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METHOXYCHLOR

CAS No.
72-43-5
Chemical Name:
METHOXYCHLOR
Synonyms
DMDT;MeOCl;Metox;Methoxychlore;,p-Methoxychlor;Moxie;oms466;mezoxk;Mesox K;Marlate
CBNumber:
CB2393731
Molecular Formula:
C16H15Cl3O2
Molecular Weight:
345.65
MDL Number:
MFCD00000803
MOL File:
72-43-5.mol
MSDS File:
SDS
Last updated:2024-03-14 15:18:26

METHOXYCHLOR Properties

Melting point 86-88 °C(lit.)
Boiling point 346 °C
Density 1.41 g/cm3 (25℃)
vapor pressure Very low
Flash point 11 °C
storage temp. APPROX 4°C
solubility Soluble in ethanol (Windholz et al., 1983), chloroform (440 g/kg), xylene (440 g/kg), and methanol (50 g/kg) (Worthing and Hance, 1991)
Water Solubility 0.1 mg l-1 (25 °C)
form crystalline
color yellow
Merck 14,5990
BRN 2057367
Exposure limits NIOSH REL: IDLH 5,000 mg/m3; OSHA PEL: TWA 15 mg/m3; ACGIH TLV: TWA 10 mg/m3.
Stability Stable, but light sensitive. Combustible at high temperature. Corrodes aluminium and iron slowly.
EPA Primary Drinking Water Standard MCL:0.04,MCLG:0.04
CAS DataBase Reference 72-43-5(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII RIA79UD69L
IARC 3 (Vol. 20, Sup 7) 1987
EPA Substance Registry System Methoxychlor (72-43-5)
Pesticides Freedom of Information Act (FOIA) Methoxychlor

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08,GHS09
Signal word  Warning
Hazard statements  H302-H361fd-H410
Precautionary statements  P201-P202-P264-P273-P301+P312-P308+P313
Hazard Codes  Xn,T,F,N
Risk Statements  20/21/22-40-39/23/24/25-23/24/25-11-67-65-50/53-38
Safety Statements  7-23-36/37/39-45-16-62-61-60-33-29-9-36/37
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  KJ3675000
HS Code  2909.30.3000
HazardClass  9
PackingGroup  III
Toxicity LD50 orally in rats: 5.0 g/kg (Hodge)
IDLA 5,000 mg/m3
NFPA 704
0
2 0

METHOXYCHLOR price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 36161 Methoxychlor PESTANAL 72-43-5 100mg $56.1 2024-03-01 Buy
Sigma-Aldrich CRM64156 Methoxychlor certified reference material, TraceCERT? 72-43-5 100MG $127 2022-05-15 Buy
TCI Chemical M1736 Methoxychlor 72-43-5 25G $116 2024-03-01 Buy
Alfa Aesar J63839 Methoxychlor 72-43-5 5g $38.65 2024-03-01 Buy
Alfa Aesar J63839 Methoxychlor 72-43-5 25g $183.65 2024-03-01 Buy
Product number Packaging Price Buy
36161 100mg $56.1 Buy
CRM64156 100MG $127 Buy
M1736 25G $116 Buy
J63839 5g $38.65 Buy
J63839 25g $183.65 Buy

METHOXYCHLOR Chemical Properties,Uses,Production

Description

Methoxychlor is a structural analogue of DDT but is not as persistent in the environment as DDT.

Chemical Properties

Methoxychlor is a colourless or pale yellow, crystalline synthetic organochlorine insecticide with mild fruity odour. It is available in the form of powder or crystals. Methoxychlor is moderately soluble in water and is soluble in a variety of organic solvents.

Physical properties

White to gray, or pale yellowish-orange crystals or powder. Nonflammable but may be combustible if dissolved in a flammable organic solvent or petroleum distillate for application. Pungent to mild, fruity odor. Odor threshold concentration in water is 4.7 mg/kg (quoted, Keith and Walters, 1992).

Uses

Insecticide used to control mosquito larvae, house flies and other insect pests in field crops, fruits and vegetables; to control ecto-parasites on cattle, sheep and goats; recommended for use in dairy barns.

Uses

Insecticide effective against mosquito larvae and house flies; recommended for use in dairy barns.

Uses

Methoxychlor is effective against flies, mosquitos, cockroaches, and a wide variety of other insects. This insecticide is used on agricultural crops and livestock, and in animal feed, barns, and grain storage bins. Some pesticide products that contain methoxychlor are used for controlling insects in gardens or on pets.

Definition

ChEBI: Methoxychlor is an organochlorine insecticide. It is functionally related to a 1,1,1-trichloro-2,2-diphenylethane.

