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CAS No.: | 56-72-4 |
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Name: | Coumaphos |
Article Data: | 11 |
Molecular Structure: | |
Formula: | C14H16 Cl O5 P S |
Molecular Weight: | 362.771 |
Synonyms: | Coumarin,3-chloro-7-hydroxy-4-methyl-, O-ester with O,O-diethyl phosphorothioate (8CI);Umbelliferone, 3-chloro-4-methyl-, O,O-diethyl phosphorothioate (6CI);3-Chloro-4-methyl-7-coumarinyl diethyl phosphorothioate;3-Chloro-4-methyl-7-hydroxycoumarin diethyl thiophosphoric acid ester;3-Chloro-4-methylumbelliferone O-ester with O,O-diethyl phosphorothioate;3-Chloro-7-hydroxy-4-methyl-coumarin O,O-diethyl phosphorothioate;3-Chloro-7-hydroxy-4-methyl-coumarin O-ester with O,O-diethyl phosphorothioate;Agridip; Asuntol; Bayer 21/199; Baymix; Baymix 50; Co-ral; Co-ral (phosphate);Coumafos; Coumaphos; ENT 17,957; Koral; Meldane; Meldone; Muscatox; Muscotox;NSC 8944; O,O-Diethyl 3-chloro-4-methyl-7-umbelliferone thiophosphate;O,O-Diethyl O-(3-chloro-4-methyl-2-oxo-2H-benzopyran-7-yl) phosphorothioate;O,O-Diethyl O-(3-chloro-4-methyl-7-coumarinyl) phosphorothioate; O,O-DiethylO-3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl phosphorothioate;O-(3-Chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl) O,O-diethyl phosphorothioate;O-3-Chloro-4-methyl-7-coumarinyl O,O-diethyl phosphorothioate; Perizin; Prince;Resitox |
EINECS: | 200-285-3 |
Density: | 1.38 g/cm3 |
Melting Point: | 91ºC |
Boiling Point: | 449.9 °C at 760 mmHg |
Flash Point: | 225.9 °C |
Solubility: | Insoluble in water < 1 mg/ml at 22 deg. C. Slightly soluble in DMSO, ethanol ?1 mg/l), acetone, chloro- -7 form. r.d. at 20 deg. C. 1.474. v.p. 1 x10 mm at 20 deg. C. |
Appearance: | tan or beige solid |
Hazard Symbols: | |
Risk Codes: | R21;R28;R50/53 |
Safety: | 28-36/37-45-60-61-36-26-16 |
Transport Information: | UN 2811 |
PSA: | 99.80000 |
LogP: | 5.08170 |
Conditions | Yield |
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In N,N-dimethyl-formamide | 64% |
Conditions | Yield |
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Stage #1: 3-chloro-4-methylumbelliferone With n-butyllithium In tetrahydrofuran; hexane for 1h; Stage #2: diethyl phosphorochloridothioate In tetrahydrofuran; hexane at 20℃; for 12h; | 58% |
With copper; potassium carbonate; butanone |
coumaphos
Conditions | Yield |
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In chloroform for 250h; Irradiation; | 20% |
coumaphos
Conditions | Yield |
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With oxygen In chloroform Irradiation; |
coumaphos
Conditions | Yield |
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With sodium dodecyl-sulfate In phosphate buffer at 30℃; pH=7.4; Dimerization; UV-irradiation; |
Conditions | Yield |
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With sodium perchlorate; cycloplatinated aryl ketoxime In acetonitrile at 25℃; pH=8.5; Kinetics; |
Conditions | Yield |
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With triethylamine; Pd(dmba)(py)(OTf) at 25℃; pH=10.80; Kinetics; |
IUPAC Name: 3-Chloro-7-diethoxyphosphinothioyloxy-4-methylchromen-2-one
CAS: 56-72-4
Formula : C14H16ClO5PS
Molecular Weight: 362.77
Density: 1.38 g/cm3
Flash Point: 225.9 °C
Boiling Point: 449.9 °C at 760 mmHg
Appearance: tan or beige solid
Index of Refraction: 1.577
Molar Refractivity: 86.84 cm3
Molar Volume: 261.8 cm3
Polarizability: 34.42×10-24cm3
Surface Tension: 53.9 dyne/cm
Enthalpy of Vaporization: 70.87 kJ/mol
Vapour Pressure: 2.76E-08 mmHg at 25°C
Water Solubility: 1.541(mg/L) at 25 °C
Product Categories: acaricidespesticides&metabolites;alpha sort;calphabetic;acaricidesalphabetic;C;CO - CZPesticides;insecticides;oeko-tex standard 100;organophorousmethod specific;pesticides;pesticides&metabolites.
