Chemical Properties
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Phosmet

Chemical Properties
Product Name
Phosmet
CAS No.
732-11-6
Chemical Name
Phosmet
Synonyms
PMP;IMIDN;imidan;INOVAT;FOSDAN;Fosmet;R-1504;Smidan;CEKUMET;PHOSMET
CBNumber
CB6681168
Molecular Formula
C11H12NO4PS2
Formula Weight
317.32
MOL File
732-11-6.mol
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Phosmet Property

Melting point:
72.5°C
Boiling point:
412.6±47.0 °C(Predicted)
Density 
1.03 g/cm3
vapor pressure 
6.5×10-5 Pa (25°C)
Flash point:
>100 °C
storage temp. 
0-6°C
solubility 
Chloroform: Slightly Soluble,Methanol: Slightly Soluble
pka
-2.63±0.20(Predicted)
Water Solubility 
25 mg l-1 (25°C)
form 
solid
BRN 
264869
LogP
2.780
CAS DataBase Reference
732-11-6(CAS DataBase Reference)
NIST Chemistry Reference
Phosmet(732-11-6)
EPA Substance Registry System
Phosmet (732-11-6)
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Safety

Hazard Codes 
Xn;N,N,Xn
Risk Statements 
21/22-50/53
Safety Statements 
22-36/37-60-61
RIDADR 
UN 2811
WGK Germany 
3
RTECS 
TE2275000
HazardClass 
6.1(b)
PackingGroup 
III
Hazardous Substances Data
732-11-6(Hazardous Substances Data)
Toxicity
LD50 in male, female rats (mg/kg): 113, 160 orally (Gaines)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H332Harmful if inhaled

H370Causes damage to organs

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
36195
Product name
Phosmet
Purity
PESTANAL
Packaging
100mg
Price
$96.7
Updated
2024/03/01
Sigma-Aldrich
Product number
61371
Product name
Phosmet
Purity
reference material
Packaging
100MG
Price
$126
Updated
2022/05/15
Cayman Chemical
Product number
25812
Product name
Phosmet
Purity
≥95%
Packaging
25mg
Price
$38
Updated
2024/03/01
Cayman Chemical
Product number
25812
Product name
Phosmet
Purity
≥95%
Packaging
50mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
25812
Product name
Phosmet
Purity
≥95%
Packaging
100mg
Price
$74
Updated
2024/03/01
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Phosmet Chemical Properties,Usage,Production

Chemical Properties

Phosmet is an off-white crystalline solid with an offensive odour.It is very soluble in acetone, xylene, methanol, benzene, toluene, and methyl isobutyl ketone; in kerosene. Phosmet is combustible and susceptible in the presence of strong reducing agents and hydrides. It forms highly toxic and flammable phosphine gas. On partial oxidation by oxidising agents, phosmet releases toxic phosphorus oxides. On heating and/or burning, phosmet decomposes and produces toxic fumes including nitrogen oxides, phosphorous oxides, and sulphur oxides.

Description

Phosmet is an organophosphate insecticide and acaricide. It reduces apple damage by a large variety of insects, including apple maggots, codling moths, and obliquebanded leafrollers when used as either a border or cover spray at a concentration of 1.9 kg AI/hectare. Phosmet is effective in controlling S. scabiei in pigs when applied as a 20% pour-on solution. It is toxic to rats via oral administration (LC50 = 230 mg/kg). Formulations containing phosmet have been used in the control of insects and mites in agriculture.

Chemical Properties

Phosmet is a white crystalline solid

Uses

Nonsystemic acaricide and insecticide used on citrus, fruit, grape and potato crop

Uses

Phosmet is used to control a wide range of insects and mites in fruit, potatoes, sweet potatoes, vines, cotton and many other crops. It is also used as a veterinary ectoparasiticide.

Uses

Phosmet is used as a pesticide to protect crops and vegetation. Insecticide.

Uses

Insecticide, acaricide.

Definition

ChEBI: Phosmet is an organic thiophosphate, an organothiophosphate insecticide and a member of phthalimides. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an acaricide and an agrochemical. It is functionally related to a N-(hydroxymethyl)phthalimide.

General Description

Off-white crystalline solid with an offensive odor. Used as an insecticide and acaricide.

Reactivity Profile

Organophosphates, such as Phosmet, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides. Storage above 113 F, may lead to decomposition. [EPA, 1998].

Health Hazard

Phosmet is an organophosphorus pesticide. Phosmet is very toxic; the probable oral lethal dose for humans is 50-500 mg/kg, or between 1 teaspoon and 1 oz. for a 150 lb. person. It is a cholinesterase inhibitor and has central nervous system effects. Oral lethal doses in humans have been reported at 50 mg/kg.

Fire Hazard

(Non-Specific -- Organophosphorus Pesticide, n.o.s.). Container may explode in heat of fire. Fire and runoff from fire control water may produce irritating or poisonous gases. Storage above 113F, may lead to decomposition.

