Hexachloroethane

HCID 6214CAS 67-72-1

Basic information

Standard SMILES
ClC(Cl)(Cl)C(Cl)(Cl)Cl
InChIKey
VHHHONWQHHHLTI-UHFFFAOYSA-N
Molecular formula
C2Cl6
Average molar mass
236.7 g/mol
Monoisotopic mass
233.81311608

Overview

Hexachloroethane is a colorless solid that gradually evaporates when it is exposed to air. It is also called HCE, perchloroethane, and carbon hexachloride. Its vapors smell like camphor. In the United States, about half of the hexachloroethane is used by the military for smoke-producing devices. It is also used to remove air bubbles in melted aluminum. Hexachloroethane may be present as an ingredient in some fungicides, insecticides, lubricants, and plastics. Hexachloroethane does not occur naturally in the environment. It is no longer made in the United States, but it is formed as a by-product in the production of some chemicals. Some hexachloroethane can be formed by incinerators when materials containing chlorinated hydrocarbons are burned. Hexachloroethane itself does not catch fire easily. Some hexachloroethane can also be formed when chlorine reacts with carbon compounds in drinking water.

Names & identifiers

Preferred name
Hexachloroethane
IUPAC
1,1,1,2,2,2-hexachloroethane
English name
Hexachloroethane
Molecular formula
C2Cl6
Molecular weight
236.74

Names & synonyms

HEXACHLOROETHANE67-72-1PerchloroethaneEthane, hexachloro-Avlothane1,1,1,2,2,2-HexachloroethaneCarbon hexachlorideDistokalDistopanDistopinFalkitolFasciolin
Show more names
C2Cl6CCl3CCl3Fron110NA 9037
MottenhexePhenohepEgitolHexachlorethaneEthylene hexachlorideHexachloroethyleneEthane hexachlorideHexachlor-aethan

Database identifiers

CAS
67-72-1
PubChem CID
6214
DTXSID
DTXSID7020689
ChEMBL
CHEMBL160929
ChEBI
CHEBI:39227
UNII
G30K3QQT4J
EC Number
200-666-4
Nikkaji
J1.413C

Properties

Computed structural properties

XLogP
4.1
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
0
Heavy atoms
8

Experimental & physicochemical properties

Chemical Classes · 4 items

Hazardous Air Pollutants (HAPs)

Other Classes -> Halogenated Aliphatics, Saturated

Carcinogens

Volatile Organic Compound (VOC)

SpringerMaterials PropertiesMoessbauer quadrupole effect
PesticidesPesticide -> EPA IRIS
LogP · 2 items

log Kow = 4.14

3.9

OdorCamphor-like odor
Density · 6 items

2.091 at 68 °F (USCG, 1999) - Denser than water; will sink

2.091 g/cu cm at 20 °C

Relative density (water = 1): 2.1

2.09

2.091 @ 21°C

2.09

Physicochemical properties

Melting point
183 · 183-185 °C (dec.) (lit.)
Boiling point
186 ℃ · 186℃
Density
2.091 g/mL · 2.091 g/mL at 25 °C (lit.)
vapor density
8.16 · 8.16 (vs air)
vapor pressure
0.4 mm · 0.4 mm Hg ( 20 °C)
refractive index
1.5282 · 1.5282 (estimate)

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 3.1% (1 of 32) of reports.

Danger

H315 (28.1%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 32 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 6 items

Chemical: Ethane, hexachloro-

Hazard Traits - Bioaccumulation; Carcinogenicity; Dermatotoxicity; Environmental Persistence; Hepatotoxicity and Digestive System Toxicity; Nephrotoxicity and Other Toxicity to the Urinary System; Neurotoxicity; Reproductive Toxicity; Respiratory Toxicity

Ethane, 1,1,1,2,2,2-hexachloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethane, 1,1,1,2,2,2-hexachloro- 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)

TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Status: Active Update: 14-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/32635

Restricted substance: Hexachloroethane

Other Safety InformationIMAP assessments - Ethane, hexachloro-: Human health tier II assessment
DOT LabelPoison
Fire Hazards · 2 items

