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HEPTACHLOR

HEPTACHLOR Structure
CAS No.
76-44-8
Chemical Name:
HEPTACHLOR
Synonyms
Hepta;Heptachlor Standard;E3314;E3314(R);Heptachloor;1,4,5,6,7,8,8-HEPTACHLORO-3A,4,7,7A-TETRAHYDRO-4,7-METHANOINDENE;GPkh;H-34;H-60;Heptox
CBNumber:
CB3246285
Molecular Formula:
C10H5Cl7
Molecular Weight:
373.32
MOL File:
76-44-8.mol
Modify Date:
2024/3/14 15:18:26

HEPTACHLOR Properties

Melting point 96℃
Boiling point 458.95°C (rough estimate)
Density 1.6 g/cm3
vapor pressure 2.33(x 10-4 mmHg) at 25 °C (subcooled liquid vapor pressure calculated from GC retention time data, Hinckleyet al., 1990)
refractive index 1.5407 (estimate)
Flash point 11 °C
storage temp. APPROX 4°C
Water Solubility 0.056 mg l-1 (25-29 °C)
Merck 13,4675
Henry's Law Constant 0.19(x 10-3 atm?m3/mol) at 5 °C, 0.31 at 15 °C, 0.40 at 20 °C, 0.61 at 25 °C, 0.82 at 35 °C:in 3% NaCl solution: 0.52 at 5 °C, 0.82 at 15 °C, 1.33 at 25 °C, 2.09 at 35 °C (gas stripping-GC, Cetin et al., 2006)
Exposure limits NIOSH REL: TWA 0.5 mg/m3, IDLH 35 mg/m3; OSHA PEL: TWA 0.5 mg/m3; ACGIH TLV: TWA 0.5 mg/m3.
Stability Stable. Non-combustible. Incompatible with strong alkali, oxidizing agents. Corrodes many metals.
IARC 2B (Vol. Sup 7, 53, 79) 2001
EPA Substance Registry System Heptachlor (76-44-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H300+H310-H351-H373-H410
Precautionary statements  P202-P260-P273-P280-P301+P310-P302+P352+P310
Hazard Codes  T,N,F,Xn
Risk Statements  24/25-33-40-50/53-39/23/24/25-23/24/25-11-67-65-38-51/53
Safety Statements  36/37-45-60-61-62-16-7
RIDADR  2761
OEB C
OEL TWA: 0.5 mg/m3 [skin]
WGK Germany  3
RTECS  PC0700000
HazardClass  6.1(a)
PackingGroup  II
Toxicity LD50 in male, female rats (mg/kg): 100, 162 orally (Gaines)
IDLA 35 mg/m3

HEPTACHLOR Chemical Properties,Uses,Production

Description

Heptachlor is a soft, white to light tan, waxy, non-combustible, crystalline solid with a camphor-like odour. Heptachlor is a member of the cyclodiene group of chlorinated insecticides (aldrin, dieldrin, endrin, chlordane, heptachlor, and endosulfan) and has a long history following World War II. It was registered as a commercial pesticide in 1952 for foliar, soil, and structure applications and for malarial control programmes; after 1960, it was used primarily in soil applications against agricultural pests and to a lesser extent against termites. Heptachlor is available commercially as a dust, a dust concentrate, an emulsifiable concentrate, a wettable powder, or in oil solutions. It is corrosive to metals and reacts with iron and rust to form hydrogen chloride gas. Heptachlor is incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides but is stable under normal temperatures and pressures. It may burn, but does not ignite readily. Heptachlor at high heat and temperature produces highly toxic, corrosive fumes of hydrogen chlorine gas and toxic oxides of carbon. An important metabolite of heptachlor is heptachlor epoxide which is an oxidation product formed from heptachlor by many plant and animal species. Heptachlor is almost insoluble in water but soluble in ether, acetone, benzene, and many other organic solvents.

Chemical Properties

Heptachlor is an organochlorine cyclodiene insecticide isolated from technical chlordane. It is available in the form of white crystals or a tan-colored waxy solid with a characteris- tic camphor-like or cedar-like odor. It is sparingly soluble or insoluble in water, but fairly soluble in acetone, benzene, ethanol, xylene, and other organic solvents. It is used for the control of termites, ants, and soil insects in cultivated and non-cultivated soils. Heptachlor epoxide is formed in nature when heptachlor is released into the environment and mixes with oxygen. Heptachlor epoxide remains in the soil for long periods of time. Heptachlor and heptachlor epoxide may also be present at numerous hazardous waste sites. Although the use of heptachlor is restricted, exposure to the general population does occur through the ingestion of contaminated food.

Physical properties

Colorless to light tan, waxy or crystalline, nonflammable solid with a camphor-like odor

Uses

Heptachlor is used for the control of termites, ants, household insects and soil insects. It is also applied as a seed treatment, soil treatment or directly to foliage.

Preparation

Heptachlor may be synthesized by reacting chlordene with N-bromosuccinimide to give the intermediate 1-bromochlordene followed by chlorination with hydrogen chloride in nitromethane in the presence of aluminum trichloride.

Definition

ChEBI: A cyclodiene organochlorine insecticide that is 3a,4,7,7a-tetrahydro-1H-4,7-methanoindene substituted by chlorine atoms at positions 1, 4, 5, 6, 7, 8 and 8. Formerly used to kill termites, ants and other insects in agricultural and domes ic situations.

General Description

HEPTACHLOR is a white to light tan waxy looking solid. Noncombustible. Insoluble in water. Can cause illness by inhalation, skin absorption and/or ingestion. The primary hazard is the threat posed to the environment. Immediate steps should be taken to limit its spread to the environment. Used as an insecticide.

Air & Water Reactions

Susceptible to epoxidation. Insoluble in water. Slowly losses hydrogen chloride in the presence of alkaline solution.

