Phoxim

ChemicalBook > CAS DataBase List > Phoxim

Product Name: Phoxim
CAS No.: 14816-18-3
Chemical Name: Phoxim
Synonyms: Foxim;PHOXIM;Phoxin;b77488;VOLATON;oms1170;Phoxime;Sebacil;sra7502;Valexon
CBNumber: CB2255860
Molecular Formula: C12H15N2O3PS
Formula Weight: 298.3
MOL File: 14816-18-3.mol

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Phoxim Property

Melting point:: 5.55°C
Boiling point:: bp0.01 102°
Density: d420 1.176
vapor pressure: 2.1×10^-3 Pa (20 °C)
refractive index: nD20 1.5405
storage temp.: 0-6°C
solubility: Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)
Water Solubility: 1.5 mg l^-1 (20 °C)
form: liquid
Stability:: Hygroscopic, Moisture Sensitive
InChIKey: ATROHALUCMTWTB-WYMLVPIESA-N
CAS DataBase Reference: 14816-18-3(CAS DataBase Reference)
NIST Chemistry Reference: Phoxim(14816-18-3)
EPA Substance Registry System: Phoxim (14816-18-3)

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Safety

Hazard Codes: Xn;N,N,Xn
Risk Statements: 22-50/53-62-43
Safety Statements: 36-60-61-46-36/37
RIDADR: UN 2810
WGK Germany: 3
RTECS: MD4740000
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29269090
Toxicity: LD50 orally in mice: >2000 mg/kg (Vinopal, Fukuto)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H311Toxic in contact with skin

H317May cause an allergic skin reaction

H330Fatal if inhaled

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

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

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

TRC

Product number: P380000
Product name: Phoxim
Packaging: 250mg
Price: $135
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 48306
Product name: Phoxim
Packaging: 1g
Price: $650
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: PST0000173
Product name: PHOXIM
Purity: 95.00%
Packaging: 5G
Price: $909.56
Updated: 2021/12/16

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Phoxim Chemical Properties,Usage,Production

Description

Phoxim is a light yellow liquid, Solubility in water is 1.5 mg/L (20 ?C). It is readily soluble in most organic solvents and slightly in aliphatic hydrocarbons. Log Kow = 3.38. It is relatively slowly hydrolyzed in aqueous media; DT₅₀ (22 ?C) at pH 4, 7, and 9 is 26.7, 7.2, and 3.1 d, respectively.

Chemical Properties

yellowish oily liquid, Specific gravity: 1.176 (20°C)

Uses

Insecticide.

Uses

Phoxim is used to control stored product insect pests in silos and barns. It is also used to control household insects such as ants and other public health pests. Agricultural targets include caterpillars and soil insects in maize, vegetables, cotton and potatoes.

Safety Profile

Poison by ingestion. An experimental teratogen. When heated to decomposition it emits very toxic fumes of CN-, NO,, PO,, and SO,. See also NITRILES.

Metabolic pathway

The primary metabolic step in the metabolism of phoxim in most biological systems is hydrolysis to the oxime, which may occur either oxidatively or via oxidative desulfuration followed by hydrolysis of the oxon which is much more hydrolytically labile. Stage II metabolism in plants involves the oxime group of the oxaminophenylacetonitrile moiety being reduced to an amine followed by its conjugation with malonic acid. Phoxim is one of a quite large group of insecticidal organophosphates which generates tetraethyl pyrophosphate and its thio analogues under the influence of light. These are compounds which are very active as acetylcholinesterase inhibitors and highly toxic to mammals.

Metabolism

Phoxim is oxidatively desulfurated to the oxon, which inhibits housefly AChE 270 times as quickly as bovine AChE. In mammals, the oxon is immediately hydrolyzed into diethyl hydrogen phosphate. The direct cleavage of the oxime ester bond of phoxim, the hydrolytic transformation of the nitrile group into carboxyl, and deethylation also contribute to the low mammalian toxicity. Elimination is very quick, 97% of the dose being excreted in the urine and feces in 24 h. Degradation in soils is also very rapid. By photochemical reactions, the thiooxime phosphate isomer, tetraethyl pyrophosphate, and its monothio analog are produced in small amounts on foliage.

Toxicity evaluation

The acute oral LD₅₀ for rats is >2000 mg/kg. Inhalation LC50 (4 h) for rats is >4.0 mg/L air. NOEL (2 yr) for rats is 15 mg/kg diet (0.75 mg/kg/d). ADI is 1 μg/kg b.w.

Degradation

Phoxim is relatively slowly hydrolysed in water. The half-lives at pH 4,7 and 9 were 26.7, 7.2 and 3.1 days, respectively (PM). Drager (1977) reported a half-life of 145 min in pH 11.5 50% aqueous propanol at 37 °C. It is gradually decomposed under UV irradiation (PM).
The photodecomposition of [³²P]phoximon cotton leaves and glass plates was investigated by Drager (1971) who characterised the more hydrophobic organic-soluble components by TLC, GLC and ¹H NMR and MS of the purified products. The cotton plants were irradiated with natural sunlight and mercury-vapour lamps at an average light intensity of 3500-4000 lux. On both glass plates and irradiated cotton leaves, phoxim was degraded relatively quickly to one major hydrophobic component, the concentration of which reached a maximum after about one day. This material was identified as the thiono-thiolo rearranged compound O,O-diethyl a-cyanobenzylideneamino-thiophosphorothioate (2). This transformation is an activation step as 2 is a highly active acetylcholinesterase inhibitor. No metabolite 2 was formed on cotton leaves placed in the dark so it can be considered to be a photochemical product rather than a plant metabolite. Additional minor metabolites were tetraethyl pyrophosphate (3) and O,O,O',O'-tetraethyl thiophosphorothioate (4) which formed to a greater extent on the glass plates rather than the cotton leaves.