Special Hazards of Combustion Products: Irritating hydrogen chloride vapor may form in fire. (USCG, 1999)

Not combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Fire PotentialNot flammable by standard tests in air.
Health Hazards · 1 item

Compound is a powerful narcotic and liver poison; may also cause changes in blood composition and neurological disturbances. Repeated exposure by inhalation can be fatal. Ingestion causes vomiting, diarrhea, severe mucosal injury, liver necrosis, cyanosis, unconsciousness, loss of reflexes, and death. Contact with eyes causes irritation and lachrymation. Can be absorbed through the skin and may produce severe skin lesions. (USCG, 1999)

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

In case of fire in the surroundings, use appropriate extinguishing media. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 items

Fresh air, rest.

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

Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer for medical attention.

Rinse mouth. Refer for medical attention .

First Aid · 2 items

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 procedures)

Safe StorageSeparated from strong oxidants, alkali metals and food and feedstuffs. See Chemical Dangers. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
Exposure Control and Personal Protection1.0 [ppm]
Fire Fighting Procedures · 1 item

If material involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible.

Toxicology

Toxicological InformationCDC-ATSDR Toxicological Profile
Body Burden · 2 items

Mean hexachloroethane concentrations as high as 7.30 ug/L were measured in the blood plasma of 12 occupationally exposed individuals involved in the production of military smoke munition(1). Hexachloroethane was listed among halogenated volatile organic chemicals detected in less than 10% of blood samples from 1,000 adults who participated in the Tird national Health and Nutrition Examination Survey (NHANES III) from 1988-1994(2).

Hexachloroethane was detected at a mean concentration of 427 ppt [ng/mL] in 20% of samples of ovarian follicular fluid obtained from 150 Canadian women. It was not detected in serum.

Cancer Sites · 2 items

Urinary

[in animals: liver cancer]

Interactions · 1 item

Rats were exposed to white smoke generated from mixtures of titanium dioxide-hexachloroethane (TiO2-HC) and zinc hexachloroethane (Zn-HC), respectively, in an inhalation chamber operated in the static mode. The acute inhalation toxicity of TiO2-HC smoke was much lower than the Zn-HC smoke. Thus, the animals survived exposure to TiO2-HC smoke, even at relatively high smoke concentrations. This smoke was irritating to the animals and minor, acute inflammatory changes were seen in lung tissue. In contrast, Zn-HC smoke was very toxic and caused lethal injuries to the experimental animals, even at relatively low concentrations. Pulmonary injuries were extensive and death was due to blood congestion with pulmonary edema. Since the TiO2-HC and Zn-HC mixtures form titanium tetrachloride and zinc chloride, respectively, a separate study was performed in which rats were exposed to zinc chloride gas or zinc chloride aerosol.

Target Organs · 3 items

Cancer, Dermal (Skin), Hepatic (Liver), Neurological (Nervous System), Renal (Urinary System or Kidneys), Respiratory (From the Nose to the Lungs)

Nervous

Eyes, skin, respiratory system, kidneys

Ecotoxicity Values · 5 items

LC50 Eisenia fetida (Earthworm, adult, 300-500 mg) dermal 19 ug/sq cm/48 hr (95% confidence interval: 16-23 ug/sq cm)

LC50 Daphnia magna 2.9 mg/L/48 hr /Conditions of bioassay not specified/.

LC50 Daphnia magna (Water flea) 8,070 ug/L/96 hr (static, unmeasured bioassay)

LC50; Species: Daphnia magna (Water flea, age 0-24 hr neonate); Conditions: freshwater, static, 22.0 °C, pH 8.23 (8.16-8.29), hardness 196 mg/L CaCO3, alkalinity 172 mg/L CaCO3, dissolved oxygen 6.56 mg/L (6.45-6.78 mg/L); Concentration: 1360 ug/L for 48 hr (1040-1790 ug/L) /98% purity/

For more Ecotoxicity Values (Complete) data for HEXACHLOROETHANE (38 total), please visit the HSDB record page.

