General Description
A colorless crystalline solid. Insoluble in water and sinks in water. Toxic by inhalation, skin absorption or ingestion. Used as a pesticide.
Reactivity Profile
TDE is a halogenated hydrocarbon. Compounds in this group may react with acids, bases, and oxidizing and reducing agents. They are incompatible with alkali, and strong oxidizers, in particular.
Air & Water Reactions
Insoluble in water.
Potential Exposure
A potential danger to those involved in the manufacture, formulation and application of this insecticide. In an action of March 18, 1971, EPA cancelled all pesticide uses of this product which is a metabolite of DDT. Hence it is no longer manufactured commercially.
Fire Hazard
Special Hazards of Combustion Products: Irritating hydrogen chloride fumes may form in fires.
First aid
Skin Contact: Flood all areas of the body that have contacted the substance with water. Don’t wait to remove contaminated clothing; do it under the water stream. Use soap to help assure removal. Isolate contaminated clothing when removed to prevent contact by others. Eye Contact: Remove any contact lenses at once. Flush eyes well with copious quantities of water or normal saline for at least 20-30 minutes. Seek medical attention. Inhalation: Leave contaminated area immediately; breathe fresh air. Proper respiratory protection must be supplied to any rescuers. If coughing, difficult breathing or any other symptoms develop, seek medical attention at once, even if symptoms develop many hours after exposure. Ingestion: If convulsions are not present, give a glass or two of water or milk to dilute the substance. Assure that the person’s airway is unobstructed and contact a hospital or poison center immediately for advice on whether or not to induce vomiting. Medical observation is recommended following acute overexposure.
Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN2761 Organochlorine pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Incompatibilities
Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.
Chemical Properties
colourless to off-white crystals
Chemical Properties
TDE is a colorless, combustible, crystalline compound.
Waste Disposal
Incineration in a unit operating above 850℃ equipped with HCl scrubber. Incineration above 1200℃ for 1-2 seconds is recommended. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.
Uses
4,4'-Dichlorodiphenyldichloroethane is a synthetic organochlorine insecticide. 4,4'-Dichlorodiphenyldichloroethane is a metabolite of 4,4'-Dichlorodiphenyltrichloroethane (D434195). 4,4'-Dichlorodiphenyldichloroethane is a probable carcinogen (Group B2).
Uses
Contact control of leaf rollers and other insects on vegetables and tobacco
Definition
ChEBI: A chlorophenylethane that is 2,2-bis(p-chlorophenyl)ethane substituted by two chloro groups at position 1. It is a metabolite of the organochlorine insecticide, DDT.
Hazard
Toxic by ingestion, inhalation, and skin
absorption; use restricted in some states. Questionable
carcinogen.
Health Hazard
A derivative of DDT; toxic properties similar to DDT; systemic effects from ingestion include headache, anesthesia, cardiacarrhythmias, nausea, vomiting, sweating,and convulsions; oral lethal dose in mice600 mg/kg; also moderately toxic by skinabsorption; susceptible to accumulation infat; sufficient evidence of carcinogenicity inexperimental animals.
LD50 oral (rat): 113 mg/kg
LD50 skin (rabbit): 1200 mg/kg.
Safety Profile
Confirmed carcinogen withexperimental carcinogenic, neoplastigenic, andtumorigenic data. Poison by ingestion. Moderately toxicby skin contact. Mutation data reported. An insecticide.When heated to decomposition it emits toxic fumes ofCl-.
Environmental Fate
Biological. It was reported that p,p′-DDD, a major biodegradation product of p,p′-
DDT, was degraded by Aerobacter aerogenes under aerobic conditions to yield 1-chloro-
2,2-bis(p-chlorophenyl)ethylene, 1-chloro-2,2-bis-(p-chlorophenyl)ethane and 1,1-bis(pchlorophenyl)ethylene. Under anaerobic conditions, however, four additional compounds
were identified: bis(p-chlorophenyl)acetic acid, p,p′-dichlorodiphenylmethane, p,p′-
dichlorobenzhydrol and p,p′-dichlorobenzophenone (Fries, 1972). Under reducing conditions, indigenous microbes in Lake Michigan sediments degraded DDD to 2,2-bis(pchlorophenyl)ethane and 2,2-bis(p-chlorophenyl)ethanol (Leland et al., 1973). Incubation
of p,p′-DDD with hematin and ammonia gave 4,4′-dichlorobenzophenone, 1-chloro-2,2-
bis-(p-chlorophenyl)ethylene and bis(p-chlorophenyl)acetic acid methyl ester (Quirke et
al., 1979). Using settled domestic wastewater inoculum, p,p′-DDD (5 and 10 mg/L) did
not degrade after 28 days of incubation at 25°C (Tabak et al., 1981).
Chemical/Physical. The hydrolysis rate constant for p,p′-DDD at pH 7 and 25°C was
determined to be 2.8 × 10–6/hour, resulting in a half-life of 28.2 years (Ellington et al.,
1987). 2,2-Bis(4-chlorophenyl)-1-chloroethene and hydrochloric acid were
Purification Methods
Crystallise DDD from EtOH and dry it in vacuo. The purity is checked by TLC. [Beilstein 5 III 1830.] TOXIC INSECTICIDE.