Agricultural Uses

Insecticide, Acaricide: Phosmet is a non-systemic insecticide used on both plants and animals. It is mainly used on apple trees for control of coddling moth, though it is also used on a wide range of crops including alfalfa, nuts, grapes, blueberries, peas, potatoes, fruit crops, ornamentals, and vines for the control of aphids, suckers, mites, fire ants and fruit flies. The compound is also an active ingredient in some dog collars. It is used as an insecticide on swine and cattle. U.S. Maximum Allowable Residue Levels for Phosmet [40 CFR 180.261 (a)]: Alfalfa 40 ppm; almond, hulls 10 ppm; apple 10 ppm; apricot 5 ppm; blueberry 10 ppm; cattle, fat 0.2 ppm; cattle, meat 0.2 ppm; cattle, meat byproducts 0.2 ppm; cherry 10 ppm; cotton, undelinted seed 0.1 ppm; crabapple 20 ppm; cranberry 10 ppm; fruit, stone, group 12 5 ppm; goat, fat 0.2 ppm; goat, meat0.2 ppm; goat, meat byproducts 0.2 ppm; grape 10 ppm; hog, fat 0.2 ppm; hog, meat 0.2 ppm; hog, meat byproducts 0.2 ppm; horse, fat 0.2 ppm; horse, meat 0.2 ppm; horse, meat byproducts 0.2 ppm; kiwifruit 25 ppm; nectarine 5 ppm; nuts 0.1 ppm; pea 0.5 ppm; pea, field, hay 10 ppm; pea, field, vines 10 ppm; peach 10 ppm; pear 10 ppm; pistachio 0.1 ppm; plum, prune, fresh 5 ppm; potato 0.1 ppm; sheep, fat 0.2 ppm; sheep, meat 0.2 ppm; sheep, meat byproducts 0.2 ppm; sweet potato, roots 10 ppm. Regional registration, as defined in section 180.1(n) [40 CFR 180.261 (c)]: Crabapple 20 ppm; pistachio 0.1 ppm.

Trade name

Trade Names: APPA®; DECEMTHION®; DELPHOS ®; FESDAN®; FIREBAN®; FTALOPHOS®; IMIDAN®; KEMOLATE®; PERCOLATE®; PMC®; PROLATE®[C]; R 1504®; SAFIDON®; SMIDAN®; STARBAR CATTLE DUST®[C]; STAUFFER R 1504®; VET-KEM®; ZEOCON®

Safety Profile

A human poison by ingestion. Poison experimentally by inhalation and ingestion routes. Moderately toxic by skin contact. Human systemic effects by inhalation: lachqmation, somnolence, and olfaction effects. Experimental teratogenic and reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx, POx, and SOx. See also ESTERS.

Potential Exposure

An organophosphorus insecticide and acaricide.

Carcinogenicity

No treatment-related increases in tumor incidence occurred in rats given a diet with 0, 20, 40,200, or 400 ppm (400 ppm terminated at 12 months) (equivalent to 0, 1.1, 1.8, 9.4, and 23 mg/kg/day in males and 0, 1.1, 2.1, 10.9, and 27 mg/kg/day in females) for 2 years .
When mice were given diets with 0, 5, 25, or 100 ppm phosmet (approximately 0.75, 3.75, or 15.0 mg/kg/day) for 2 years, there was an increased incidence of hepatocellular tumors in males and mammary gland tumors in females .

Environmental Fate

Soil. In soils, phosmet is rapidly hydrolyzed to phthalimide (Camazano and Martin, 1980; Sánchez Camazano and Sánchez Martin, 1983). The rate of hydrolysis is greater in the presence of various montmorillonite clays and chloride salts. The calculated hydrolysis half-lives of phosmet in the presence of calcium, barium, copper, magnesium and nickel montmorillonite clays were 0.084, 0.665, 10.025, 16.926 and 28.738 days, respectively. Similarly, the half-lives of phosmet in the presence of copper, calcium, magnesium and barium chlorides were <0.020, 5.731, 10.680 and 12.242 days, respectively. In comparison, the hydrolysis of phosmet in a neutral water solution was 46.210 days (Sánchez Camazano and Sánchez Martin, 1983)
Plant. In plants, phosmet is degraded to nontoxic compounds (Hartley and Kidd, 1987). Dorough et al. (1966) reported the half-life in Bermuda grass was 6.5 days. Half-life values ranged from 1.2 to 6.5 days (Dorough et al., 1966; Leuck and Bowman
Chemical/Physical. Emits toxic fumes of phosphorus, nitrogen and sulfur oxides when heated to decomposition (Sax and Lewis, 1987). Though no products were identified, the
hydrolysis half-lives at 20°C were 7.0 days and 7.1 hours at pH 6.1 and pH 7.4, respectively. At 37.5°C and pH 7.4, the hydrolysis is 1.1 hours (Freed et al., 1979)

Metabolic pathway

The main degradative route of phosmet metabolism in plants and animals is similar with the compound being hydrolysed via attack on the carbonyl group of the phthaloyl moiety, yielding phthalamic acid which is further hydrolysed and decarboxylated to benzoic acid. It should be noted, however, that the studies on which the evidence for these metabolites is based are old and used paper chromatography for the main analytical evidence. A rather later study in rats identified N-hydroxymethylphthalimide and phthalimide as metabolites, implying a degradative hydrolytic route via attack on the N-methylene carbon atom. Oxidative desulfuration to the active acetylcholinesterase inhibitor phosmet oxon predominates over hydrolysis in insects and is responsible for the selectivity of the compound.