Regulatory information

RCRA Requirements · 2 items

D034; A waste containing hexachloroethane may or may not be characterized as a hazardous waste following testing by the Toxicity Characteristic Leaching Procedure as prescribed by the Resource Conservation and Recovery Act (RCRA) regulations.

U131; As stipulated in 40 CFR 261.33, when hexaxhloroethane, 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).

TSCA Requirements · 1 item

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. Hexachloroethane is included on this list. Effective date 4/29/83; Sunset date 1/13/86.

Atmospheric Standards · 2 items

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. Hexachloroethane is produced, as an intermediate or 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. Hexachloroethane is included on this list.

CERCLA Reportable Quantities · 1 item

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).

Clean Water Act Requirements · 2 items

Toxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Chlorinated ethanes/

The levels of hexachloroethane in ambient water which may result in an incremental cancer risk of 1X10-5, 1X10-6, and 1X10-7 over an individual lifetime are estimated to be 19 ug/l, 1.9 ug/l, and 0.19 ug/l, respectively. On the basis of the consumption of aquatic organisms alone, the corresponding levels in ambient water are estimated to be 87.4 ug/l, 8.74 ug/l, and 0.87 ug/l, respectively.

State Drinking Water Guidelines(ME) MAINE 7 ug/L

Safety data

OEB
B
OEL
TWA: 1 ppm (10 mg/m3) [skin] (Chloroethanes)
PPE
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
IDLA
300 ppm
tsca
TSCA listed

Chemistry & industry

Pharmacology

Mechanism of Action · 1 item

Hexachloroethane produces a spectrum of histopathological effects in the kidneys of male rats, but not of female rats or of mice, which are consistent with those typically induced by chemicals that cause alpha2u-globulin nephropathy. It is structurally similar to pentachloroethane, which also causes renal tumors in male rats. Pentachloroethane has been shown to increase the renal cortical concentrations of alpha2u-globulin and stimulate renal cell proliferation. Although these comparisons suggest that hexachloroethane acts through an alpha2u-globulin associated mechanism, the available data are insufficient to fulfil the criteria for establishing this mechanism.

Biological Half-Life · 3 items

Approximately 2.5 days; [HSDB]

A group of male rats was given 62 mg/kg/day for 8 weeks to estimate tissue clearance. Clearance of hexachloroethane from fat, liver, kidney,and blood occurred in an apparent first-order manner with a half-life of approx 2.5 days.

Analyzed liver, kidneys, blood, and adipose tissue from rats fed hexachloroethane in a 110 d dietary feeding study. After 57 d...Reported that the "concentration of HCE in the kidneys of male rats was significantly higher at all dose levels when compared to females (mg HCE/g of kidney with increasing dose <294>males: 1.4, 24.3, 95.1; females: 0.4, 0.7, 2.0). The results of the tissue analysis indicated that HCE was cleared in an apparent first-order manner with a half-life estimated to be 2-3 days."

Metabolism/Metabolites · 5 items

Under aerobic conditions, rat liver microsomes convert carbon tetrachloride to an electrophilic form of chlorine that is trapped with 2,6-dimethylphenol to form 4-chloro-2,6-dimethylphenol. The mechanism of cytochrome p450 catalyzed electrophilic Cl formation from CCl4 was examined with structure-activity studies of electrophilic halogen formation and chemically and in vitro microsomal studies. The chemical oxidants, hydrogen peroxide, cumene hydroperoxide, and iodobenzene diacetate, did not support electrophilic halogen formation from hexachloroethane in microsomal studies.

The dechlorination rates of six haloethanes /including hexachloroethane/ were investigated in vitro using liver microsomes derived from rats treated with Aroclor 1254. ... Dechlorination kinetics were measured at various substrate concentrations. Electron densities in the molecules for which dechlorination data are available were calculated by the MINDO/3 method. A previously reported correlation between electronic parameters and dechlorination rate was not confirmed but rather a separate relationship between these parameters for each of three structural classes (RCH2Cl, RCHCl2, and RCCl3) was observed. On the basis of these observations, possible reaction mechanisms and their toxicological implications are discussed.

