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FENTHION
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Name

FENTHION

 EINECS 200-231-9
CAS No. 55-38-9 Density 1.25 g/cm3
PSA 94.89000 LogP 4.26360
Solubility water: 0.0055 g/100 mL Melting Point 7.5 °C
Formula C10H15O3PS2 Boiling Point 330 °C at 760 mmHg
Molecular Weight 278.333 Flash Point 153.4 °C
Transport Information UN 2810/3017 Appearance yellow brown oily liquid
Safety 36/37-45-60-61-62 Risk Codes 21/22-23-48/25-50/53-68-67-65-38-11
Molecular Structure Molecular Structure of 55-38-9 (Fenthion) Hazard Symbols ToxicT,DangerousN
Synonyms

Phosphorothioicacid (H3PO3S), O,O-dimethyl O-4-(methylthio)-m-tolyl ester (6CI);Phosphorothioicacid, O,O-dimethyl O-[4-(methylthio)-m-tolyl] ester (8CI);m-Cresol, 4-(methylthio)-,O-ester with O,O-di-Me phosphorothioate (6CI);B 29493;BAY 29493;Baycid;Bayer 9007;Baytex;Dimethyl 4-methylthio-m-tolyl phosphorothioate;ENT 25540;Entex;Fenthion-methyl;Lebaycid;MPP;MPP (pesticide);Mercaptofos;Mercaptophos;O,O-DimethylO-4-(methylmercapto)-3-methylphenyl thiophosphate;O,O-DimethylO-[4-(methylthio)-m-tolyl] phosphorothioate;OMS 2;Queletox;Spotton;Talodex;

Article Data 11

FENTHION Synthetic route

154469-89-3

dimethyl-(3-methyl-4-methylthiophenyl)phosphite

55-38-9

fenthion

Conditions
ConditionsYield
With sulfur for 3h; Ambient temperature;73%
55-38-9

fenthion

3761-41-9

(+)-Fenthion sulfoxide

Conditions
ConditionsYield
With selenium(IV) oxide; dihydrogen peroxide In methanol Oxidation;
With selenium(IV) oxide; dihydrogen peroxide In methanol at 20℃; for 0.25h; Oxidation;
55-38-9

fenthion

Fenthion sulfone

Conditions
ConditionsYield
With potassium permanganate In water; acetic acid for 12h; Oxidation;
With potassium permanganate; acetic acid at 20℃; for 12h; Oxidation;
55-38-9

fenthion

A

3761-41-9

(+)-Fenthion sulfoxide

B

6552-12-1

Fenthion oxon

C

Fenthion sulfone

D

6552-13-2

fenthion oxon sulfoxide

Conditions
ConditionsYield
With water In phosphate buffer at 25℃; pH=7; Thermodynamic data; Further Variations:; pH-values; Temperatures; Hydrolysis;
55-38-9

fenthion

14086-35-2

fenthion oxon sulfone

Conditions
ConditionsYield
With potassium permanganate; acetic acid at 20℃; for 16h; Oxidation;
55-38-9

fenthion

A

6552-12-1

Fenthion oxon

B

6552-13-2

fenthion oxon sulfoxide

Conditions
ConditionsYield
With bromine In acetonitrile
67-56-1

methanol

55-38-9

fenthion

A

22583-04-6

4-methoxy-2-methyl-1-methylsulfanylbenzene

B

O,O-dimethyl S-[3-methyl-4-(methylthio)phenyl]phosphorothioate

Conditions
ConditionsYield
UV-irradiation;
55-38-9

fenthion

A

3120-74-9

4-(methylthio)-m-cresol

B

14143-28-3

3-methyl-4-(methylsulfinyl)phenol

C

3761-41-9

(+)-Fenthion sulfoxide

D

O,O-dimethyl S-[3-methyl-4-(methylthio)phenyl]phosphorothioate

Conditions
ConditionsYield
With air; water UV-irradiation;
55-38-9

fenthion

methyl 4-chloro-2-methylphenyl sulphide

Conditions
ConditionsYield
With chloride In water UV-irradiation;
55-38-9

fenthion

14143-28-3

3-methyl-4-(methylsulfinyl)phenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SeO2; H2O2 / methanol / 0.25 h / 20 °C
2: aq. 1N NaOH / ethanol / 8 h / 50 - 60 °C
View Scheme

