Salithion
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Salithion
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CAS No:
3811-49-2
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Formula:
C8H9O3PS
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Chemical Name:
Salithion
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Synonyms:
4H-1,3,2-Benzodioxaphosphorin,2-methoxy-,2-sulfide;Phosphorothioic acid,cyclic O,O-(methylene-o-phenylene) O-methyl ester;Phosphorothioic acid,O-methyl ester,cyclic O,O-ester with o-hydroxybenzyl alcohol;Benzyl alcohol,o-hydroxy-,cyclic O,O-ester with O-methyl phosphorothioate;Salithion;2-Methoxy-4H-1,3,2-benzodioxaphosphorin-2-sulfide;Saligenin cyclic methyl phosphorothionate;2-Methoxy-4H-1,3,2-benzodioxaphospholin-2-sulfide;Fenfosphorin;Dioxabenzophos;Dioxabenzofos;2-Methoxy-2,4-dihydro-1,3,2λ5-benzodioxaphosphinine-2-thione;92470-71-8
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CAS No:
Characteristics
59.8
3.11710
1.37g/cm3
55 °C
274.4ºC at 760mmHg
119.8ºC
1.59
58mg/L(30 ºC)
0-6°C
Oral-rat LD50: 102 mg/kg; Oral-Mouse LD50: 88 mg/kg
Thermal decomposition of toxic phosphorus oxide and sulfur oxide gas
Safety Information
III
6.1(b)
2783
3
24/25-39/25-51/53
36/37-38-45-61
T,N
The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials
P260, P264, P270, P273, P280, P301+P310, P302+P352, P307+P311, P312, P321, P322, P330, P361, P363, P391, P405, P501
H301
|Danger|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P260, P264, P270, P273, P280, P301+P310, P302+P352, P307+P311, P312, P321, P322, P330, P361, P363, P391, P405, and P501|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P264, P270, P280, P301+P310, P302+P352, P312, P321, P322, P330, P361, P363, P405, and P501
Salithion Use and Manufacturing
Preparation of salicyl alcohol 47 g of phenol, 31 g of boric acid, and 25 mL of toluene were heated to reflux with stirring to remove the generated water. After dehydration is completed, 120 mL of toluene is added, 15 g of purified formaldehyde gas is passed in at 80-85°C, and then reacted at 80-85°C for 1 hour. After the reaction is completed, the materials are poured into 200 mL of cold water, and saturated sodium carbonate solution is added for alkaline hydrolysis, so that the pH value reaches 8 to 8.5. Let stand for layering, separate the water layer, first extract with diethyl ether, then acidify with dilute sulfuric acid to a pH value of 1-2, then extract with diethyl ether, wash the ether layer with 10% sodium carbonate and water, dry, remove ether, and leave The white solid is salicyl alcohol, mp75~84℃, purity 92%. Salicyl alcohol can also be prepared by reacting phenol with aqueous formaldehyde under the catalysis of zinc acetate. Preparation of methoxythiophosphoryl dichloride 5mol of methanol and 1mol of phosphorus trichloride were reacted at 5-10°C to produce methoxythiophosphoryl dichloride with a yield of 90%. Synthesis of Phosphorus in Vegetables and Fruits Dissolve 63.5g salicyl alcohol in 192g 10% NaOH aqueous solution and place it in a dropping funnel. Then 107 g of O-methyl thiophosphoryl dichloride was placed in the dropping funnel. Both were dropped into 500 mL of water at the same time, keeping the pH of the reaction solution at 11-12 and the temperature at 15°C. After dripping, the pH value of the reaction solution was adjusted with 20% NaOH aqueous solution to maintain it at 11-12. After the reaction is completed, leave it to stand, pour off the upper water, dissolve the precipitate in about 1.5 times methanol to recrystallize, filter with suction, and dry in vacuo to obtain a yellow solid, namely vegetable and fruit phosphorus, m.p. 51-55°C, purity 89.5%. Vegetable and fruit phosphorus can also be prepared by reacting salicylaldehyde and methoxythiophosphoryl dichloride in lye to obtain O-methyl-O-formylphenyl thiophosphoryl chloride, and then reacting with borohydride in alkaline solution be made of. Operation process: Dissolve 6.1 g of salicylaldehyde, 8.3 g of methoxythiophosphoryl dichloride, and 80 mL of methyl butyl ammonium bromide in 50 mL of toluene, and add drops dissolved in 15 mL of water at 5-10°C under stirring. In 5.5 g of sodium carbonate solution, continue to stir and react for 5 hours, add 50 mL of water, separate the layers, wash the toluene layer with water, dry, filter, and concentrate to obtain oily O-methyl-O-formylphenyl thiophosphoryl chloride. Then dissolve 2.5 g of the obtained thiophosphoryl chloride in 10 mL of toluene, cool to 5-10°C, add to 10 mL 0.2 mol/L NaOH aqueous solution containing 0.5 g of sodium borohydride under stirring, and stir for reaction for 2 hours, then stir at room temperature 16h, separated and washed with water, the toluene layer was dried and filtered, the toluene was evaporated, the residue was cooled, and recrystallized with methanol to obtain white crystals, namely vegetable and fruit phosphorus, mp55~56℃.
Vegetable and fruit phosphorus is a broad-spectrum, high-efficiency, and low-residue organophosphorus insecticide. It is mainly used to prevent and control crop underground damage, especially for cotton bollworm, citrus scale insects, and vegetables.
Computed Properties
Molecular Weight:216.20
XLogP3:2.7
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:216.00100232
Monoisotopic Mass:216.00100232
Topological Polar Surface Area:59.8
Heavy Atom Count:13
Complexity:233
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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