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Malathion

Malathion Structure
CAS No.
121-75-5
Chemical Name:
Malathion
Synonyms
MERCAPTO;tak;Malation;4049;Malathione;Malphos;maldison;MALATHON;S-[1,2-DICARBETHOXYETHYL]-O,O-DIMETHYL-DITHIOPHOSPHATE;1,2-di(ethoxycarbonyl)ethylo,o-dimethylphosphorodithioate
CBNumber:
CB9182444
Molecular Formula:
C10H19O6PS2
Molecular Weight:
330.36
MOL File:
121-75-5.mol
Modify Date:
2024/7/2 8:55:41

Malathion Properties

Melting point 2.85°C
Boiling point 156°C
Density 1.2076
vapor pressure 7.95 at 25 °C (gas saturation method-GC, Kim et al., 1984)
refractive index nD25 1.4985
Flash point -18 °C
storage temp. APPROX 4°C
solubility Slightly soluble in water, miscible with acetone, with cyclohexane, with ethanol (96 per cent) and with vegetable oils.
form liquid
Specific Gravity 1.23 (25℃)
color Light yellow to yellow
Water Solubility 0.0145 g/100 mL
Henry's Law Constant (x 10-9 atm?m3/mol): 4.89 at 25 °C (wetted-wall column, Fendinger and Glotfelty, 1990)
Exposure limits NIOSH REL: TWA 10 mg/m3, IDLH 250 mg/m3; OSHA PEL: TWA 15 mg/m3; ACGIH TLV: TWA 10 mg/m3.
Stability Stable. Incompatible with oxidizing agents, metals.
LogP 2.360
CAS DataBase Reference 121-75-5(CAS DataBase Reference)
IARC 2A (Vol. 30, Sup 7, 112) 2017
NIST Chemistry Reference Malathion(121-75-5)
EPA Substance Registry System Malathion (121-75-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS09
Signal word  Warning
Hazard statements  H302-H317-H410
Precautionary statements  P261-P264-P273-P280-P301+P312-P302+P352
Hazard Codes  Xn;N,N,Xn,F
Risk Statements  22-50/53-67-65-38-11-43
Safety Statements  2-24-60-61-62-46-37-16
RIDADR  UN 2783
OEB B
OEL TWA: 10 mg/m3 [skin]
RTECS  WM8400000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29309090
Toxicity LD50 in female, male rats (mg/kg): 1000, 1375 orally (Gaines)
IDLA 250 mg/m3
NFPA 704
1
1 0

Malathion price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 91481 Malathion certified reference material, TraceCERT? 121-75-5 50MG ₹9320.33 2022-06-14 Buy
Sigma-Aldrich(India) 36143 Malathion PESTANAL?, analytical standard 121-75-5 100MG ₹4784.65 2022-06-14 Buy
Sigma-Aldrich 31558 Malathion solution 100?μg/mL in cyclohexane, PESTANAL?, analytical standard 121-75-5 2ML ₹6370.7 2022-06-14 Buy
Sigma-Aldrich(India) 31558 Malathion solution 100?μg/mL in cyclohexane, PESTANAL?, analytical standard 121-75-5 2ML ₹6370.7 2022-06-14 Buy
Sigma-Aldrich 31558 Malathion solution 100?μg/mL in cyclohexane, PESTANAL?, analytical standard 121-75-5 10ML ₹12874.4 2022-06-14 Buy
Product number Packaging Price Buy
91481 50MG ₹9320.33 Buy
36143 100MG ₹4784.65 Buy
31558 2ML ₹6370.7 Buy
31558 2ML ₹6370.7 Buy
31558 10ML ₹12874.4 Buy

Malathion Chemical Properties,Uses,Production

Description

Malathion, a clear amber liquid, is sparingly soluble in water but soluble in a majority of organic solvents. The U.S. Environmental Protection Agency (U.S. EPA) grouped malathion under GUP, meaning general use pesticide. It is used as an insecticide as well as an acaricide for the control of pests. Malathion is used for the control of sucking insects and chewing insects on fruits and vegetables. Malathion is an effective insecticide for the control of several household pests such as houseflies, cockroaches, mosquitoes, aphids, animal ectoparasites, and human head and body lice. Malathion is also found in formulations with many other pesticides.

Chemical Properties

Malathion is a deep-brown to yellow liquid with a garlic-like odor. Clear and colorless when pure; freezing/melting point5 3C;

Physical properties

Clear, yellow to yellow-orange to brown liquid with an unpleasant garlic, skunk, or mercaptanslike odor

Uses

Malathion is used to control a wide spectrum of insect pests in many types of crops and disease vectors in public health programmes. It is also used to control ectoparasites of both humans and animals.

Indications

Malathion (Ovide) is highly effective in the prevention and treatment of pediculosis. It displays 95% ovicidal activity and has no scabicidal activity. It works through cholinesterase inhibition.

Definition

ChEBI: A diester that is butanedioate substituted by a (dimethoxyphosphorothioyl)sulfanediyl group at position 2.

