Name | 2,3-dichloro-5-(trifluoromethyl)pyridine |
Synonyms | DCTF 5-DCTF 2, 3 - dichloro - 5-3 Methyl pyridine 2,3-DICHLORO-5-(TRIFLUOROMETHYL)PYRIDINE 2,3-dichloro-5-(trifluoromethyl)pyridine 2,3- two-5- three fluorineMethyl pyridinechloride 5,6-Dichloro-alpha,alpha,alpha-trifluoro-3-picoline |
CAS | 69045-84-7 |
EINECS | 410-340-5 |
InChI | InChI=1/C12H10ClF3N2O/c1-6(2)18-9-4-3-7(10(13)19)5-8(9)17-11(18)12(14,15)16/h3-6H,1-2H3 |
Molecular Formula | C6H2Cl2F3N |
Molar Mass | 215.99 |
Density | 1.549g/mLat 25°C(lit.) |
Melting Point | 8-9 °C |
Boling Point | 80°C20mm Hg(lit.) |
Flash Point | 175°F |
Vapor Presure | 0.00017mmHg at 25°C |
Appearance | Liquid |
Specific Gravity | 1.549 |
Color | Clear colorless to yellow |
pKa | -3.34±0.10(Predicted) |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Refractive Index | n20/D 1.475(lit.) |
Physical and Chemical Properties | Melting Point: 8 - 9 Boiling Point: 176 |
Risk Codes | R20/22 - Harmful by inhalation and if swallowed. R41 - Risk of serious damage to eyes R43 - May cause sensitization by skin contact R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S24 - Avoid contact with skin. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S36 - Wear suitable protective clothing. |
UN IDs | UN 3082 9/PG 3 |
WGK Germany | 2 |
TSCA | Yes |
HS Code | 29333990 |
Hazard Note | Irritant |
Hazard Class | 9 |
Packing Group | III |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Introduction | fluorine, heterocycle and chirality are the three characteristics of modern pesticides and new drugs in the field of medicine. In recent years, new type of fluorine-containing pyridine pesticides, such as pyridinium, pyrimidine, sedum acanthopanax and flumineamine, etc., have the advantages of broad-spectrum absorption, high efficiency and low toxicity, low pollution, etc, it has become the backbone of highly effective insecticides, herbicides and fungicides. Fluorine, heterocycle and chirality are the three characteristics of modern pesticides and new drugs in the field of medicine. 2, 3-dichloro-5-trifluoromethyl pyridine (2,3,5-DCTF) is a key intermediate for the production of these new pesticides, and has become a hot spot in the industry. |
Application | 2, 3-dichloro-5-trifluoromethyl pyridine (2,3,5-DCTF) it is a key intermediate for the production of these new pesticides, which has become a hot spot in the industry. |
preparation method | 1, 98.5% G of 2, 3-dichloro-5-trifluoromethyl pyridine is added to the reaction kettle with stirring, and 25% G of ammonia water is added to the reaction solution, and the reaction temperature is controlled to 70 ℃, the reaction was stirred, and a sample was taken for analysis to detect that the pre-impurity peak of 2, 3-dichloro-5-trifluoromethylpyridine had all disappeared. The reaction solution was separated into layers at rest, and the organic phase was separated. 2. Transfer the organic phase to the distillation kettle with water separator, add 2000g of distilled water, control the steam distillation temperature to 95 ℃, collect the liquid in the lower part of the water separator, and put the liquid into the distillation column for vacuum distillation, the pressure was controlled at -0.096MPa, and fractions at 140-150 ° C. Were collected to obtain 484.2g of 2, 3-dichloro-5-trifluoromethyl pyridine with a purity of 99.95% and a yield of 96.8%. |
Use | 2, 3-dichloro-5-trifluoromethylpyridine is an intermediate of the herbicide chloromalazine and the insecticide flufenuron. 2, 3-dichloro-5-trifluoromethylpyridine is an intermediate of chlorpyrimidine and fluorourea, and can also be used in the synthesis of the herbicide flupirane. |
production method | the preparation method is to use 2-amino-5-methylpyridine as raw material, further, diazotization was carried out to obtain 2, 3-dichloro-5-trichloromethylpyridine by reaction in the presence of CuCl, followed by reaction with hydrogen fluoride to obtain the product. It is also possible to use 2-chloro-5-methylpyridine as a raw material, which is firstly subjected to side-chain chlorination to obtain 2-chloro-5-trichloromethylpyridine, and then further subjected to ring chlorination to obtain 2, 3-dichloro-5-trichloromethylpyridine was then fluorinated with hydrogen fluoride to give the product. The preparation method is to use 3-methylpyridine as a raw material in the presence of a catalyst to generate the product by chlorination and fluorination. It is also possible to use 2-chloro-5-trichloromethylpyridine for cyclochlorination to obtain 2, 3-dichloro-5-trichloromethylpyridine, which is then fluorinated with hydrogen fluoride. |