Reactivity Profile

HEPTACHLOR is incompatible with strong alkalis. Corrosive to metals. Can react with iron and rust to form toxic gases. Can react vigorously with oxidizing materials. Susceptible to epoxidation . May be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

Hazard

Toxic by ingestion, inhalation, and skin absorption; use has been restricted and discontinued except for termite control. Possible carcinogen.

Health Hazard

Exposures to heptachlor epoxide cause adverse health effects to animals and humans. Exposure to heptachlor is toxic by mouth, by skin contact, as well as by inhalation of dust from powder concentrates. Heptachlor acts as a CNS stimulant. Prolonged period of expo- sures to high concentrations of heptachlor cause headache, dizziness, nausea, vomiting, weakness, irritability, salivation, lethargy, respiration distress, muscle tremors, convul- sions, and paralysis. Severe cases of poisoning lead to respiratory failure and death. In fact, seizures and cortical excitability are the prime CNS symptoms following acute hepta- chlor exposure. The photoisomer of heptachlor (photoheptachlor) and the major metabo- lite of heptachlor, namely, heptachlor epoxide are more toxic than the parent compound. Heptachlor induces tremors, convulsions, paralysis, and hypothermia in rats and young calves. The poisoned animals showed muscle spasms in the head and neck region, convul- sive seizures, elevated body temperatures, and engorged brain blood vessels. Humans exposed to heptachlor in the home during termite control operations showed signs of neurotoxicity, i.e., irritability, salivation, lethargy, dizziness, labored respiration, muscle tremors, convulsions, and death due to respiratory failure. Heptachlor interfered with nerve transmission, caused hyperexcitation of the CNS, lethargy, incoordination, tremors, convulsions, stomach cramps or pain, leading to coma and death.

Fire Hazard

Special Hazards of Combustion Products: Irritating hydrogen chloride fumes may form in fire.

Metabolic pathway

Heptachlor is quite stable and resistant to environmental degradation. Metabolic processes by which it undergoes transformation are epoxidation, hydrolysis and dechlorination. It is transformed into a variety of products, many of which differ from one another only in stereochemical features while retaining the carbon skeleton and the chlorinated norbornene moiety. The main biological metabolite is exoepoxyheptachlor. Products formed by sensitised photolysis have caged structures and undergo reactions that are typical of this class.

HEPTACHLOR Preparation Products And Raw materials

Raw materials

Preparation Products

VELSICOL 104(R) DRINOX(R) CUPINCIDA FENNOTOX (-)-HEPTACHLOR (+)-HEPTACHLOR HEPTACHLOR BIARBINEX 1(3a),4,5,6,7,8,8-Heptachloro-3a(1),4,7,7a-tetrahydro-4,7-methanoindene 1,4,5,6,7,10,10-Heptachloro-4,7,8,9-tetrahydro-4,7-endo-methyleneindene 1,4,5,6,7,10,10-Heptachloro-4,7,8,9-tetrahydro-4,7-methyleneindene 1,4,5,6,7,8,8a-Heptachloro-3a,4,7,7a-tetrahydro-4,7-methanoindane 1,4,5,6,7,8,8-Eptacloro-3a,4,7,7a-tetraidro-4,7-endo-metano-indene 1,4,5,6,7,8,8-Heptachloor-3a,4,7,7a-tetrahydro-4,7-endo-methano-indeen 1,4,5,6,7,8,8-Heptachlor-3a,4,7,7,7a-tetrahydro-4,7-endo-methano-inden 1,4,5,6,7,8,8-Heptachloro-3a,4,7,7,7a-tetrahydro-4,7-methylene indene NCI-C00180 Rcra waste number P059 Rhodiachlor Technical heptachlor Velsicol 104 Velsicol heptachlor HEPTACHLOR, 100MG, NEAT HEPTACHLOR, 1000MG, NEAT heptachlor (iso,bsi,esa,jmaf) heptachlor solution 1,4,5,6,7,8,8-HEPTACHLORO-4,7-ENDOMETHYLENE-3A,7A-TETRAHYDROINDENE 3a,4,7,7a-Tetrahydro-1,4,5,6,7,8,8-pentachloro-4,7-methano-1H-indene heptachlor (ISO) 1,4,5,6,7,8,8-heptachloro-3a,4,7,7a-tetrahydro-4,7-methanoindene 1,4,5,6,7,8,8-Heptachloro-3a,4,7,7a-tetrahydro-4,7-endo-methanoindene 3,4,5,6,7,8,8a-Heptachlorodicyclopentadiene 3,4,5,6,7,8,8-Heptachlorodicyclopentadiene 3a,4,5,6,7,8,8-Heptachloro-3a,4,7,7a-tetrahydro-4,7-methanoindene 3-Chlorochlordene 4,7-Methano-1H-indene, 1,4,5,6,7,8,8-heptachloro-3a,4,7,7a-tetrahydro- 4,7-Methanoindene, 1,4,5,6,7,8,8-heptachloro-3a,4,7,7a-tetrahydro- Aahepta 1,4,5,6,7,8,8-Heptachloro-3a,4,7,7a-tetrahydro-4,7-methano-1H-indene Heptachlor 99% Arbinex 30TN 1,4,5,6,7,8,8-Heptachloro-3alpha,4,7,7alpha-tetrahydro-4,7-endo-methanoindene Agroceres Dicyclopentadiene, 3,4,5,6,7,8,8a-heptachloro- Drinox H-34 ENT 15,152 Eptacloro GPkh H-34 H-60 Heptachlorane Heptachlore Heptachlorotetrahydro-4,7-methanoindene Heptagran Heptamul Heptox Latka 104 Heptachlor Solution, 1000ppm HeptachlorSolution,1000mg/L,1ml