General Description

Malathion, 2-[(dimethoxyphosphinothioyl)thio]butanedioic acid diethyl ester, is a water-insolublephosphodithioate ester that has been used as an agriculturalinsecticide. Malathion is a poor inhibitor of cholinesterases.Its effectiveness as a safe insecticide is a result of the differentrates at which humans and insects metabolize the chemical.Microsomal oxidation, which causes desulfuration,occurs slowly to form the phosphothioate (malaoxon),which is 10,000 times more active than the phosphodithioate(malathion) as a cholinesterase inhibitor. Insects detoxifythe phosphothioate by a phosphatase, forming dimethylphosphorothioate, which is inactive as an inhibitor.Humans, however, can rapidly hydrolyze malathion by acarboxyesterase enzyme, yielding malathion acid, a stillpoorer inhibitor of AChE. Phosphatases and carboxyesterasesfurther metabolize malathion acid to dimethylphosphothioate.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Malathion is a yellow to brown liquid that solidifies at 2.9° C, moderately toxic. Organic phosphate insecticide, acts as an inhibitor of cholinesterase. When heated to decomposition Malathion emits toxic fumes of oxides of sulfur and phosphorus [Lewis, 3rd ed., 1993, p. 789].

Hazard

Absorbed by skin, cholinesterase inhibitor. Questionable carcinogen.

Health Hazard

Cholinesterase inhibitor; toxic propertiessimilar to those of parathion; however,less toxic than parathion; moderately toxicby ingestion and possibly other routes ofexposure; toxic symptoms include excessivesalivation, lacrimation, blurred vision, con-striction of the pupils, nausea, vomiting,abdominal pain, and difficulty in breathing;also coma and death can result form largeintake; ingestion of 10–25 g could be fatalto adult humans; skin contact can produceallergic sensitization reaction; also absorbedthrough skin, causing systemic poisoning;experimental teratogen; LD50 data reportedin the literature show wide variation.
LD50 oral (rate): 300–2800 mg/kg
LD50 skin (mouse): 2000–3000 mg/kg
Benslama et al. (2004) have reported twounusual cases of malathion poisoning with arare-type of complication from “intermediatesyndrome” arising 2 to 4 days after the onsetof cholinergic effects. The symptoms wererespiratory paresis with difficulties of wean-ing from assisted respiratory, deficit of proximal limbs, neck flexors and cranial nerves.The authors attributed this syndrome to pro-longed inhibition of acetyl-cholinesterasesand not to any muscular fiber’s necrosis.

Agricultural Uses

nsecticide: Not approved for use in EU countries. Malathion is a non-systemic, wide-spectrum organophosphate insecticide. It was one of the earliest organophosphate insecticides developed (introduced in 1950). Malathion is suited for the control of sucking and chewing insects on fruits, vegetables, citrus, cotton, corn, sorghum, ornamentals and stored products, and is also used to control mosquitoes, flies, household insects, farm and livestock parasites (ectoparasites), and head and body lice. Malathion may also be found in formulations with many other pesticides; the U.S. EPA lists 2,283 current and canceled labels of products containing malathion. Malathion is marketed as 99.6% technical grade liquid. Available formulations include wettable powders (25% and 50%), emulsifiable concentrates, dusts and aerosols.

Trade name

AI3-17034®; AGRICHEM GREENFLY SPRAY®; ALCO® Malathion; ALL PURPOSE GARDEN INSECTICIDE®; AMERICAN CYANAMID 4,049®; ATRAPA 5E®; BAN-MITE®; CALMATHION®; CARBETOVUR®; CARBETOX®; CELTHION®; CHEMATHION®; CIMEXAN®; COMPOUND 4049®; CROMOCIDE®; CYTHION®; SPRAY CONCENTRATE®; CYTHION®; DETMOL MA®; DETMOL® 96%; DETMOL MALATHION®; DURAMITEX®; EMMATOS EXTRA®; EL 4049®; EMMATON®; EMMATOS®; ETIOL®; EVESHIELD CAPTAN/MALATHION®; EXATHIOS®; EXTERMATHION®; FYAFANON®; FISONS GREENFLY AND BLACKFLY KILLER®; FOG® 3; FORMAL®; FORTHION®; FOSFOTHION®; FOSFOTION®; FYFANON®; ETHIOLACAR®; GREEN DEVIL®; GREENFLY AEROSOL SPRAY®; HILTHION®; KARBOFOS®; KOPTHION ®; KYPFOS®; MALACIDE®; MALAFOR®; MALAGRAN®; MALAKILL®; MALAMAR®; MALASOL®; MALASPRAY®; MALATAF®; MALATHION 60®; MALATHION E50®; MALATOL®; MALTOX®; MOSCARDA®; ORTHO MALATHION®; PBI CROP SAVER®; PRENTOX®; PRIODERM®; PROKIL® Malathion; SADOFOS®; SADOPHOS®; SF® 60; SIPTOX I®; SUMITOX®; TAK®; TM-4049®; VETIOL®; ZITHIOL®

Contact allergens

This organophosphorus pesticide is used as an insecticide and an acaricide, particularly against head lice. Sensitization was reported in farmers.