General Description

METHOXYCHLOR is a white crystalline solid which is often dissolved in a liquid carrier such as diesel oil. METHOXYCHLOR can cause illness by inhalation, skin absorption and/or ingestion. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. If dissolved in a liquid carrier, METHOXYCHLOR can easily penetrate the soil and contaminate groundwater and nearby streams. METHOXYCHLOR is used as a pesticide.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

METHOXYCHLOR turns pink or tan on exposure to light. METHOXYCHLOR is incompatible with alkaline materials, especially in the presence of catalytically-active metals. METHOXYCHLOR is slightly corrosive to iron and aluminum. METHOXYCHLOR is decomposed by refluxing with sodium in isopropyl alcohol. METHOXYCHLOR is also incompatible with strong oxidizers. METHOXYCHLOR will attack some forms of plastics, rubber and coatings. .

Hazard

Toxic material. Liver damage and central nervous system impairment. Questionable carcinogen.

Health Hazard

Low toxicity; acute and chronic effects aremuch less serious than those of the structurally similar DDT; skin absorption low;may cause kidney damage on chronic exposure; oral LD50 value (rats): 6000 mg/kg(ACGIH 1986); no evidence of carcinogenicity to animals or humans; exposure limit:TLV-TWA 10 mg/m3 (ACGIH, MSHA, andOSHA); RCRA Waste Number U247
Methoxychlor is a reproductive toxicant.Exposure of young adult male rats to methoxychlor reduced their serum testosterone levels (Murono et al. 2006). It metabolized in theliver into 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane and both methoxychlor and itsmetabolite were found to exhibit weak estrogenic and antiandrogenic activities. Flynnet al. (2005) have reported that long-termexposure to methoxychlor in diet altered thesexually dimorphic behavior in young ratsof both sexes. The study indicated that consumption of sodium solution increased in ratsfrom such exposure. The toxicity of methoxychlor, particularly in the central nervous system, may be attributed to its inhibition of brainmitochondrial respiration which probably iscaused by an increased production of reactiveoxygen species (Schuh et al. 2005).

Health Hazard

Toxicity is relatively low. Inhalation or ingestion causes generalized depression.

Fire Hazard

Special Hazards of Combustion Products: Irritating and toxic hydrogen chloride gas may be formed in fire.

Agricultural Uses

Insecticide: Not approved for use in EU countries . Not registered for use in the U.S. There are 33 global suppliers . The U.S. EPA lists 826 active and/or canceled products containing methoxychlor. Methoxychlor was introduced as an insecticide in 1945. It is a close relative of DDT and has been increasing in use since the ban on DDT in 1972 because of its very low mammalian toxicity for home and garden, on domestic animals for fly control, for elm bark-beetle vectors of Dutch elm disease, and for blackfly larvae in streams. Methoxychlor is registered for about 87 crops such as alfalfa; nearly all fruits and vegetables, corn, wheat, rice, and other grains; beef and dairy cattle; and swine, goats and sheep, and for agricultural premises and outdoor fogging. It is available in wettable and dust powders, emulsifiable concentrates, granules, and as an aerosol. It is combined in formulations with malathion, parathion, piperonyl butoxide, and pyrethrins.

Trade name

CHEMFORM®; HIGALMETOX®; MARLATE®; METOX®; MOXIE®; PRENTOX®

Safety Profile

Suspected carcinogen with experimental carcinogenic, tumorigenic, and teratogenic data. Moderately toxic by intraperitoneal and skin contact routes. Human systemic effects by skin contact: somnolence. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits highly toxic fumes of Cl-. See also DDT and CHLOROPHENOLS.

Potential Exposure

Agricultural Chemical; Tumorigen, Mutagen; Reproductive Effector; Human Data. Methoxychlor was introduced as an 1734 Methoxychlor insecticide in 1945. It is a close relative of DDT and has been used as an insecticide of very low mammalian toxicity for home and garden, on domestic animals for fly control, for elm bark-beetle vectors of Dutch elm disease, and for blackfly larvae in streams. Methoxychlor is registered for about 87crops, alfalfa, nearly all fruits and vegetables, corn, wheat, rice, and other grains, beef and dairy cattle, and swine, goats and sheep, and for agricultural premises and outdoor fogging. Thus, those engaged in manufacture, formulation, and application of the material as well as people in application areas may be exposed.

First aid

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.

Carcinogenicity

Female mice fed up to 2000mg/kg and males given 3500 mg/kg in the diet for 78 weeks showed no statistically significant increase in the incidence of benign and malignant tumors that could be attributed to methoxychlor.10 Chronic feeding studies in rats, at 850 and 1400mg/kg for males and females, respectively, also showed no significant carcinogenic responses, although high tumor rates in controls may have masked detection.10 Based on NCI results and several earlier animal studies, the IARC has determined that there is insufficient evidence that methoxychlor is carcinogenic in experimental animals and that it is not classifiable as to its carcinogenicity to humans.