Chlorinated olefin was formed in vitro from hexachloroethane by phenobarbital-induced rat liver microsomes. The production of tetrachloroethylene was quantified by gas chromatography. The formation of olefins from these polychlorinated ethanes is apparently due to a cytochrome p450 mediated vic-bisdechlorination reaction which may involve a free radical intermediate.

When 500 mg/kg (14)C-hexachloroethane were fed to rabbits, only 5% of the radioactivity was excreted in the urine after 3 days. ... Between 14 & 24% of the dose was expired unchanged or as CO2, tetrachloroethylene and 1,1,2,2-tetrachloroethane; the rest remained in the carcass.

For more Metabolism/Metabolites (Complete) data for HEXACHLOROETHANE (10 total), please visit the HSDB record page.

MeSH Pharmacological ClassificationAgents that kill parasitic worms. They are used therapeutically in the treatment of HELMINTHIASIS in man and animal.
Absorption, Distribution and Excretion · 5 items

Orally admin hexachloroethane is absorbed and appears rapidly in the systemic circulation. It is distributed widely throughout the body, the highest concn being found in the fat, the lowest in muscle.

... A dose of 0.5 g/kg of body weight in a rabbit was slowly metabolized. Approximately 5 percent appeared in the urine in a period of 3 days and from 14 to 24 percent in the expired air.

Hexachloroethane (HCE) was fed to Fischer 344 rats at approximate doses of 0, 1, 15 or 62 mg/kg/day for 16 weeks. Selected tissues were assayed at termination for HCE content. Histopathological examination identified the kidney as the primary target organ with male rats more sensitive than female rats. The kidney concentration of HCE increased proportionately with dose in the males, but there were disproportionately small increases with dose in females. A group of male rats was given 62 mg/kg/day for 8 weeks to estimate tissue clearance. Clearance of HCE from fat, liver, kidney and blood occurred in an apparent first-order manner with a half-life of approximately 2.5 days. The apparent first-order elimination suggests that HCE metabolism and excretion were not saturated in rats given up to 62 mg/kg/day and suggests that, in the range of doses given, toxicity should be proportional to exposure concentration.

A small group (n = 12) of military white smoke munition workers provided blood plasma during a production break (S I) and after five weeks' production (S II) of a hexachloroethane (HCE)/titanium dioxide formula. Plasma was also obtained from a sex and age matched control group (n = 12) and a group (n = 13) of previously HCE-exposed workers, respectively. HCE in plasma (P-HCE) was determined with gas chromatography and electron capture detection. No HCE was found in the plasma samples from the two control groups. In the HCE exposed group the mean (+/- SD) P-HCE level increased almost two orders of magnitude from S I (0.08 +/- 0.14 microgram/L) to S II (7.30 +/- 6.04 micrograms/L) despite efforts to minimize the internal dose.

For more Absorption, Distribution and Excretion (Complete) data for HEXACHLOROETHANE (6 total), please visit the HSDB record page.

Uses & manufacturing

Uses · 6 items

In the United States, about half of the hexachloroethane is used by the military for smoke-producing devices. Another use of hexachloroethane is in pyrotechnics. It inhibits the explosiveness of methane and the combustion of ammonium perchlorate. Hexachloroethane is used as an anthelmintic (to destroy tapeworms) in sheep and cattle. It is also added to the feed of ruminants to prevent methanogenesis and increase feed efficiency, and it is used as an ingredient in some fungicides and insecticides. Hexachloroethane is used in metal and alloy production. Hexachloroethane has various applications as a polymer additive. It has flameproofing qualities and increases affinity for dyes.

