Product Name

  • Name

    Chlorpyrifos-methyl

  • EINECS 227-011-5
  • CAS No. 5598-13-0
  • Article Data7
  • CAS DataBase
  • Density 1.582 g/cm3
  • Solubility 4mg/L(25 oC)
  • Melting Point 45.5-46.5°C
  • Formula C7H7Cl3NO3PS
  • Boiling Point 347.3 °C at 760 mmHg
  • Molecular Weight 322.536
  • Flash Point 163.8 °C
  • Transport Information UN 3077
  • Appearance Colorless crystals
  • Safety 36/37-60-61
  • Risk Codes 43-50/53
  • Molecular Structure Molecular Structure of 5598-13-0 (Chlorpyrifos-methyl)
  • Hazard Symbols IrritantXi,DangerousN
  • Synonyms Phosphorothioicacid, O,O-dimethyl O-(3,5,6-trichloro-2-pyridyl) ester (7CI,8CI);ChlorpyrifosM;Chlorpyrifos-methyl;Chlorpyriphos-methyl;Cyfen;Dowco 214;Dursban ME;Dursban methyl;ENT 27520;M 3196;Methyl Dursban;Methyl chlorpyrifos;Noltran;O,O-Dimethyl O-(3,5,6-trichloro-2-pyridyl) phosphorothioate;O,O-Dimethyl O-(3,5,6-trichloro-2-pyridyl) thiophosphate;O-(3,5,6-Trichloro-2-pyridinyl) O,O-dimethyl phosphorothioate;OMS 1155;Reldan;
  • PSA 82.48000
  • LogP 4.58850

Synthetic route

sodium salt of 3,5,6-trichloropyridine-2-ol

sodium salt of 3,5,6-trichloropyridine-2-ol

ethyl methyl chlorothiophosphate
71348-06-6, 13289-13-9

ethyl methyl chlorothiophosphate

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
5598-13-0

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate

Conditions
ConditionsYield
In ethanol at 50℃; for 5h; Temperature;96.2%
dimethyl chlorothiophosphate
2524-03-0

dimethyl chlorothiophosphate

sodium salt of 3,5,6-trichloropyridine-2-ol

sodium salt of 3,5,6-trichloropyridine-2-ol

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
5598-13-0

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate

Conditions
ConditionsYield
With dmap; N-benzyl-N,N,N-triethylammonium chloride; sodium dodecyl sulfate; potassium carbonate In water at 50℃; for 2.5h; pH=9.5 - 10;93.4%
3,5,6-trichloropyridin-2 ol
6515-38-4

3,5,6-trichloropyridin-2 ol

dimethylthiophosphoric acid
1112-38-5

dimethylthiophosphoric acid

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
5598-13-0

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate

Conditions
ConditionsYield
With water; sodium hydroxide In acetonitrile at 25℃; for 6h; pH=9.14; Equilibrium constant; Solvent;
O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
5598-13-0

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate

Fospirate
5598-52-7

Fospirate

Conditions
ConditionsYield
With monoperoxyphthalic acid; magnesium salt In dichloromethane for 12h; Heating;44%
O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
5598-13-0

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate

3-mercaptopropionic acid
107-96-0

3-mercaptopropionic acid

3-[3,5-Dichloro-6-(dimethoxy-thiophosphoryloxy)-pyridin-2-ylsulfanyl]-propionic acid

3-[3,5-Dichloro-6-(dimethoxy-thiophosphoryloxy)-pyridin-2-ylsulfanyl]-propionic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 1h; Heating;3.5%
O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
5598-13-0

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate

A

thiophosphoric acid O-methyl ester O'-(3,5,6-trichloro-pyridin-2-yl) ester

thiophosphoric acid O-methyl ester O'-(3,5,6-trichloro-pyridin-2-yl) ester

B

O-(3,5,6-trichloropyridin-2-yl) O,O-dihydrogenphosphorothioate

O-(3,5,6-trichloropyridin-2-yl) O,O-dihydrogenphosphorothioate

Conditions
ConditionsYield
CuCl2*2H2O In methanol; water pH=3.5 - 7.0; Kinetics; Further Variations:; Catalysts; Hydrolysis;
O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
5598-13-0

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate

3,5,6-trichloropyridin-2 ol
6515-38-4

3,5,6-trichloropyridin-2 ol

Conditions
ConditionsYield
With sodium phosphate buffer; hydrogen sulfide; sodium chloride In methanol at 25℃; pH=5.9; Kinetics; Further Variations:; pH-values; var. hydrogen sulfide concentration;
With C54H36N6NiO10S2 In aq. phosphate buffer at 30℃; for 0.833333h;
O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
5598-13-0

