitatively minor metabolites.

Trichloroethylene (TRI) and tetrachloroethylene (TETRA) are solvents that have been widely used in a variety of industries, and both are widespread environmental contaminants. ... Seven human volunteers were exposed by inhalation to 1 ppm of TRI or TETRA for 6 hr, with biological samples collected for analysis during exposure and up to 6 days postexposure. Concentrations of TRI, TETRA, free trichloroethanol (TCOH), total TCOH (free TCOH plus glucuronidated TCOH), and trichloroacetic acid (TCA) were determined in blood and urine; TRI and TETRA concentrations were measured in alveolar breath. Toxicokinetic time courses and empirical analyses of classical toxicokinetic parameters were compared with those reported in previous human volunteer studies, most of which involved exposures that were at least 10 fold higher. Qualitatively, TRI and TETRA toxicokinetics were consistent with previous human studies. Quantitatively, alveolar retention and clearance by exhalation were similar to those found previously but blood and urine data suggest a number of possible toxicokinetic differences. For TRI, data from the current study support lower apparent blood-air partition coefficients, greater apparent metabolic clearance, less TCA production, and greater glucuronidation of TCOH as compared to previous studies. For TETRA, the current data suggest TCA formation that is similar or slightly lower than that of previous studies. Variability and uncertainty in empirical estimates of total TETRA metabolism are substantial, with confidence intervals among different studies substantially overlapping. ...

The two major products of tetrachloroethylene metabolism by the CYP pathway are trichloroacetyl chloride and oxalyl chloride.

The beta-lyase pathway: Tetrachloroethylene is conjugated with glutathione to S-(1,2,2-trichlorovinyl) glutathione and is later processed by gamma-glutamyl transpeptidase and aminopeptidase to S-(1,2,2-trichlorovinyl)-L-cysteine (TCVC).

For more Metabolism/Metabolites (Complete) data for Tetrachloroethylene (19 total), please visit the HSDB record page.

Tetrachloroethylene is readily absorbed following inhalation, oral, and dermal exposure. Once tetrachloroethylene is absorbed, its relatively high lipophilicity results in distribution to fatty tissue. Some tetrachloroethylene is metabolized to trichloroacetic acid (TCA) by cytochrome P-450 enzymes and the glutathione-conjugation pathway, then excreted in the urine. The remaining unmetabolized tetrachloroethylene is exhaled. (L116)

MeSH Pharmacological Classification · 3 Einträge

Substances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included.

Substances or energies, for example heat or light, which when introduced into the air, water, or land threaten life or health of individuals or ECOSYSTEMS.

Liquids that dissolve other substances (solutes), generally solids, without any change in chemical composition, as, water containing sugar. (Grant &amp; Hackh&apos;s Chemical Dictionary, 5th ed)

Absorption, Distribution and Excretion · 5 Einträge

The mutagenicity of tetrachloroethene (tetra) and its S conjugate, S-(1,2,2-trichlorovinyl)glutathione (TCVG) was investigated using a modified Ames preincubation assay. TCVG was a potent mutagen in presence of rat kidney particulate fractions containing high concentrations of gamma-glutamyl transpeptidase (GGT) and dipeptidases. Purified tetra was not mutagenic without exogenous metabolic activation or under conditions favoring oxidative metabolism. Preincubation of tetra with purified rat liver glutathione (GSH) S-transferases in presence of GSH and rat kidney fractions resulted in a time-dependent formation of TCVG as determined by (HPLC) analysis and in an unequivocal mutagenic response in the Ames test. Experiments with tetra in the isolated perfused rat liver demonstrated TCVG formation and its excretion with the bile; bile collected after the addition of tetra to the isolated perfused liver was unequivocally mutagenic in bacteria in the presence of kidney particulate fractions. The mutagenicity was reduced in all cases by the GGT inhibitor serine borate or the beta-lyase inhibitor aminooxyacetic acid. These results support the suggestion that cleavage of the GSH S conjugate formed from tetra by the enzymes of the mercapturic acid pathway and by beta-lyase may be involved in the nephrocarcinogenic effects of this haloalkene in rats.

This article reports on the development of a "harmonized" PBPK model for the toxicokinetics of perchloroethylene (tetrachloroethylene or perc) in mice, rats, and humans that includes both oxidation and glutathione (GSH) conjugation of perc, the internal kinetics of the oxidative metabolite trichloroacetic acid (TCA), and the urinary excretion kinetics of the GSH conjugation metabolites N-Acetylated trichlorovinyl cysteine and dichloroacetic acid. The model utilizes a wider range of in vitro and in vivo data than any previous analysis alone, with in vitro data used for initial, or "baseline," parameter estimates, and in vivo datasets separated into those used for "calibration" and those used for "evaluation." Parameter calibration utilizes a limited Bayesian analysis involving flat priors and making inferences only using posterior modes obtained via Markov chain Monte Carlo (MCMC). As expected, the major route of elimination of absorbed perc is predicted to be exhalation as parent compound, with metabolism accounting for less than 20% of intake except in the case of mice exposed orally, in which metabolism is predicted to be slightly over 50% at lower exposures. In all three species, the concentration of perc in blood, the extent of perc oxidation, and the amount of TCA production is well-estimated, with residual uncertainties of approximately 2-fold. However, the resulting range of estimates for the amount of GSH conjugation is quite wide in humans (approximately 3000-fold) and mice (approximately 60-fold). While even high-end estimates of GSH conjugation in mice are lower than estimates of oxidation, in humans the estimated rates range from much lower to much higher than rates for perc oxidation. It is unclear to what extent this range reflects uncertainty, variability, or a combination. Importantly, by separating total perc metabolism into separate oxidative and conjugative pathways, an approach also recommended in a recent National Research Council review, this analysis reconciles the disparity between those previously published PBPK models that concluded low perc metabolism in humans and those that predicted high perc metabolism in humans. In essence, both conclusions are consistent with the data if augmented with some additional qualifications: in humans, oxidative metabolism is low, while GSH conjugation metabolism may be high or low, with uncertainty and/or interindividual variability spanning three orders of magnitude. More direct data on the internal kinetics of perc GSH conjugation, such as trichlorovinyl glutathione or tricholorvinyl cysteine in blood and/or tissues, would be needed to better characterize the uncertainty and variability in GSH conjugation in humans.