Metabolism

Orally administered phosmet in mammals is rapidly degraded to phthalamic acid, phthalic acid, and phthalic acid derivatives, and the metabolites are excreted in the urine. Oxidative desulfuration to the oxon predominates over hydrolysis in insects. It is rapidly degraded in plants and soils.

Shipping

UN2783 Organophosphorus pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN3018 Organophosphorus pesticides, liquid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1Poisonous materials, Technical Name Required.

Toxicity evaluation

The acute oral LD50 for rats is 113–160 mg/kg. Inhalation LC50 (1 h) for rats is 2.76 mg/L air. NOEL (2 yr) for rats is 40 mg/kg/d. ADI is 0.01 mg/kg bw.

Degradation

Phosmet is relatively stable in acid media but it is hydrolysed under basic conditions. The half-lives at pH values 4.5, 7 and 8.3 were 13 days, <12 hours and <4 hours, respectively (PM). Phosmet was hydrolysed under basic conditions to phthalamic acid (2), phthalic acid (3) and O,Odimethyl phosphorodithioate (4) indicating that nucleophic attack by OH-occurs preferentially on the phthalimido carbonyl group rather than on phosphorus (Menn et al., 1965) (Scheme 1). The photolysis of an ether solution of phosmet irradiated in a quartz tube by unfiltered UV light from a mercury vapour lamp was investigated by Tanabe ef al. (1974). Photoproducts were separated by silica gel column chromatography and characterised by GLC, TLC, MS and 1H NMR spectroscopy in comparison with authenticated reference standards. Two major photoproducts were identified as N-methylphthalimide (5) and N-methoxymethylphthalimide (6) (Scheme 1) in addition to a large number of minor products which were not characterised. The use of a Pyrex filter to remove light below 286 nm reduced the rate of photolysis but not the nature of the products. N-Methoxymethylphthalimide (6) was the main product when phosmet was irradiated by sunlight in thin films on silica gel TLC plates or in dilute aqueous solution [personal communication by McBain and Menn (1973), in Tanabe et al., 1974].

Incompatibilities

Organothiophosphates are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrideds and active metals. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat, toxic and possibly flammable gases), thiosulfates and dithionites (releasing hydrogen sulfate and oxides of sulfur). Not compatible with other pesticides under alkaline conditions. Contact with water, steam or moisture forms phthalic acids. Slightly corrosive to metals in the presence of moisture.

Waste Disposal

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal. 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. Small amounts may be decomposed with hypochlorite. For large amounts, incineration with effective gas scrubbing is recommended.

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Phosmet Suppliers

Hubei Xiantao Xianlong Chemical Industry Co., Ltd
Tel
183 0728 1616
Email
xlhgxs@163.com
Country
China
ProdList
119
Advantage
64
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
Advantage
57
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
4008-755-333 18080918076
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9725
Advantage
55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
24835
Advantage
65
TianJin Alta Scientific Co., Ltd.
Tel
022-65378550-8551
Fax
+86-022-2532-9655
Email
contact@altascientific.com
Country
China
ProdList
2773
Advantage
58
Codow Chemical Co.,Ltd.
Tel
18620099427 18620099427
Fax
+86-20-62619665
Email
amy@howeipharm.com
Country
China
ProdList
1751
Advantage
55
Grader reagent
Tel
18221735425
Email
sales@xinpingchem.com
Country
China
ProdList
9951
Advantage
58
9ding chemical ( Shanghai) Limited
Tel
021-021-52271985 17721149837
Fax
+86 (21) 52271987
Email
sales@9dingchem.com
Country
China
ProdList
19806
Advantage
60
Shanghai Jizhi Biochemical Technology Co. Ltd.
Tel
400-400-400-9004166 18117592386
Email
3007522982@qq.com
Country
China
ProdList
52712
Advantage
58
Beijing altar ink quality inspection technology co., LTD
Tel
010-52889049
Email
2250970673@qq.com
Country
CHINA
ProdList
1133
Advantage
58
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View Lastest Price from Phosmet manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Phosmet 732-11-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
500 tons
Release date
2020-04-27
Career Henan Chemical Co
Product
Phosmet 732-11-6
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2020-02-18

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