Name | Niclofolan |
Synonyms | ME 3625 BAY 9015 Bilevon M Bayer 9015 Niclofolan NICLOFOLAN Niclofoian Niclofolano BRN 2019644 Niclofolanum Menichlopholan menichlopholan UNII-82KFT81F6W Niclofolanum [INN-Latin] Niclofolano [INN-Spanish] 4,4'-Dichloro-6,6'-dinitro-o,o-biphenol 4,4'-Dichloro-6,6'-dinitro-o,o'-biphenol 3,3'-Dichloro-5,5'-dinitro-o,o'-biphenol 3,3'-dichloro-5,5'-dinitro-o,o'-biphenol 4,4'-dichloro-6,6'-dinitro-o,o'-biphenol o,o'-Biphenol, 3,3'-dichloro-5,5'-dinitro- 5,5'-dichloro-3,3'-dinitrobiphenyl-2,2'-diol 5,5'-Dichloro-2,2'-dihydroxy-3,3'-dinitrobiphenyl 3,3'-Dichloro-5,5'-dinitro-o,o'-biphenol [French] 5,5'-dichloro-2,2'-dihydroxy-3,3'-dinitrobiphenyl 5,5'-dichloro-3,3'-dinitro(1,1'-biphenyl)-2,2'-diol 5,5'-Dichloro-3,3'-dinitro(1,1'-biphenyl)-2,2'-diol 1'-biphenyl)-2,2'-diol, 5,5'-dichloro-3,3'-dinitro-( (1,1'-Biphenyl)-2,2'-diol, 5,5'-dichloro-3,3'-dinitro- |
CAS | 10331-57-4 |
EINECS | 233-720-0 |
InChI | InChI=1/C12H6Cl2N2O6/c13-5-1-7(11(17)9(3-5)15(19)20)8-2-6(14)4-10(12(8)18)16(21)22/h1-4,17-18H |
Molecular Formula | C12H6Cl2N2O6 |
Molar Mass | 345.09 |
Density | 1.8594 (rough estimate) |
Boling Point | 251.5°C (rough estimate) |
Flash Point | 210.8°C |
Vapor Presure | 8.03E-08mmHg at 25°C |
pKa | 4.34±0.40(Predicted) |
Refractive Index | 1.7350 (estimate) |
Physical and Chemical Properties | Orange-yellow crystalline powder. Melting point 178-182 °c. Soluble in acetone, acetic acid and sodium hydroxide solution, slightly soluble in water and ethanol. |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Overview | bichlorophenol is a specific drug for liver flukes. In recent years, both at home and abroad have been used for human treatment of X-ray flukes, Paragonimiasis, etc., there have been cases of poisoning reported. |
Use | as an anthelmintic drug, it has a good effect on the liver flukes of cattle and sheep. Anti-creep drug. For the prevention and treatment of cattle, sheep Fasciola. |
production method | 5,5 '-dichloro-2, 2'-dihydroxybiphenyl (see 12785) was obtained by nitration. The nitration reaction is carried out in acetic acid, and the temperature of dropwise addition of nitric acid is not more than 20 ℃, and the mixture is heated and stirred at 30 ℃ for 2H, then activated carbon is added for reflux and decolorization for 1H, and suction filtration is carried out with nitrate filter rod, the filtrate was cooled to below 15 °c, crystallized, filtered off, washed with acetic acid and dried to obtain diclofenac. The yield was 60%. using oxyfluorene as a raw material, diclofenac was obtained by ring opening, acid precipitation, chlorination and nitration. The oxyfluorene was mixed with solid potassium hydroxide, and the temperature was raised to 280-300 °c with stirring. Reaction Time: 8-9H. After being slightly cooled, ice water was added, and the mixture was stirred and dissolved, and the residue was filtered off. The filtrate was neutralized to PH9-10 with 50% sulfuric acid and decolorized with activated carbon for 1H. The decolorization solution was adjusted to PH 2-3 with sulfuric acid to precipitate crystals. After filtration, the mixture was washed with water until neutral and dried at 70 ° C. To give 2,2 '-dihydroxybiphenyl. 2,2 '-dihydroxybiphenyl is dissolved in glacial acetic acid, and dichlorosulfoxide is added dropwise at 15-30 ℃, The formation of 2,2 '-Dihydroxy-4, 4'-dichlorobiphenyl. Nitric acid was then dropped at 20 °c and reacted for 2H at 30 °c. After addition of activated carbon, reflux decolorization for 1H. After filtration, the crystals were cooled, and the crystals were filtered off, washed with acetic acid, and dried to give diclofenac. The yield was 60%. |