2613-30-1

Basic information

• Product Name: 4-Chloro-2,5-difluorophenylamine
• Synonyms: 4-Chloro-2,5-difluorophenylamine
• CAS NO: 2613-30-1
• Molecular Formula: C₆H₄ClF₂N
• Molecular Weight: 163.5524664
• Mol File: 2613-30-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 214.7±35.0 °C(Predicted)
• Appearance: /
• Density: 1.459±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 1.55±0.10(Predicted)
• CAS DataBase Reference: 4-Chloro-2,5-difluorophenylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-2,5-difluorophenylamine(2613-30-1)
• EPA Substance Registry System: 4-Chloro-2,5-difluorophenylamine(2613-30-1)

Safety Data

• Hazardous Substances Data: 2613-30-1(Hazardous Substances Data)

Usage

General Description

4-Chloro-2,5-difluorophenylamine is a fluorinated aromatic amine compound with the molecular formula C6H4ClF2N. It is a white to off-white solid that is insoluble in water but soluble in organic solvents. This chemical is primarily used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals. It has also been utilized in the production of dyes and pigments. 4-Chloro-2,5-difluorophenylamine is considered to be a hazardous chemical, and proper safety precautions should be taken when handling and storing it.

Upstream product

• 106-47-8 4-chloro-aniline 
• 578-28-9 1-Chloro-2,5-difluoro-4-nitrobenzene 
• 7439-89-6 iron 
• 2367-91-1 1-chloro-2,5-difluorobenzene 

Downstream Products

• 2268-02-2 4-chloro-2,5-difluoro-phenol 
• 224168-11-0 ethyl (4-chloro-2,5-difluorophenyl)carbamate 
• 172921-33-4 1-bromo-4-chloro-2,5-difluorobenzene 
• 224168-12-1 ethyl (4-chloro-3,6-difluoro-2-nitrophenyl)carbamate 

Relevant articles and documents

Di- and Trifluorinated 2-Azidobenzimidazole Derivatives: Synthesis, Photooxygenation, and 19F NMR Prediction

The photoreactivity of a series of hitherto unknown, multiply fluorinated 2-azidobenzimidazole derivatives was investigated. The synthesis of the starting material includes regioselective p-defluorination of nitrobenzene derivatives employing Ogoshi's conditions. If the 6-position was unsubstituted, irradiation in the presence of N-protected amino acids at 300 nm (Rayonet) led to the formation of arylesters by oxygenation of the 6-position in good to excellent yields and perfect regioselectivity. We did not observe any displacement of fluoride. If the 6-position itself was fluorinated, alternative positions of the benzene portion were attacked. Mechanistically, the reaction proceeds through ring opening of the singlet nitrene to the cyanodiimine or via the iminobenzimidazolium ion. The availability of a set of fluorinated photo-adducts prompted the quantum chemical calculation of their 19F NMR chemical shifts. Even with the most suitable method investigated (ωB97XD/TApr-cc-pVDZ), deviations of up to 5 ppm from the experimental values were observed, underlining the importance of experimental measurements.

2-SUBSTITUTED-6-AMINO-5-ALKYL, ALKENYL OR ALKYNYL-4-PYRIMIDINECARBOXYLIC ACIDS AND 6-SUBSTITUTED-4-AMINO-3- ALKYL, ALKENYL OR ALKYNYL PICOLINIC ACIDS AND THEIR USE AS HERBICIDES

6-Amino-4-pyrimidinecarboxylic acids having alkyl, alkenyl or alkynyl substituents in the 5-position and 4-aminopicolinic acids having alkyl, alkenyl or alkynyl substituents in the 3-position, and their amine and acid derivatives, are potent herbicides demonstrating a broad spectrum of weed control.

Electrophilic aromatic fluorination with fluorine: meta-Directed fluorination of anilines

Anilines are mainly or selectively fluorinated in the meta-position with F2 when dissolved in triflic acid, sometimes in the presence of small quantities of antimony pentafluoride. The regioselectivity is increased when an electron-donating substituent is present at the para-position.