Toxaphene
CAMPHECHLOR · Motox · TOXAPHEN · TOXAPHANE · CHLORINATED CAMPHENE · Toxaphene camphechlor · 3956 · PChK

Identifiers & Physical Properties
| CAS No. | 1852481-29-8 |
|---|---|
| Molecular formula | C10H8Cl8 |
| Average molar mass | 411.8 g/mol |
| Monoisotopic mass | 407.813422 g/mol |
| SMILES | C=C1C(CCl)(CCl)C2(Cl)C(Cl)C(Cl)C1(Cl)C2(Cl)Cl |
| InChIKey | OEJNXTAZZBRGDN-UHFFFAOYSA-N |
| PubChem CID | 5284469 |
| ChEMBL | CHEMBL1339089 |
| EC No. | 232-283-3 |
| DTXSID | DTXSID90858936 |
Chemical & Physical Properties
| XLogP | 4.7 |
|---|---|
| Topological polar surface area | 0 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 0 |
| Rotatable bonds | 2 |
| Heavy atoms | 18 |
| Formal charge | 0 |
| Complexity | 403 |
| Chemical classes | Hazardous Air Pollutants (HAPs)Carcinogens |
| Cosmetics | Cosmetics ingredient -> Fragrance |
| Pesticides | Pesticide -> EPA IRISAgrochemicals -> Pesticide active substancesActive substance -> EU Pesticides database: Not approvedPesticides -> Organochlorine PesticidesPesticide (Toxaphene) -> USDA PDB |
| LogP (partition coefficient) | The median log Kow for toxaphene is 5.90.3.35.5 |
| Odor | Pleasant piney odorMild odor of chlorine and camphorMild, turpentine-like odorMild, piney, chlorine- and camphor-like odor. |
| Density | 1.65 (EPA, 1998) - Denser than waterwill sink1.65 @ 25 °CRelative density (water = 1): 1.651.65 @25 °C |
| Color/Form | Yellow waxy solid.Amber, waxy solid. |
| Solubility | less than 1 mg/mL at 66 °F (NTP, 1992)Clear, amber-colored, and viscous liquid, mild terpene odor, specific gravity: 1.519-1.567 at 25 °C/25 °Creadily sol in most commercial organic solvents and is more sol in aromatic than in aliphatic hydrocarbons /Strobane T-90/Freely sol in aromatic hydrocarbonsREADILY SOL IN ORG SOLVENTS INCL PETROLEUM OILS3 mg/l water @ room temp> 450 g/100 ml benzene120 g/L in alcohol at 25–30 °C (quoted, Meites, 1963)0.4mg/L(25 ºC) |
| Corrosivity | Noncorrosive in the absence of moistureCorrosive to ironSolution in xylene may produce corrosive products when heated. |
| Flash point | 84 °F (EPA, 1998)135 °C, 275 °F (closed cup) /Chlorinated camphene 60%/115 °C (tag closed cup) /Toxaphene 90% soln/34-46 °C (tag closed cup) /Strobane T-90/4 °C |
| Boiling point | Decomposes (NTP, 1992)Decomposes near boiling point |
| Melting point | 149 to 194 °F (EPA, 1998)65-90 °C149-194 °F65-90℃ |
| Vapor pressure | 15.8 at 25 °C (2,2,5-endo-6-exo-8,9,10-heptachlorobornane, toxaphene component, Hinckley etal., 1990) |
| Storage conditions | 2-8°C |
| Physical state | Yellow waxy solid |
| Merck | 13,9633 |
| Henry's law constant | 0.99 at 10 °C, 3.56 at 20 °C, 6.81 at 30 °C, 8.49 at 35 °C, 14.8 at 40 °C (gas stripping, Jantunen and Bidleman, 2000) |
| Exposure limits | ACGIH TLV-TWA:0.5 mg/m3TLV-STEL:1 mg/m3OSHA PEL-TWA:0.5 mg/m³NIOSH IDLH:200 mg/m3 |
| Stability | Stable. Incompatible with alkali, strong oxidizers. Heat and light sensitive. |
| EPA Primary Drinking Water Standard | MCL:0.003,MCLG:zero |
| Toxicology and Carcinogenesis | Bioassay of Toxaphene for Possible Carcinogenicity (CASRN 8001-35-2) |
| EWG's Food Scores | 8 |
| FDA UNII | 9924JQ4D5J |
| Proposition 65 List | Toxaphene (Polychlorinated camphenes) |
| IARC | 2B (Vol. Sup 7, 79) 2001 |
| EPA Substance Registry System | Toxaphene (8001-35-2) |
| Toxicological Profile|ATSDR | TOXAPHENE|Toxicological Profile|ATSDR |
| GHS pictogram | GHS02, GHS06, GHS08, GHS09 |
| Signal word | Danger |
| GHS hazard statements | H225-H301+H311+H331-H370-H411 |
| GHS precautionary statements | P210-P280-P302+P352+P312-P304+P340+P312-P370+P378-P403+P235 |
| Hazard symbols | T,N,Xn,F,Xi |
| Risk statements (R) | 21-25-37/38-40-50/53-67-65-38-11-36/37/38-39/23/24/25-23/24/25-51/53 |
| Safety statements (S) | 36/37-45-60-61-62-33-16-36-26 |
| UN transport number | 2761 |
| Water hazard class (WGK) | 3 |
| RTECS number | XW5250000 |
| Hazard class | 6.1(b) |
| Packing group | III |
| Hazardous substances data | 8001-35-2(Hazardous Substances Data) |
| Toxicity | LD50 in male, female rats (mg/kg): 90, 80 orally1075, 780 dermally (Gaines) |
| Immediately dangerous to life or health concentration | 200 mg/m3 |
Safety & Regulations
| GHS classification | DangerH301: Toxic if swallowed [Danger Acute toxicity, oral]P203, P261, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P317, P318, P319, P321, P330, P332+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)H301 (97.6%): Toxic if swallowed [Danger Acute toxicity, oral] |