Used by the military to make smoke bombs and by industry to remove air bubbles from molten aluminum; no longer produced in the United States; [ATSDR ToxFAQs] Used in metallurgy for refining aluminum alloys, removing impurities from molten metals, recovering metal from ores or smelting products, and as degassing agent for magnesium, to inhibit explosiveness of methane and combustion of ammonium perchlorate, in pyrotechnics, fire extinguishing fluids, organic synthesis, as ignition suppressant, polymer additive, flame-proofing agent, vulcanizing agent, swelling agent and to increase dye affinity for polymer fibers, laboratory chemical, plasticizer for cellulose esters, insecticide, rubber process solvent, camphor substitute in nitrocellulose, retardant in fermentation, to make synthetic diamonds, and as veterinary anthelmintic (flukicide); [HSDB] Has also been used in fungicide and insecticide formulations, extreme-pressure lubricants, moth repellents, and submarine paints; [NTP]

Aluminum Producing [Category: Industry]

Hexachloroethane is contained in pyrotechnics. It inhibits the explosiveness of methane and the combustion of ammonium perchlorate. Smoke containing hexachloroethane is used to extinguish fires.

Hexachloroethane has various applications as a polymer additive. It has flame proofing qualities, increases sensitivity to radiation crosslinking, and is used as a vulcanizing agent. Added to polymer fibers, it acts as a swelling agent and increases affinity for dyes.

Moth repellant /former use/; fire extinguishing fluids manufacture; laboratory chemical; military smoke candles and grenades; plasticizer for cellulose esters; insecticide and rubber process solvent; camphor substitute in nitrocellulose solvent; retardant in fermentation process

U.S. Imports · 4 items

(1978) 7.88X10+8 G

(1982) 5.10X10+8 G

(1984) 6.51X10+8 g

(1986) 4.47X10+6 lb

U.S. Production · 4 items

2023: 75,000 - <500,000 lb

(1977) AT LEAST 9.58X10+8 G

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#3793]

Hexachloroethane is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Consumption Patterns · 1 item

According to USA distributors, hexachloroethane had three major applications within the United States prior to 1979: 50% used by the military in the production of smoke bombs and other smoke munitions. 30-40% in the manufacture of degassing pellets to be used in aluminum foundries to force air bubbles out of molten ore. 10-20% as an anthelmintic for the control of sheep flukes.

Industry UsesIntermediate
Methods of Manufacturing · 5 items

By-product from the chlorination of ethylene and propylene with excess chlorine in vapor phase at 550-650 °C without a catalyst.

In the presence of catalysts, trichloroethylene is readily chlorinated to hexachloroethane.

Ethylene dichloride + chlorine (chlorination; byproduct of trichloroethylene/perchloroethylene production)

Ethane/propane + chlorine (chlorinolysis; byproduct of perchloroethylene/carbon tetrachloride production)

A primary source for hexachloroethane is from the production of tetrachloroethylene and carbon tetrachloride by chlorinolysis of hydrocarbons and chlorinated hydrocarbon residues. It can be separated from the residues by distillation and fractionated crystallization. For the intentional production of hexachloroethane, tetrachloroethylene is chlorinated batchwise in the presence of iron chloride. The hexachloroethane crystallizes from the mother liquor and is isolated. The mother liquor is recycled and again chlorinated.

Applications · 5 items

DescriptionHexachloroethane (HCE) is a halogenated hydrocarbon consisting of six chlorines attached to an ethane (ACGIH, 1991); it is a white to pale yellow solid that is unstable in air and evaporates gradually. It smells like camphor when its concentration in air and water are 150 and 10 ppb, respectively. HCE itself does not catch fire easily; however; in aqueous nonbiological conditions it has been determined that HCE is unstable and nonenzymatic dechlorination in the absence of nicotinamide adenine dinucleotide phosphate (NADP) occurs. It rapidly degrades in soil or groundwater. Also, some microorganisms break down HCE without oxygen, and decomposition in aerobic conditions has been reported. Some bioconcentration of HCE in fish has been determined, though upper levels through the food chain are limited, since it is rapidly metabolized by fish, which is discussed later (ATSDR, 1997). Eyes, skin, respiratory system, and kidneys have been proposed as main targets in humans upon exposure. Symptoms include blinking, tearing, photophobia, and irritation of eyes. Also, facial muscles may have difficulty in movement. Animal studies on effects of HCE during pregnancy are limited. After oral exposure, HCE is primarily distributed to fat tissue. Toxicokinetic studies in animals indicated that HCE is mostly localized and metabolized in the liver and kidney. Several corresponded metabolites have demonstrated liver and kidney toxicities similar to HCE. Neurological effects such as tremors and ataxia were observed in Beagle dogs, rats, and pregnant rats. Other effects via inhalation exposure included reduced body weight and increased relative liver weight in rats and guinea pigs. In another study, male rats also displayed increased relative spleen and testes weight. Based on California Proposition 65, HCE was proposed to be carcinogenic for humans, and it induces tumors at sites other than the site of entry. Noncancerous effects include kidney degeneration (tubular nephropathy, necrosis of renal tubular epithelium, hyaline droplet formation, tubular regeneration, and tubular casts) and hepatocellular necrosis. It results in hyaline droplet nephropathy and renal toxicity, and it induces chromosome malsegregation, lethality, and mitotic growth arrest (Crebelli et al., 1995, 1992, 1988).