Phoxim Preparation Products And Raw materials

Raw materials

Ethanol Chlorine Triethylamine Phosphorus pentasulfide Water THIOPHOSPHORYL CHLORIDE Benzeneacetonitrile Sodium nitrite Ethanol 95% Diethyl chlorothiophosphate Methanol Industrial ethanol Ethyl nitrite 2-Cyanobenzyloxime Phosphine crude oil Sulfuric acid

Preparation Products

Fenpropathrin+Phoxim,E.C.

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View Lastest Price from Phoxim manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd

Product: Phoxim 14816-18-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99.91%
Supply Ability: 200000
Release date: 2024-04-29

Hebei Mojin Biotechnology Co., Ltd

Product: Phoxim 14816-18-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-06-29

Hebei Guanlang Biotechnology Co., Ltd.

Product: Phoxim 14816-18-3
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2022-10-10

14816-18-3, PhoximRelated Search:

Diphenylacetonitrile Diethylstilbestrol Diethyl malonate Hydrogen Sulfide Sodium sulfide Azamethiphos 4-Methoxybenzyl cyanide acrylonitrile-butadiene rubber Tris(2-chloroethyl) phosphate Diethyl oxalate α-Lipoic Acid Ethylene glycol diethyl ether Mefenpyr-diethyl CARBONYL SULFIDE Clindamycin phosphate Cyhalothrin Molosultap Phorate

Benzoyl cyanide-0-(diethoxyphosphinothioyl)oxime

BAYTHION

BAYTHION(R)

PHOXIM

O,O-Diethyl O-(alpha-cyanobenzylideneamino)phosphorothioate

O,O-DIETHYL-2-CYANOBENZYLIDENEAMINO-OXOPHOSPHONOTHIOATE

4-Ethoxy-7-phenyl-3,5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile 4-sulfide

ALPHA-[[(DIETHOXYPHOS-PHINOTHIOYL)OXY]IMINO]BENZENE-ACETONITRILE

VOLATON

VOLATON(R)

OMS 1170

oms1170

(Diethoxy-thiophosphoryloxyimino)-phenyl acetonitrile

(diethoxy-thiophosphoryloxyimino)-phenylacetonitrile

2-(Diethoxyphosphinothioyloxyimino)-2-phenylacetonitrile

3,5-Dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile, 4-ethoxy-7-phenyl-, 4-sulfide

3,5-Dioxa-6-aza-4-phospha-oct-6-ene-8-nitrile,4-ethoxy-7-phenyl-,4-sulfide

bayer77488

baysra7502

Benzeneacetonitrile, [[(diethoxyphosphinothioyl)oxy]imino]-

Benzeneacetonitrile, alpha-[[(diethoxyphosphinothioyl)oxy]imino]-

Benzoyl cyanide O-(diethoxyphosphinothioyl)oxime

benzoylcyanideo-(diethoxyphosphinothioyl)oxime

ENT 27488

ent27488

Foxim

Glyoxylonitrile, phenyl-, oxime O,O-diethyl phosphorothioate

glyoxylonitrile,phenyl-,oxime,o,o-diethylphosphorothioate

O,O-Diaethyl-O-(alpha-cyanbenzyliden-amino)-thionphosphat

O,O-Diaethyl-O-(alpha-cyano-benzylidenamino)-monothiophosphat

O,O-Diethyl alpha-cyanobenzylideneamino-oxyphosphonothioate

O,O-Diethyl phosphorothioate, O-ester with phenylglyoxylonitrile oxime

O,O-Diethyl-alpha-cyanobenzylidineaminooxyphosphonothiate

O,O-Diethyl-O-(.alpha.-cyanobenzylideneamino)thiophosphate

O,O-Diethyl-O-(-cyanobenzylideneamino)thiophosphate

o,o-diethylphosphorothioate,o-esterwithphenylglyoxylonitrileoxime

Phenylglyoxylnitrile oxime O,O-diethyl phosphorothioate

Phenylglyoxylonitrile Oxime O,O-diethyl phosphorothioate

phenylglyoxylonitrileoximeo,o-diethylphosphorothioate

Phoxime

Phoxin

Sebacil

sra7502

Valexon

Valexone

Volathion

Volation

Phosphorothioic acid O-(α-cyanobenzylideneamino) O,O-diethyl

Phoxim 100mg [14816-18-3]

Phoximsolution,100ppm

phoxim,Valaxon

O,O-Diethyl O-(alpha-cyanobenzylideneamino)phosphorothioate 4-Ethoxy-7-phenyl-3,5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile 4-sulfide alpha-[[(Diethoxyphosphinothioyl)oxy]imino]benzeneacetonitrile

Phoxim Solution, 1000ppm

Phoxim in Methanol

Phoxim-d5 (deuterated)

4-Ethoxy-7-phenyl-3,5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitril 4-sulfide

4-Ethoxy-7-phenyl-3,5-dioxa-8-aza-4-phospha-oct-6-ene-8-nitrile-4-sulfide

5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile,4-ethoxy-7-phenyl-4-sulfide