FENTHION Chemical Properties

MF: C10H15O3PS2
MW: 278.33
EINECS: 200-231-9
Product Categories: INSECTICIDE
Mol File: 55-38-9.mol
mp：  7.5°C
bp： 87°C (0.01 mmHg)
density：  1.25
Fp：  >100 °C
storage temp：  2-8°C
Water Solubility：  0.0055 g/100 mL
Merck：  13,4030
Synonyms:LEBAYCID;LEBAYCID(R);FENCHEM;FENTHION;FASTER;ENTEX(R);ENT 25540;BEILIULIN
The structure of Fenthion(55-38-9) is: 

 

FENTHION Uses

1、Fenthion(55-38-9) is a contact and stomach insecticide used against many sucking, biting pests. It has been widely used in sugar cane, rice, field corn, beets, pome and stone fruit, citrus fruits, pistachio, cotton, olives, coffee, cocoa, vegetables, and vines.
2、Based on its high toxicity on birds, fenthion(55-38-9) has been used to control weaver birds and other pest-birds in many parts of the world. Fenthion is also used in cattle, swine, and dogs to control lice, fleas, ticks, flies, and other external parasites.

FENTHION Toxicity Data With Reference

1.   

mma-sat 333 µg/plate

   ENMUDM    Environmental Mutagenesis. 8 (Suppl 7)(1986),1.
2.   

sce-ham:lng 40 mg/L

   ENMUDM    Environmental Mutagenesis. 4 (1982),621.
3.   

orl-man TDLo:257 mg/kg:CVS,GIT

   JTCTDW    Journal of Toxicology, Clinical Toxicology. 19 (1982),425.
4.   

unr-hmn LD50:50 mg/kg

   DTLVS*    Documentation of Threshold Limit Values for Substances in Workroom Air. 4 (1980),191.
5.   

orl-rat LD50:180 mg/kg

   KSKZAN    Khimiya v Sel’skom Khozyaistve. Chemistry in Agriculture. 16 (2)(1978),59.
6.   

ihl-rat LC50:800 mg/m3/4H

   85INA8    Documentation of the Threshold Limit Values and Biological Exposure Indices. 6 (1991),646.
7.   

skn-rat LD50:330 mg/kg

   TXAPA9    Toxicology and Applied Pharmacology. 2 (1960),88.
   

 

    
   

 

    
   

 

   

FENTHION Consensus Reports

NCI Carcinogenesis Bioassay Completed; Results Negative: rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-103 ,1979. ; Indefinite: mouse NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-103 ,1979. . EPA Genetic Toxicology Program.

FENTHION Safety Profile

Hazard Codes：  T;N,N,T,Xn,F
Risk Statements:Harmful if swallowed；Toxic by inhalation；Very Toxic if swallowed  
Safety Statements:Wear suitable protective clothing；This material and/or its container must be disposed of as hazardous waste
RIDADR：  UN 2810/3017
RTECS：  TF9625000
HazardClass：  6.1(b)
PackingGroup：  III
A human poison by an unspecified route. Poison experimentally by ingestion, skin contact, intraperitoneal, intravenous, and intramuscular routes. Moderately toxic by inhalation. Human systemic effects by ingestion: pulse rate increase, hypermotility, diarrhea, nausea or vomiting. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of POx and SOx.

FENTHION Standards and Recommendations

OSHA PEL: TWA 0.2 mg/m3 (skin)
ACGIH TLV: TWA 0.2 mg/m3 (skin); Not Classifiable as a Human Carcinogen
DFG MAK: 0.2 mg/m3

FENTHION Specification

Health effects
Fenthion exposure to general population is quite limited based on its bioavailability. Common form of fenthion exposure is occupation related, and occurs through dermal contact or inhalation of dust and sprays.Another likely means of contamination is through ingestion of food, especially, if it has been applied quite recently with fenthion.So far, ingestion is the most likely severe poisoning case on humans and animals.
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