|---|---|
| Regulatory information | Hazard Traits - BioaccumulationCarcinogenicityEnvironmental PersistenceNeurotoxicityRespiratory ToxicityRegulation (EC) No 178/2002 (amended)Substance: ToxapheneThe 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 information | IMAP assessments - Toxaphene: Human health tier I assessment |
| DOT label | Poison |
| Fire hazards | Container may explode in heat of fire. Toxic vapors are generated when heated. Releases hydrochloric acid in the presence of alkali, on prolonged exposure to sunlight, and at temperatures above 311F. Avoid strong oxidizers, corrosive to iron. (EPA, 1998)Liquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire. |
| Fire potential | Solid /is/ not flammable, but /it is/ usually dissolved in combustible liquid. |
| Health hazards | Camphechlor is extremely toxic: the probable oral lethal dose (human) is 5-50 mg/kg or between 7 drops and 1 teaspoonful for 70 kg (150 lb.) person. (EPA, 1998) |
| Hazards summary | Toxaphene was one of the most heavily used pesticides in the United States in the 1970s and early 1980s. It was used primarily to control insect pests on cotton and other crops in the southern United States. Other uses included controlling insect pests on livestock and killing unwanted fish in lakes. Toxaphene was banned for all registered uses by 1990. Toxaphene is made by reacting chlorine gas with a substance called camphene. The resulting product (toxaphene) is a mixture of hundreds of different chlorinated camphenes and related chemicals. |
Applications & Uses
Description
Toxaphene is an organochlorine insecticide that is similar to other compounds such as endrin, dieldrin, aldrin, dichlorodiphenyltrichloroethane (DDT), lindane, and chlordecone. Manufacturing of toxaphene was started in the 1940s and was highly effective on cotton and certain food crops. In addition to its use as an insecticide, toxaphene was also used to eliminate certain species of fish in aquatic environments. Toxaphene itself consists of a mixture of hundreds of different chemicals with a major identified toxic component being heptachlorobornane. The use of toxaphene peaked in 1974 after DDT was banned in 1972 with nearly 400 000 metric tons being distributed into the environment (both land and aquatic uses). This use began to subside, yet nearly 100 000 metric tons was still used in 1980 shortly before the complete ban on toxaphene usage. Large quantities of toxaphene were released into the environment. The overall chlorine content of toxaphene is nearly 70% by weight with most of the organic compounds comprising toxaphene being chlorinated. The molecular weight of the various components of toxaphene can range from 308 to 551 g mol-1. The mean formula weight is approximately 414 g mol-1. Toxaphene can be found as an yellowish-waxy substance that is relatively volatile and can be transported in the atmosphere. If inhaled, especially in larger quantities, toxaphene has been shown to cause significant damage to the lungs/respiratory tract, central nervous system, and kidneys. The use of toxaphene as an insecticide was banned in the early 1980s and completely banned in the United States in 1990. In addition to its ban in North America, toxaphene has been also banned in Europe, yet its use in developing countries still persists. Toxaphene is not readily soluble in water and tends to deposit in the soil and sediment, as well as the atmosphere. Microorganisms in the soil tend to degrade toxaphene very slowly. Toxaphene does not degrade as slowly as DDT but has been demonstrated to persist in the environment for extended and significant periods of time.
Uses
Formerly used as an insecticide
Uses
Toxaphene is an insecticide that contains over 200–700 chemicals and can exist as an yellow to amber solid or gas. Heavily used in the United States until 1982, its use was completely banned in 1990. Toxaphene was used primarily to control insects on cotton crops in the southern United States; it has also been used to control pests on livestock and to control unwanted fish in aquatic environments. Reports have indicated that fish are low metabolizers of toxaphene, whereas other aquatic life such as snails can be extensive metabolizers, thus reducing the toxicity of toxaphene to aquatic life other than fish (Isensee et al., 1979).