UsesHexachloroethane is used as a solvent, infireworks and smoke devices; in explosives,in celluloid, as an insecticide, and as a rubbervulcanizing accelerator. Earlier it was used asan anthelmintic for livestock. Hexachloroethane is a highly efficient chlorinating agent in the preparation of chlorosilanes from hydrosilanes.

UsesIn metallurgy for refining aluminum alloys, removing impurities from molten metals, recovering metal from ores or smelting products. Degassing agent for magnesium; to inhibit explosiveness of methane and combustion of ammonium perchlorate. Smoke generator in grenades; in pyrotechnics. Ignition suppressant, in fire extinguishing fluids, polymer additive, flame-proofing agent, vulcanizing agent. In production of synthetic diamonds.

UsesThe applications of hexachloroethane have been extensive; however, industrial uses are diminishing. Hexachloroethane is used primarily in military smoke munitions (e.g., smoke pots, grenades, cartridges, and projectiles used to generate “smoke” or “fog”) and in pyrotechnics. The estimated average annual use of hexachloroethane from 1966 to 1977 at a major facility manufacturing smoke and pyrotechnic devices was 192,802 lb. In the 1970s, about half of the hexachloroethane distributed was used to manufacture military smoke-producing and pyrotechnic devices, 30% to 40% to manufacture degassing pellets to remove air bubbles from molten ore at aluminum foundries, and 10% to 20% as an antihelminthic to control liver flukes in sheep and cattle. The U.S. Food and Drug Administration withdrew approval for the use of hexachloroethane as an antihelminthic in 1971, and it probably is no longer used for this purpose (ATSDR 1997). Its use for degassing aluminum also has been almost completely phased out in the United States (EPA 1999). Other uses in metallurgy include refining alloys, removing impurities from molten metals, recovering metals from ores or smelting products, and as a degassing agent for magnesium; however, the European Union began phasing out the use of hexachloroethane in nonferrous metals in 1998 (EC 1998). A number of other past uses of hexachloroethane have been identified, but many of these likely have been discontinued or involve the use of only limited quantities. Hexachloroethane is used as a laboratory chemical and as an ingredient in various fungicidal and insecticidal formulations, extreme-pressure lubricants, and plastics (ATSDR 1997, IARC 1999, HSDB 2009). Other past uses include as a moth repellent and in the chemical industry as a polymer additive, a plasticizer for cellulose esters, an accelerator, a vulcanizing agent, a process solvent in rubber manufacturing, a retardant in fermentation processes, and a component of submarine paints, and in the production of some types of synthetic diamonds. It has also been used as a component of fire-extinguishing fluids, an additive in combustible liquids (ignition suppressant), and an inhibitor of the explosiveness of methane and the combustion of ammonium perchlorate (IARC 1979, 1999, HSDB 2009).

General DescriptionHexachloroethane is a colorless, crystalline solid with a camphor-like odor. Hexachloroethane may cause illness from inhalation or ingestion and may irritate skin, eyes and mucous membranes. When heated to high temperatures Hexachloroethane may emit toxic fumes. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Hexachloroethane is used to make other chemicals.

Additional notes

DefinitionChEBI: A member of the class of chloroethanes that is ethane in which all the hydrogens are replaced by chloro groups.

Related reactions

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