Environmental Fate

Biological. Degradation by the microorganism Aerobacter aerogenes under aerobic or anaerobic conditions yielded 1,1-dichloro-2,2-bis(p-methoxyphenyl)ethylene and 1,1- dichloro-2,2-bis(p-methoxyphenyl)ethane (Mendel and Walton, 1966; Kobayashi and Rittman, 1982). Methoxychlor degrades at a faster rate in flooded/anaerobic soils than in nonflooded and aerobic soils (Fogel et al., 1982; Golovleva et al., 1984). In anaerobic soil, 90% of the applied dosage was lost after 3 months. In aerobic soil, only 0.3% was lost as carbon dioxide after 410 days (Fogel et al., 1982). In a modified river die-away test, methoxychlor underwent aerobic biodegradation at a rate of 0.0024/hour which corresponds to a half-life of 12 days (Cripe et al., 1987).
In a model aquatic ecosystem, methoxychlor degraded to ethanol, dihydroxyethane, dihydroxyethylene and unidentified polar metabolites (Metcalf et al., 1971). Kapoor et al. (1970) also studied the biodegradation of methoxychlor in a model ecosystem contain
From the first-order biotic and abiotic rate constants of methoxychlor in estuarine water and sediment/water systems, the estimated biodegradation half-lives were 208–8,837 and 12–45 days, respectively (Walker et al., 1988).
Paris and Lewis (1976) reported that the microorganism Aspergillis sp. accumulated methoxychlor slowly, requiring 16 hours to reach equilibrium. Some microorganisms, such as Flavobacterium harrisonii, Bacillus subtilis and Chlorella pyrenoidoda accumulated methoxychlor and reached equilibrium in only 30 minutes.
Groundwater. According to the U.S. EPA (1986) methoxychor has a high potential to leach to groundwater.

Metabolic pathway

Upon UV irradiation with methyl oleate, methoxychlor is extensively added to the carbon ? carbon double bond of methyl oleate via radical mechanisms. Besides chlorinated stearic acids, several addition products are formed, offering new possibilities to produce bound residues in plants. The incubation of methoxychlor with liver microsomes from untreated and phenobarbital-treated rats and donors, in the presence of NADPH, yields three phenolic metabolites: monodemethylated and didemethylated methoxychlor and its hydroxylated (trihydroxy) methoxychlor. The metabolic route of methoxychlor by monooxygenases involves sequential demethylations to the dihydroxy derivative and a subsequent ring hydroxylation.

Solubility in water

Soluble in ethanol (Windholz et al., 1983), chloroform (440 g/kg), xylene (440 g/kg), and methanol (50 g/kg) (Worthing and Hance, 1991)

storage

Color Code—Blue: Health Hazard/Poison: Store in a secure poison location. Protect containers from damage. Store in cool, dry area away from fire hazard and out of direct sunlight.

Shipping

This material may be classed under Organochlorine Pesticides, solid, toxic, n.o.s. This compound requires a shipping label of “POISONOUS/TOXIC MATERIALS.” It falls in Hazard Class 6.1 and Packing Group III.

Purification Methods

Free the insecticide from 1,1-bis(p-chlorophenyl)-2,2,2-trichloroethane by crystallising from EtOH. It is dimorphic and also crystallises from Et2O/EtOH (m 92o). [Fritsch & Feldmann Justus Liebigs Ann Chem 306 77 1899, Smith et al. Aust J Chem 29 743 1976, Beilstein 6 H 1007.]

Toxicity evaluation

Acute oral LD50 for rats: 6,000 mg/kg

Degradation

Methoxychlor is stable to oxidising agents and to ultraviolet light but it becomes pink or tan-coloured on irradiation. It reacts with alkalis, especially in the presence of catalytic metals, with the loss of hydrogen chloride to give 1,l-dichloro-2,2-bis(4-methoxyphenyl)ethylene(2).
The major product of photolysis of methoxychlor in air-saturated water, irradiated at wavelengths >280 nm, was 2 while 1,1-dichloro-2,2-bis(4- methoxyphenyl)ethane (3) was formed along with 2 in degassed wateracetonitrile solutions. Subsequently, 2 was photolysed to benzaldehyde (Zepp et al., 1976). Products of photolysis in aqueous alcoholic solutions were 4,4’-dimethoxybenzophenone (4), 4-methoxybenzoic acid, and 4- methoxyphenol(5) (Wolfe et al., 1976). When methoxychlor was irradiated in milk by ultraviolet light (carbon arc, 220-330 nm) compounds 4 and 5, 4-methylanisole (6), 1,1,4,4-tetrakis(4-methoxyphenyl)-2,3-dichloro-2- butene (7) and 1,1,4,4-tetrakis(4-methoxyphenyl)-1,2,3-butatriene(8) were identified as products (Li and Bradley, 1969) (Scheme 1).
In water, chemical decomposition was slow and at 27 °C the DT50 at pH 5 to 9 was 100 days. Major products of hydrolysis are anisoin (9), anisil (10) and 2 (Wolfe et al., 1977) (see Scheme 2).

