Name | 2,4-Difluoroaniline |
Synonyms | AKOS 91127 2,4-Difluoroaniline 2,4-difluoro-anilin 2,4-Difluoro Aniline Aniline, 2,4-difluoro- LABOTEST-BB LTBB000653 2,4-DIFLUOROPHENYLAMINE 2,4-Difluorobenzenamine 2,4-DIFLUOROBENZENAMINE Benzenamine, 2,4-difluoro- 1-amino-2,4-difluorobenzene 1-Amino-2,4-difluorobenzene |
CAS | 367-25-9 |
EINECS | 206-687-5 |
InChI | InChI=1/C6H5F2N/c7-4-1-2-6(9)5(8)3-4/h1-3H,9H2 |
Molecular Formula | C6H5F2N |
Molar Mass | 129.11 |
Density | 1.268 g/mL at 25 °C (lit.) |
Melting Point | -7.5 °C (lit.) |
Boling Point | 170 °C/753 mmHg (lit.) |
Flash Point | 145°F |
Water Solubility | 1-5 g/100 mL at 20.55 ºC |
Solubility | Not miscible or difficult to mix. |
Vapor Presure | 3.8mmHg at 25°C |
Appearance | Liquid |
Specific Gravity | 1.284 (20/4℃) |
Color | Clear brown |
Merck | 14,3147 |
BRN | 2802556 |
pKa | 3.26±0.10(Predicted) |
Storage Condition | Keep in dark place,Inert atmosphere,2-8°C |
Stability | Stable. Combustible. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides. |
Refractive Index | n20/D 1.506(lit.) |
Physical and Chemical Properties | Characteristic light yellow oily substance. melting point -75 ℃ boiling point 169.5 ℃(97.2kPa) refractive index 1.5063 flash point 62 ℃ |
Use | Used as intermediates in the synthesis of pharmaceuticals, pesticides and dyes |
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 | S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
UN IDs | UN 2941 6.1/PG 3 |
WGK Germany | 1 |
RTECS | BX3680000 |
FLUKA BRAND F CODES | 8-9-23 |
TSCA | T |
HS Code | 29214210 |
Hazard Note | Toxic |
Hazard Class | 6.1 |
Packing Group | III |
colorless or light yellow transparent liquid, brown when exposed to light. Freezing point -7.5 ~-7 ℃. The boiling range was 169-171 °c. Relative density 1. 20~1.27, refractive index 1. 5063. Insoluble in water, soluble in ethanol and ether.
2,4-= fluoronitrobenzene reduction method iron powder and ammonium chloride aqueous solution were added into the reduction kettle, and after heating to reflux, 2,4-fluoronitrobenzene was added dropwise, and the reflux was completed for 2H, after completion of the reaction, the product was distilled with steam, separated and dried with calcium chloride, and the yield was 87%.
2.1,2,4 three chlorobenzene method the process is divided into three steps: nitrification, fluorination, reductive dechlorination.
It is used in the synthesis of difluorophenylsalicylic acid and polyfluropyridine acid, and is also an important intermediate of pesticide.
LogP | 1.7 at 25℃ and pH5-9 |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
use | 2,4-difluoroaniline is an intermediate in organic synthesis. It is used in medicine for the synthesis of difluorobenzene salicylic acid and polyfluoroproic acid. Fluorobenzylsalicylic acid is a carboxylic acid non-steroidal anti-inflammatory drug, and the international non-proprietary drug name (INN) is Diflunisal. The structure of this new derivative of salicylic acid does not contain the acetyl group of aspirin and contains difluorophenyl group, so the side effects of antiplatelet are small, and the gastrointestinal reaction is mild, and the action time can be maintained for 8-12h. It may be the most promising variety of salicylic acid drugs. It is also an important intermediate for pesticides. 2, 4-difluoroaniline is an important intermediate used in organic synthesis, pharmaceutical agrochemicals, dyes and agrochemicals. |
production method | 1.2,4-difluoronitrobenzene reduction method adds iron powder and ammonium chloride aqueous solution to the reduction kettle, heats up to reflux, adds 2,4-difluoronitrobenzene dropwise, adds reflux for 2 hours, completes the reaction, distilled with steam, separates the distillate, and dries with calcium chloride to obtain qualified products with a yield of 87%. 2. It is obtained from 1,2, 4-trichlorobenzene by nitration, fluorination and reductive dechlorination; or from m-phenylenediamine by diazotization, displacement, nitrification, and reduction. |