2-chlor-4-trifluoroMethyl benzonitrile
3-chloro-4-cyanobenzotrifluoride
CAS: 1813-33-8
Molecular Formula: C8H3ClF3N
2-chlor-4-trifluoroMethyl benzonitrile - Names and Identifiers
2-chlor-4-trifluoroMethyl benzonitrile - Physico-chemical Properties
| Molecular Formula | C8H3ClF3N |
| Molar Mass | 205.56 |
| Density | 1.389g/mLat 25°C(lit.) |
| Melting Point | 82-83°C/8mm |
| Boling Point | 192-193°C(lit.) |
| Flash Point | >220°F |
| Vapor Presure | 0.0675mmHg at 25°C |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | n20/D 1.4840(lit.) |
2-chlor-4-trifluoroMethyl benzonitrile - Risk and Safety
| 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 | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S36 - Wear suitable protective clothing. |
| UN IDs | 3276 |
| WGK Germany | 3 |
| Hazard Note | Toxic |
| Hazard Class | 6.1 |
| Packing Group | III |
2-chlor-4-trifluoroMethyl benzonitrile - Reference Information
| use | 2-chloro-4-trifluoromethylbenzonitrile, English name: 2-Chloro-4-(trifluoromethyl)benzonitrile, has a wide range of uses, mainly used as organic reagents, pharmaceutical intermediates, the current synthesis method is rarely reported at home and abroad. |
| application prospect | dihalobenzonitrile is an important organic intermediate, mainly used in the preparation of medicines and pesticides, and has a wide range of applications in the manufacturing process of dyes, engineering plastics and photosensitive materials. Dihalonitrile compounds, especially dichloronitrile and difluoronitrile compounds, have been greatly developed and more than 20 varieties have been developed. This kind of product has the characteristics of high selectivity and low dosage. In addition, pesticides synthesized from this kind of compound as intermediates have no toxic effects on humans, natural enemies of insects and the environment. Therefore, 2-chloro-4-trifluoromethylbenzonitrile, which is one of the important intermediates of pesticides in the 21st century, has broad application prospects. |
| preparation | traditional methods for synthesizing dihalobenzonitrile include photo-halogenation, ammonia oxidation, phase transfer catalytic synthesis or reaction of carboxylic acid and urea, etc. These methods have the disadvantages of long reaction route, large pollution and low yield. Substituted toluene is used as raw material by side chain chlorination, hydrolysis to generate fluorobenzaldehyde, and then oxime is then reacted with hydroxylamine to dehydrate to obtain substituted benzonitrile. Although there are many steps in this route, the yield of each step is high, and the product is easy to separate and purify, which is a feasible route. Using substituted benzoic acid as raw material, the carboxyl group and urea are dehydrated into cyano group at high temperature. Because the reaction requires high temperature, the reaction system requires high requirements, and high temperature is easy to produce side reactions, so the yield of this reaction is not very ideal. Using brominated fluorobenzene as raw material, the bromine atom is converted into cyano group, cuprous cyanide is used as cyanide reagent to dissolve in N,N-dimethylformamide, a small amount of phase transfer catalyst is added and brominated fluorobenzene is added dropwise. After the reflux reaction is over, the product is distilled at normal pressure, and the distilled N,N-dimethylformamide can also be refined and recovered. However, this method requires continuous sampling for analysis during the reaction. If you want to get a high-purity product, you must also carry out rectification. In this paper, 2-chloro-4-trifluoromethylbenzaldehyde and hydroxylamine hydrochloride were used as raw materials to explore the optimal process conditions for the synthesis of 2-chloro-4-trifluoromethylbenzonitrile by aldoxime and dehydration. The synthesis roadmap is as follows: Figure 1 2-chloro-4-trifluoromethylbenzonitrile synthesis roadmap |
Last Update：2024-04-09 20:52:54
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