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate

A

3,5,6-trichloropyridin-2 ol
6515-38-4

3,5,6-trichloropyridin-2 ol

B

dimethylthiophosphoric acid
1112-38-5

dimethylthiophosphoric acid

Conditions
ConditionsYield
With bacterial phosphotriesterase wild-type OpdA In methanol at 37℃; pH=8.5; Enzyme kinetics;
With water; sodium hydroxide In acetonitrile at 25℃; for 6h; Kinetics; Mechanism; Equilibrium constant; Solvent; Concentration; Reagent/catalyst; pH-value;
O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
5598-13-0

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate

monomethyl thiophosphate
1111-99-5

monomethyl thiophosphate

Conditions
ConditionsYield
With 4-methyl-morpholine In water at 45℃; for 24h; pH=10;
O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate
5598-13-0

O,O-dimethyl O-3,5,6-trichloro-2-pyridyl phosphorothioate

A

3,5,6-trichloropyridin-2 ol
6515-38-4

3,5,6-trichloropyridin-2 ol

B

Fospirate
5598-52-7

Fospirate

C

dimethylphosphoric acid
813-78-5

dimethylphosphoric acid

D

dimethylthiophosphoric acid
1112-38-5

dimethylthiophosphoric acid

Conditions
ConditionsYield
With air In acetonitrile for 3.91667h; Kinetics; Reagent/catalyst; Solvent; UV-irradiation;
...Expand

CHLORPYRIFOS-METHYL Chemical Properties

CHLORPYRIFOS-METHYL (5598-13-0) has some details as followings.
Molecular Formula:C7H7Cl3NO3PS
Molecular Weight:322.53
EINECS:227-011-5
Density:1.582g/cm3
Melting Point:45.5-46.5 oC
Boiling Point:347.3°Cat760mmHg
Flash Point:163.8°C
liansport Information:UN 3077
Properties:A solid. Mp: 44.5–45.5oC. Sltly sol in H2O; very sol in org solvs.
Molecular Structure:



CHLORPYRIFOS-METHYL Uses

CHLORPYRIFOS-METHYL (5598-13-0) is a broad-spectrum insecticide.It is primarily used for the prevention and control of grain pests during storage.

CHLORPYRIFOS-METHYL Production

The following is CHLORPYRIFOS-METHYL (5598-13-0) 's production methods.
1.Pentachl or opyridine catalytic synthesis of pyridine chloride are Pentachl or opyridine.
2.2,3,5,6- tetrachloro-pyride Pentachl or opyridine reacted with zinc powder and ammonium chloride tetrachloro pyridine.
3.3,5,6-trichloro-2-Synthesis of tetrachoro-ol KOH reacted pyridine and 3,5,6-trichloro-2--ol.
4.Synthesis of 3,5,6 Chlorpyrifos-methyl-trichloro-2-pyridine alcohol,and 0,0-dimethyl sulfide phosphorus chloride,reacted chlorphrifos-methyl.

 

CHLORPYRIFOS-METHYL Toxicity Data With Reference

1.   

skn-rbt 500 mg/24H MLD

   TXAPA9    Toxicology and Applied Pharmacology. 21 (1972),369.
2.   

orl-rat LD50:1828 mg/kg

   HOEKAN    Hokkaidoritsu Eisei Kenkyushoho. 23 (1973),57.
3.   

skn-rat LD50:3713 mg/kg

   YKYUA6    Yakkyoku. Pharmacy. 35 (1984),1315.
4.   

orl-mus LD50:2032 mg/kg

   HOEKAN    Hokkaidoritsu Eisei Kenkyushoho. 23 (1973),57.
5.   

ipr-mus LD50:2325 mg/kg

   TXAPA9    Toxicology and Applied Pharmacology. 65 (1982),144.
6.   

scu-mus LD50:23,800 mg/kg

   YKYUA6    Yakkyoku. Pharmacy. 30 (1979),409.
7.   

orl-rbt LD50:2000 mg/kg

   BESAAT    Bulletin of the Entomological Society of America. 15 (1969),123.

CHLORPYRIFOS-METHYL Safety Profile

Moderately toxic by ingestion, intraperitoneal, and skin contact routes. A skin irritant. Experimental reproductive effects. When heated to decomposition CHLORPYRIFOS-METHYL (5598-13-0)emits very toxic fumes of Cl−, NOx, POx, and SOx. A pesticide.
CHLORPYRIFOS-METHYL (5598-13-0) has some safety.
Risk Codes:R43;R50/53
liansport Information:UN 3077
Hazard Symbols:     Xi;N

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