Tetrachloroethylene is a volatile, lipophilic small molecule that is rapidly and extensively absorbed after inhalation and oral exposure. It can also be rapidly absorbed through the skin, but dermal absorption appears to be a less important route of exposure. In humans, inhalation exposure to tetrachloroethylene typically results, within a few hours of exposure, in a pseudoequilibrium between inspired air and blood although there can be substantial interindividual differences in absorption behavior. After oral dosing in animals, peak blood tetrachloroethylene concentrations are typically reached within 15-30 min, and systemic bioavailability is typically greater than 80%; once absorbed, tetrachloroethylene is rapidly distributed throughout the body, and well-perfused tissues reach a pseudoequilibrium with blood within a few minutes.

Because of its lipophilicity, the highest concentrations of tetrachloroethylene are found in adipose tissue. In humans, the fat-to-blood concentration ratio has been estimated to be as high as 90:1. Relatively high concentrations are also observed in the liver and brain. On the basis of animal studies and sparse human data, the brain concentration of tetrachloroethylene is 4-8 times the blood concentration.

For more Absorption, Distribution and Excretion (Complete) data for Tetrachloroethylene (32 total), please visit the HSDB record page.

Cellular LocationsMembrane

Verwendung und Herstellung

Uses · 6 Einträge

Primary dry cleaning solvent being used today; [Ladou, p. 552] Used in dry cleaning, metal degreasing, as a chemical intermediate, and in typewriter correction fluids; [HSDB] Dry cleaning operators who transferred wet garments to a dryer had mean levels of 150 ppm. Other job tasks with substantial exposure were degreasing (95 ppm), cleaning mining equipment, testing coal, cleaning animal coats (taxidermy), and cleaning/duplicating film. [PMID 18949603]

Sales of perchloroethylene in Sweden dropped about 95% between the early 1970s and 30 years later due to regulations and changes in dry-cleaning operations. [PMID 20886350]

Metal Degreasing [Category: Clean]

Preparing and mounting animal skins (taxidermy) [Category: Hobbies]

For tetrachloroethylene (USEPA/OPP Pesticide Code: 078501) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

The active ingredient is no longer contained in any registered /pesticide/ products ... "cancelled."

U.S. Exports · 4 Einträge

(1978) 2.90X10+10 G

(1983) 2.47X10+10 G

(1985) 9.84X10+9 g

48 million pounds in 1996.

U.S. Imports · 5 Einträge

(1977) 5.98X10+10 G

(1982) 1.70X10+10 G

(1985) 6.36X10+10 g

(1986) 1.83X10+5 LB

61 million pounds in 1996.

U.S. Production · 6 Einträge

2023: 100,000,000 - <250,000,000 lb

(1981) 3.16X10+11 GRAMS

(1976) 121x10+6 lb

(1978) 3.34X10+11 G

(1983) 2.40X10+11 G

For more U.S. Production (Complete) data for Tetrachloroethylene (13 total), please visit the HSDB record page.

Consumption Patterns · 5 Einträge

The consumption pattern in the USA in 1974 is estimated to have been as follows: Textile and dry cleaning industries, 69%; Metal cleaning, 16%; Chemical intermediate (eg, prepn of trichloroacetic acid in some fluorocarbons), 12%; Miscellaneous uses, 3%.

Demand: (1982), 545 million lb; (1983), 679 million lb; (1987), 625 million lb

(1974) Dry cleaning & textile processing, 59%; Industrial metal cleaning, 21%; Exports, 11%; Chemical intermed (mostly fluorocarbons), 6%; Other, 3%.

SOLVENT IN DRY CLEANING, 46%; DEGREASING SOLVENT, 21%; CHEM INTERMED FOR FLUOROCARBONS, 12%; AGENT IN TEXTILE MFR, 7%; COMPONENT OF AEROSOL PRODUCTS, 2%; OTHER, 12% (1980, EST)

For more Consumption Patterns (Complete) data for Tetrachloroethylene (10 total), please visit the HSDB record page.

Consumer UsesCleaning agent
Anwendungen · 2 Einträge

BeschreibungPerchloroethylene (Tetrachloroethylene) is a colourless liquid with a slightly ethereal odour. It is marginally soluble in water and soluble in most organic solvents.Perchloroethylene has a limited number of uses and applications. It is used as intermediate, as dry cleaning agent in the industrial and professional sector, as surface cleaning agent in industrial settings, as heat transfer medium in industrial settings, and in film cleaning and copying by professionals. It is also used as a chemical intermediate in the production of fluorinated compounds and in industrial surface cleaning metal degreasing. Occupational exposure to perchloroethylene is possible in the manufacturing facilities or the industrial facilities where it is used as an intermediate.

VerwendenTetrachloroethylene is used as a solvent, indrycleaning, and in metal degreasing.Tetrachloroethylene is a common industrial solvent that is often found as a contaminant in groundwater. Tetrachloroethylene is also a suspected carcinogen to humans and is difficult to degrade biologically as it has no natural source. This compound is a contaminant of emerging concern (CECs).

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