Incompatibilities

Oxidizers.

75-87-6
100-66-3
14337-31-6
72-43-5
Synthesis of METHOXYCHLOR from Chloral and Anisole

METHOXYCHLOR Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 90)Suppliers
Supplier Tel Email Country ProdList Advantage
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
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86-13657291602 linda@hubeijusheng.com CHINA 22968 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49390 58
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com CHINA 52867 58
Hebei Duling International Trade Co. LTD
+8618032673083 sales05@hbduling.cn China 15744 58
TargetMol Chemicals Inc.
+1-781-999-5354 support@targetmol.com United States 19973 58
GIHI CHEMICALS CO.,LIMITED
+8618058761490 info@gihichemicals.com China 50000 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
Mainchem Co., Ltd. +86-0592-6210733 sale@mainchem.com China 32360 55

View Lastest Price from METHOXYCHLOR manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
METHOXYCHLOR pictures 2023-04-26 METHOXYCHLOR
72-43-5
US $50.00 / kg 1kg 99% 100 tons Hebei Duling International Trade Co. LTD
  • METHOXYCHLOR pictures
  • METHOXYCHLOR
    72-43-5
  • US $50.00 / kg
  • 99%
  • Hebei Duling International Trade Co. LTD
1,1'-(2,2,2-Trichloroethylidene)bis(4-methoxybenzene) 1,1,1-Trichlor-2,2-bis(4-methoxy-phenyl)-aethan 1,1,1-Trichloro-2,2-bis(p-anisyl)ethane 1,1,1-trichloro-2,2-bis(p-methoxyphenol)ethanol 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-ethan 1,1,1-Trichloro-2,2-di(4-methoxyphenyl)ethane 1,1,1-Trichloro-2,2-bis-(p-methoxyphenyl)ethane, 2,2-Bis(4-methoxyphenyl)-1,1,1-trichloroethane, DMDT Dairy Cattle Dimethoxy-DT,DMDT,Martate Killa-Flly Trichlorodimethoxyphenylethane 2,2-Bis(4-methoxyphenyl)-1,1,1-trichloroethane Dianisyl-DDT 1,1-Bis(4-methoxyphenyl)-2,2,2-trichloroethane Dimethoxydiphenyltrichloroethane DMDT [Methoxychlor D14(-Methoxypheyl-D7) Methoxychlor 250mg [72-43-5] Methoxychlor 0 Mesox K Methoxychlor, 100 μg/μL in acetone 1,1’-(2,2,2-trichloroethylidene)bis(4-methoxy-benzen 1,1’-(2,2,2-trichloroethylidene)bis(4-methoxybenzene) 1,1’-(2,2,2-trichloroethylidene)bis[4-methoxy-benzen Chemform Di(p-methoxyphenyl)trichloromethyl methane di(p-methoxyphenyl)-trichloromethylmethane Dianisyltrichlorethane Dimethoxy-ddt Dimethoxy-dt DMDTOMS 466 Double-M ec ENT 1,716 ent1,716 epapesticidecode034001. Ethane, 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)- Ethane, 2,2-bis(p-anisyl)-1,1,1-trichloro- ethane,1,1,1-trichloro-2,2-bis(p-methoxyphenyl)- Flo pro mcseed protectant Higalmetox Maralate Marlate Marlate 2-mr emulsifiable insecticide Marlate 300 flowable Marlate 400 flowable concentrate Marlate 50 WP Marlate methoxychlor insecticide OMS 466 oms466 p,p'-(Dimethoxydiphenyl)trichloroethane p,p’-dimethoxydiphenyltrichloroethane p,p’-dmdt p,p’-dwumetoksydwufenylotrojchloroetan p,p’-methoxychlor p,p'-Dmdt p,p'-Dwumetoksydwufenylotrojchloroetan p,p'-Methoxychlor Rcra waste number U247 rcrawastenumberu247 1,1-Di(4-methoxyphenyl)-2,2,2-trichloroethane