Safety Profile

A human poison by ingestion and skin contact. Can penetrate intact skin. An experimental poison by ingesuon, inhalation, intraperitoneal, intravenous, intraarterial, and subcutaneous routes. Human systemic effects by ingestion: coma, blood pressure depression, and dfficulty in breathmg. Questionable carcinogen. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. Has caused allerglc sensitization of the skin. An organic phosphate cholinesterase inhibitor. When heated to decomposition it emits toxic fumes of POx and SOx. See also PHOSPHATES and PARATHION.

Potential Exposure

Malathion is marketed as 99.6% technical grade liquid. Available formulations include wetable powders (25% and 50%), emulsifiable concentrates, dusts, and aerosols. Malathion is used as a broad spectrum insecticide and acaricide in the control of certain insect pests on fruits, vegetables, and ornamental plants. It has been used in the control of houseflies, mosquitoes, lice; and on farm and livestock animals.

Carcinogenicity

There was no evidence of carcinogenicity in rats given diets that contained 4700 or 8150 ppm (about 270 mg/kg and 466 mg/kg) for 80 weeks and observed for an additional 33 weeks, in rats given diets that contained 2000 or 4000 ppm malathion (about 115 mg/ kg/day and 230 mg/kg/day) for 103 weeks, or in rats given diets that contained 500 or 1000 ppm malaoxon for 103 weeks .

Shipping

UN2783 Organophosphorus pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials

Incompatibilities

Reacts violently with strong oxidizers, magnesium, alkaline pesticides. Attacks metals including iron, steel, tin plate; lead, copper; and some plastics, coatings, and rubbers

Waste Disposal

Malathion is reported to be “hydrolyzed almost instantly” at pH 12; 50%; hydrolysis at pH 0 requires 12 hours. Alkaline hydrolysis under controlled conditions (0.5 n NaOH in ethanol) gives quantitative yields of (CH3O)2P(S)SNa, whereas hydrolysis in acidic media yields (CH3O)2P(S)OH. On prolonged contact with iron or iron-containing material, it is reported to break down and completely lose insecticidal activity. Incineration together with a flammable solvent in a furnace equipped with afterburner and scrubber 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

O,O-Dimethyl S-(1,2-dicarbethoxyethyl) dithiophosphate O,O-DIETHYL S-[1,2-DI(ETHOXYCARBONYL)ETHYL]PHOSPHORODITHIOATE PHOSPHOTHION(R) ((dimethoxyphosphinothioyl)thio)-butanedioicacidiethylester [(dimethoxyphosphinothioyl)thio]-butanedioicacidiethylester 8059HC AC 26691 ai3-17034 American Cyanamid 4,049 americancyanamid4,049 Butanedioic acid, [(dimethoxyphosphinothioyl)thio]-, diethyl ester Butanedioicacid,[(dimethoxyphosphinothioyl)thio]-,diethylester camathion Carbethoxy malathion carbethoxymalathion carbetovur Carbetox caswellno535 Chemathion cimexan Compound 4049 compound4049 Cythion detmolma detmolma96% Dicarboethoxyethyl O,O-dimethyl phosphorodithioate dicarboethoxyethylo,o-dimethylphosphorodithioate Diethyl 2-(dimethoxyphosphinothioylthio)succinate Diethyl mercaptosuccinate, O,O-dimethyl dithiophosphate, S-ester Diethyl mercaptosuccinate, O,O-dimethyl phosphorodithioate Diethyl mercaptosuccinate, O,O-dimethyl thiophosphate Diethyl mercaptosuccinic acid, S-ester of O,O-dimethyl phosphorodithioate diethyl((dimethoxyphosphinothioyl)thio)butanedioate diethyl(dimethoxythiophosphorylthio)succinate diethyl[(dimethoxyphosphinothioyl)thio]butanedioate diethylmercaptosuccinate,o,o-dimethyldithiophosphate,s-ester diethylmercaptosuccinate,o,o-dimethylphosphorodithioate diethylmercaptosuccinate,o,o-dimethylthiophosphate diethylmercaptosuccinates-esterwitho,o-dimethylphosphorodithioate diethylmercaptosuccinicacido,o-dimethylphosphorodithioate Dithiophosphate de O,O-dimethyle et de S-(1,2-dicarboethoxyethyle) dithiophosphatedeo,o-dimethyleetdes-(1,2-dicarboethoxyethyle) dithiophosphatedeo,o-dimethyleetdes-(1,2-dicarboethoxyethyle)(french) dorthion el4049 Emmatos Emmatos extra emmatosextra ENT 17,034 ent17,034 epapesticidechemicalcode057701 Ethiolacar Etiol Experimental insecticide 4049 experimentalinsecticide4049 extermathion flair Fog 3