103999-77-5

Basic information

• Product Name: 2,5-Dichloro-3-fluoropyridine
• Synonyms: 2,5-Dichloro-3-fluoropyridine;2,5-Dichloro-3-fluoropyridine 96%
• CAS NO: 103999-77-5
• Molecular Formula: C₅H₂Cl₂FN
• Molecular Weight: 166
• Mol File: 103999-77-5.mol

Chemical Properties

• Melting Point: 54-56°
• Boiling Point: 172.276 °C at 760 mmHg
• Flash Point: 57.991 °C
• Appearance: /
• Density: 1.498 g/cm³
• Vapor Pressure: 1.789mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -2.44±0.10(Predicted)
• CAS DataBase Reference: 2,5-Dichloro-3-fluoropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dichloro-3-fluoropyridine(103999-77-5)
• EPA Substance Registry System: 2,5-Dichloro-3-fluoropyridine(103999-77-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 103999-77-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Dichloro-3-fluoropyridine is used as a chemical intermediate for the synthesis of various drugs. Its electronegative properties and reactivity contribute to the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2,5-Dichloro-3-fluoropyridine serves as an intermediate for the production of pesticides. Its unique structure and properties allow for the creation of effective pest control agents.
Used in Material Science:
2,5-Dichloro-3-fluoropyridine is utilized in material science for the creation of functionalized molecules and polymers. Its electronegative nature and reactivity play a role in developing advanced materials with specific properties for various applications.
Used in Organic Synthesis:
2,5-Dichloro-3-fluoropyridine is also employed in organic synthesis to produce a range of biologically active molecules. Its versatility and reactivity make it a useful component in the synthesis of complex organic compounds.
Safety Precautions:
Due to the reactivity and potential hazardous properties of 2,5-Dichloro-3-fluoropyridine, it is essential to follow proper handling and safety procedures when working with this compound to ensure the safety of personnel and the environment.

InChI:InChI=1/C5H2Cl2FN/c6-3-1-4(8)5(7)9-2-3/h1-2H

Upstream product

• 514798-04-0 2,5-dichloro-3-fluoro-4-iodopyridine 
• 89402-43-7 5-chloro-2,3-difluoropyridine 
• 78607-32-6 3-amino-2,5-dichloropyridine 
• 7440-44-0 pyrographite 
• 122413-35-8 nitrous anhydride 
• 514797-96-7 5-chloro-3-fluoro-2(1H)-pyridinone 

Downstream Products

• 89402-43-7 5-chloro-2,3-difluoropyridine 
• 514798-04-0 2,5-dichloro-3-fluoro-4-iodopyridine 
• 89402-40-4 4-(5-chloro-3-fluoropyridin-2-yloxy)-phenol 

Relevant articles and documents

Creating structural manifolds from a common precursor: Basicity gradient-driven isomerization of halopyridines

5-Chloro-2,3-difluoropyridine, an intermediate in the manufacturing process of an industrial pesticide, can be hydrolyzed to 5-chloro-3-fluoro-2H-pyridinone and the latter converted into 2,5-dichloro-3-fluoropyridine (1a), 2-bromo-5-chloro-3-fluoropyridine (1b), 5-chloro-3-fluoro-2-iodopyridine (1c) and 3-chloro-5-fluoropyridine (1d). Consecutive treatment of these four substrates with lithium diisopropylamide and carbon dioxide or lithium diisopropylamide and iodine affords the corresponding 4-pyridinecarboxylic acids 2 and 4-iodopyridines 3, respectively. Amide-promoted deprotonation of such 4-iodopyridines 3 triggers an isomerization in which lithium and iodine change places. The resulting species can be trapped with carbon dioxide to give the acids 5a-c or neutralized to give the halopyridines 4a-c. The iodopyridines 4a and 4b can be converted into the acids 6a and 6b, the latter product leading also to the congeners 6c and 6d. The diiodopyridine 4c provides an entry to the halopyridine 4d, which at the same time may act as the precursor to the acid 5d, the acid 7 or the bisacid 8. Finally, the acid 9 is accessible from either one of the 5-chloro-3-fluoro-2-halopyridines 1b and 1c. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2002).

2-[4-(5-chloro-3-fluoropyridin-2-yloxy)-phenoxyl]-propionic acid methyl ester with herbicidal activity

There is described the novel 2-[4-(5-Chloro-3-fluoropyridin-2-yloxy)-phenoxy]-propionic acid methyl ester and its (R)-enantiomer. STR1 These compounds are suitable for selectively controlling weeds in crops of cultivated plants, and for reducing the growth of grasses.

FLUORINATED HETEROCYCLES: TARGETS IN THE SEARCH FOR BIOACTIVE COMPOUNDS AND TOOLS FOR THEIR PREPARATION

To strategies for the preparation and use of fluorinated heterocycles are discussed: 1.)the building block approach being used mainly for the preparation of target heterocycles with fluorinated substituents, and 2.)the direct fluorination approach in which fluorinated heterocycles are used as tools for the preparation of bioactive compounds.Strategies presented in the building block approach include electrophilic reactions of building blocks derived from trifluoroacetic acid (1), as well as the use of building blocks obtained from trichlorotrifluoroethane (2) and chlorodifluoro acetic acid (3) through organometallic reactions.The preparation and use of N-fluoro sultams 62 and 66 are shown in the direct fluorination approach.Both strategies can be successfully used n the synthesis of bioactive compounds of pharmaceutical and agrochemical interest.

Process for the preparation of fluorinated pyridine derivatives

In accordance with a novel process, 2,3-difluoropyridines of formula I STR1 wherein X is halogen or trifluoromethyl, are prepared by diazotising a 3-amino-2-halopyridine of formula II STR2 wherein X is as defined for formula I and Y is bromine, chlorine or fluorine, in the presence of hydrogen fluroide, to give a 3-fluoro-2-halopyridine of formula III STR3 wherein X and Y are as defined for formula II, and treating resultant 3-fluoro-2-halopyridines of formula III, wherein Y is bromine or chlorine, with a fluorinating agent. The 2,3-difluoropyridines prepared by the novel process are valuable intermediates for the preparation of 2-[4-(3-fluoropyridin-2-yloxy)-phenoxy]propionic acid derivatives which are known as herbicides.

2-(4-(5-chloro-3-fluoropyridin-2-yloxy)phenoxy)-propionic acid-propynyl ester with herbicidal activity

There is described the 2-[4-(5-chloro-3-fluoropyridin-2-yloxy)-phenoxy]-propionic acid propynyl ester and its (R)-enantiomer of formula I STR1 These compounds are suitable for selectively controlling weeds in crops of cultivated plants, or for reducing the growth of grasses.