1. | otr-rat:emb 1400 ng/plate | JJATDK JAT, Journal of Applied Toxicology. 1 (1981),190. | ||
2. | orl-rat LD50:13 mg/kg | DOEAAH Down to Earth. A Review of Agricultural Chemical Progress. 35 (1979),25. | ||
3. | ihl-rat LC50:303 mg/m3 | VHTODE Veterinary and Human Toxicology. 24 (1982),87. | ||
4. | skn-rat LD50:860 mg/kg | WRPCA2 World Review of Pest Control. 9 (1970),119. | ||
5. | ipr-rat LD50:7500 µg/kg | PSEBAA Proceedings of the Society for Experimental Biology and Medicine. 129 (1968),699. | ||
6. | orl-mus LD50:28 mg/kg | HYSAAV Hygiene and Sanitation: English Translation of Gigiena Sanitariya. 33 (12)(1968),334. | ||
7. | ipr-mus LD50:200 mg/kg | PCOC** Pesticide Chemicals Official Compendium ,Association of the American Pesticide Control Officials, Inc.(Topeka, KS.: ),1966,282. | ||
8. | orl-rbt LD50:80 mg/kg | HYSAAV Hygiene and Sanitation: English Translation of Gigiena Sanitariya. 33 (12)(1968),334. | ||
9. | skn-rbt LD50:500 mg/kg | VHTODE Veterinary and Human Toxicology. 24 (1982),87. |
NCI Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-96 ,1979. . EPA Extremely Hazardous Substances List.
Poison by ingestion, skin contact, inhalation, and intraperitoneal routes. Mutation data reported. When heated to decomposition, it emits very toxic fumes of SOx, POx, and Cl−. See also COUMARIN.
Safety Information about 3-Chloro-7-diethoxyphosphinothioyloxy-4-methylchromen-2-one (56-72-4):
Hazard Codes:
T+: N: Xn: F:
Risk Statements about 3-Chloro-7-diethoxyphosphinothioyloxy-4-methylchromen-2-one (56-72-4):
R21: Harmful in contact with skin.
R28: Very Toxic if swallowed.
R50/53: Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
R36: Irritating to the eyes.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R11: Highly Flammable.
Safety Statements about 3-Chloro-7-diethoxyphosphinothioyloxy-4-methylchromen-2-one (56-72-4):
S28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer).
S36/37: Wear suitable protective clothing and gloves.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).
S60: This material and/or its container must be disposed of as hazardous waste.
S61: Avoid release to the environment. Refer to special instructions safety data sheet.
S36: Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S16: Keep away from sources of ignition - No smoking.
RIDADR: 2783
RTECS: GN6300000
HazardClass: 6.1(a)
PackingGroup: II
The chemical synonyms of 3-Chloro-7-diethoxyphosphinothioyloxy-4-methylchromen-2-one (56-72-4) are 3-Chloro-4-methyl-7-coumarinyl diethyl phosphorothioate ; 3-chloro-4-methyl-7-coumarinyldiethylphosphorothioate ; 3-Chloro-4-methyl-7-hydroxycoumarin diethyl thiophosphoric acid ester ; 3-Chloro-4-methyl-7-hydroxycoumarindiethylthiophosphoricacidester ; 3-Chloro-4-methylumbelliferone o-ester with O,O-diethyl phosphorothioate ; 3-Chloro-4-methylumbelliferoneo-esterwitho,o-diethylphosphorothioate ; 3-Chloro-7-diethoxyphosphinothioyloxy-4-methylcoumarin ; 3-Chloro-7-hydroxy-4-methyl-coumarin O,O-diethyl phosphorothioate .Very toxic, probable oral lethal dose is 50-500 mg/kg, or between 1 teaspoonful and 1 oz. for a 70 kg (150 lb.) person. May be fatal if inhaled, swallowed, or absorbed through skin. Contact may cause burns to skin and eyes.When heated to decomposition, Coumaphos emits very toxic fumes of sulfur oxides, phosphorus oxides, and chlorides. Incompatible with piperonyl butoxide.