Name | 4-Bromo-2,2-diphenyl butyronitrile |
Synonyms | LABOTEST-BB LT00159482 Diphenoxylate EP impurity C 4-BROMO-2,2-DIPHENYLBUTANENITRILE 4-bromo-2,2-diphenylbutanenitrile 4-BROMO-2,2-DIPHENYLBUTYRONITRILE 4-Bromo-2,2-diphenyl butyronitrile 4-Bromo-2,2-Diphenyl Buteronitrile -(2-Bromoethyl)-phenylbenzeneacetonitrile Benzeneacetonitrile, a-(2-bromoethyl)-a-phenyl- ALPHA-(2-BROMOETHYL)-ALPHA-PHENYLBENZENEACETONITRILE alpha-(2-Bromoethyl)-alpha-phenylbenzeneacetonitrile |
CAS | 39186-58-8 |
EINECS | 254-337-5 |
InChI | InChI=1/C16H14BrN/c17-12-11-16(13-18,14-7-3-1-4-8-14)15-9-5-2-6-10-15/h1-10H,11-12H2 |
InChIKey | IGYSFJHVFHNOEI-UHFFFAOYSA-N |
Molecular Formula | C16H14BrN |
Molar Mass | 300.2 |
Density | 1.4184 (rough estimate) |
Melting Point | 67-69°C(lit.) |
Boling Point | 160-165 °C (0.15002 mmHg) |
Flash Point | 177.1°C |
Water Solubility | 10μg/L at 20℃ |
Solubility | Chloroform (Slightly) Ethyl Acetate (Slightly) |
Vapor Presure | 0Pa at 20℃ |
Appearance | Crystalline powder |
Color | White |
BRN | 1684952 |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.5260 (estimate) |
MDL | MFCD00001845 |
Physical and Chemical Properties | Solid. Melting Point 67-69 °c, boiling point 160-165 °c/35.91kPa. |
Hazard Symbols | Xn - Harmful |
Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S24/25 - Avoid contact with skin and eyes. |
UN IDs | 3276 |
WGK Germany | 3 |
HS Code | 29269090 |
Hazard Class | 6.1 |
Packing Group | III |
LogP | 4.2 |
use | pharmaceutical intermediates. |
Production method | Cyanobenzyl is obtained by bromination and condensation to obtain diphenylacetonitrile, and then condensation with dibromoethane. 1. Preparation of diphenylacetonitrile The cyanobenzyl bromide solution is obtained by heating to 105 ℃, adding bromine dropwise within 1h, reacting at 105-110 ℃ for 0.5h, and cooling for later use. In a dry reaction pot, add benzene and anhydrous aluminum trichloride, stir and heat until reflux, add the above bromobenzyl solution dropwise, and add it for about 1h. Continue to reflux for 1h, cool and put into the mixture of hydrochloric acid and crushed ice. Stand in layers, the water layer is extracted with benzene, the extraction solution is combined with benzene, the water is washed to neutral, and benzene is recovered under reduced pressure. The remaining liquid is placed in anhydrous ethanol to cool and crystallize, filtered, washed with anhydrous ethanol, and dried to obtain diphenylacetonitrile. 2. Preparation of Bromoethyl Diphenylacetonitrile Toluene, powdered sodium ammonia and diphenylacetonitrile are added to a dry reaction pot and heated to 80-85 ℃ for 0.5h. Cooling, adding dibromoethane quickly at 30-35°C. Continue stirring for 0.5h. The temperature was raised to 80-85 ℃ for 1.5h. Cool, filter and wash the filter cake with toluene until toluene is colorless. Combine toluene liquid and wash with water until neutral. After the toluene is recovered under reduced pressure, the remaining liquid is bromoethyl diphenylacetonitrile. |