Thiocyclam
Thiocyclam
CAS: 31895-21-3
Molecular Formula: C5H11NS3
Thiocyclam - Names and Identifiers
| Name | Thiocyclam |
| Synonyms | C11473 Eviseke Sultamine hiocyclam Thiocyclam N,N-Dimethyl-1,2,3-trithian-5-amine |
| CAS | 31895-21-3 |
| EINECS | 250-859-2 |
| InChI | InChI=1/C5H11NS3/c1-6(2)5-3-7-9-8-4-5/h5H,3-4H2,1-2H3 |
Thiocyclam - Physico-chemical Properties
| Molecular Formula | C5H11NS3 |
| Molar Mass | 181.34 |
| Density | 1.27±0.1 g/cm3(Predicted) |
| Boling Point | 280.7±50.0 °C(Predicted) |
| Flash Point | 123.6°C |
| Vapor Presure | 3 x 10-2 Pa (25 °C, est.) |
| pKa | 7.0 (base) |
| Refractive Index | 1.636 |
| Physical and Chemical Properties | Pure oxalate is a white crystal. m. P. 125-128 °c (decomposition), vapor pressure 5.333 x 10-4Pa (20 °c). 23 ℃ solubility: dimethyl sulfoxide 92g/L, methanol 17g/L, ethanol 1.9g/L, acetonitrile 1.2g/L, acetone 545mg/L, ethyl acetate 225mg/L, chloroform 46mg/L, toluene <10mg/L, water 84g/L, insoluble in ether, xylene, kerosene. Stable in acidic or light conditions, 40mg/L aqueous solution at room temperature Ph 3~5 half decay period of 41d,pH 7~9 for 11d. 5mg/L aqueous solution under sunlight 1H decomposition rate of 30%. |
Thiocyclam - Reference Information
| use | nereis toxin insecticides, which have contact killing and stomach toxicity, have certain absorption and conduction effects, and have egg killing performance. This product has slow toxic effect on pests, short residual effect period, and good control effect on Lepidoptera and Coleoptera pests. Mainly used for rice pests, the general dosage is 5.3~7.5g active ingredient/100 m2, and the control effect is more than 90%. For example, to control rice Chilo suppressalis and Chilo suppressalis, 50% soluble powder 10.5~12g/100 m2 is used, and water is splashed or sprayed. To prevent and control rice leaf roller and rice bracts, the same amount of medicine can also be used to splashed. Can be mixed with quick-acting pesticides. Use with caution in silkworm areas. |
| production method | preparation method 2-N,N-dimethylamino -1-thiosulfonic acid -3-thiosulfonic acid sodium propane preparation take 7.7gN,N-dimethylamino -2,3-dichloreneamine hydrochloride, 21.7g sodium thiosulfate, 20mL of water and 20mL of methanol, and react at 60 ℃ for 2 hours, steam out methanol and part of water, filter out the precipitated solids, precipitate out white solids after the mother liquor is placed, and repeatedly treat the mother liquor to generate 15.4g of thiosulfonate. the crude product yield is 98%, recrystallized to obtain colorless crystals, m.p.142 ~ 143 ℃ (decomposition). Preparation of 5-N,N-dimethylamino -1,2,3-trisulfide hexane oxalate Take 9.99g sulfonate and add buffer solution 100mL pH = 8 (0.5mol sodium dihydrogen phosphate and 0.5mol potassium dihydrogen phosphate), 48g sodium chloride and 18mL chloroform. Stir and cool to -4 ℃, add 7.6g of sodium sulfide solution in 30mL of water dropwise, and react for 30min. The chloroform layer is separated and neutralized with 2.7g of oxalic acid alcohol solution to pH 4. After precipitation and drying, 7.8g of product was obtained with 95% yield. The melting point after recrystallization is 131~132 ℃ (decomposition). The insecticidal ring can also be made by reacting with the double and the alkali sulfide, and then interacting with the acid. Preparation method II Swiss Sandoz reported that 3-N, N-dimethylamino-1, 2-dichloropropane was prepared by amination and chlorination from chloropropene as the starting material, and then reacted with sodium thiobenzenesulfonate to generate 1, 3-bis (phenylthiosulfonyl)-2-dimethylaminopropane, and then cyclized with sodium thioate and oxalic acid to form a salt. Preparation method 3 Japan Takeda Chemical Industry Company reported a new simple method in 1975, which is formed by the direct reaction of 3-N, N-dimethylamino-1, 2-dichloropropane with polysulfide (sodium). Preparation method Four Sandoz Company reported that starting from 3-N,N-dimethylamino-1, 2-dichloropropane, 1, 3-bis (benzyl thio)-2-dimethylaminopropane or 1, 3-bis (thioacetyl)-2-dimethylaminopropane is used to prepare 1, 3-dimercapto-2-dimethylaminopropane, and then react with sulfur dichloride to prepare insecticidal ring, then react with oxalic acid to produce insecticidal ring oxalate. |
Last Update：2024-04-09 15:16:45
