89402-43-7

Basic information

• Product Name: 2,3-Difluoro-5-chloropyridine
• Synonyms: 2,3-DIFLUORO-5-CHLOROPYRIDIN;2,3-DIFLUORO-5-CHLOROPYRIDINE;5-CHLORO-2,3-DIFLUOROPYRIDINE;5-Chloro-2,3-Difluoropyridine96%;2,3-Difluoro-5-Chloro;2,3-Difulor-5-Chloropyridine;5-Chloro-2,3-difluoropyridine 98%;5-Chloro-2,3-difluoropyridine98%
• CAS NO: 89402-43-7
• Molecular Formula: C₅H₂ClF₂N
• Molecular Weight: 149.53
• EINECS: 410-090-7
• Product Categories: blocks;FluoroCompounds;Pyridines;Pyridine;Chloropyridines;Fluoropyridines;Halopyridines;Fluorine series;alkyl Fluorine| alkyl chloride
• Mol File: 89402-43-7.mol

Chemical Properties

• Melting Point: 47-49 C
• Boiling Point: 135°C
• Flash Point: 135°C
• Appearance: Clear liquids
• Density: 1,442 g/cm3
• Refractive Index: 1.4738
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: -5.14±0.20(Predicted)
• BRN: 4177319
• CAS DataBase Reference: 2,3-Difluoro-5-chloropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Difluoro-5-chloropyridine(89402-43-7)
• EPA Substance Registry System: 2,3-Difluoro-5-chloropyridine(89402-43-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-52/53-10-36/37/38-20/21/22
• Safety Statements: 23-36-61-26
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 89402-43-7(Hazardous Substances Data)

Upstream product

• 103999-77-5 2,5-dichloro-3-fluoropyridine 
• 16063-70-0 2,3,5-trichloropyridine 
• 823-56-3 2-Fluoro-3,5-dichloropyridine 
• 23906-97-0 tetra-n-octylphosphonium bromide 
• 13400-13-0 cesium fluoride 
• 78607-32-6 3-amino-2,5-dichloropyridine 
• 2751-90-8 tetraphenylphosphonium bromide 
• 81175-49-7 tetrakis(diethylamino)phosphonium bromide 
• 75272-53-6 2,4,4-trichloro-4-formylbutyronitrile 

Downstream Products

• 406676-26-4 5-chloro-2,3-difluoro-4-iodopyridine 
• 514797-96-7 5-chloro-3-fluoro-2(1H)-pyridinone 
• 87035-49-2 (+)-2-[4-(5-chloro-3-fluoropyridin-2-yloxy)-phenoxy]-propionic acid methyl ester 
• 248255-70-1 5-chloro-3-fluoro-2-hydrazinylpyridine 
• 1513-66-2 2,3-difluoropyridine 
• 82878-63-5 3,4-difluoropyridine 
• 851178-99-9 4-chloro-2,3-difluoropyridine 
• 851178-98-8 3-chloro-4,5-difluoropyridine 
• 851179-02-7 3,4-dichloro-5-fluoropyridine 
• 372-47-4 3-Fluoropyridine 
• 2546-56-7 4-chloro-3-fluoro-pyridine 
• 514797-99-0 3-chloro-5-fluoro-pyridine 
• 103999-77-5 2,5-dichloro-3-fluoropyridine 
• 514798-07-3 3-chloro-5-fluoro-4-iodo-pyridine 

Relevant articles and documents

A kind of boron-containing compounds and their use in catalytic fluorination reaction (by machine translation)

The invention relates to the field of fine chemical engineering, in particular to boron-containing compounds and application thereof in catalytic fluorination reaction. The boron-containing compoundsprovided by the invention are used as a catalyst and can be fluorinated by further mild reaction. Compared with the prior art, the boron-containing compounds have the advantages of mild conditions andhigh efficiency of the fluorination reaction, novel catalysis principle, simplicity and convenience in operation, less pollution, low solvent cost and suitability for industrial production.

Preparation method of 5-chloro-2,3-difluoropyridine

The invention discloses a preparation method of 5-chloro-2,3-difluoropyridine. The method comprises the steps: using 2-aminopyridine as a starting material, chloridizing 2-aminopyridine to generate 2-amino-3,5-dichloropyridine, then diazotizing, undergoing a Sandmeyer reaction to generate a mixture of 2,3,5-trichloropyridine and 3,5-dichloropyridin-2-one, chloridizing again, and treating to obtain 2,3,5-trichloropyridine; and finally, with the prepared 2,3,5-trichloropyridine as a raw material, using sulfolane and dimethyl sulfoxide as solvents, adding a cesium fluoride and potassium fluoride mixture as a fluorinating agent, controlling a reaction temperature to be 145 DEG C, carrying out heat preservation for 17 h, then heating up to 190 DEG C, and carrying out heat preservation for 19 h. The preparation process and operation practicability is high, the steps are simple, requirements on equipment are low, the method is suitable for industrialized production, the product yield reaches 90% and the content reaches 99.8%.

Process for preparing 2-aminopyridine derivatives

A method for preparing 2-aminopyridine derivatives, which comprises substituting of fluorine for hydrazine moiety and reducing with hydrogen using 3-substituted-2,5,6-trifluoropyridine as a starting material, provides 2-aminopyridine derivatives having a purity over 98% under a mild reaction condition.

Direct formation of 2,3,5-trichloropyridine and its nucleophilic displacement reactions in ionic liquid

Reaction of trichloroacetaldehyde and acrylonitrile in the presence of a catalytic amount of copper (I) chloride in ionic liquid afforded 2,3,5-trichloropyridine, fluprination of which with KF and CsF in ionic liquid afforded 3,5-dichloro-2-fluoropyridihe and 5-chloro-2,3-dichloropyridine. Reaction of 2,3,5-trichloropyridine, 3,5-dichloro-2-fluoropyridine, or 5-chloro-2,3-dichloropyride with 2-(4-hydroxyphenoxy) propionates in ionic liquid afforded the corresponding 2-aryloxylpropionates in good yields.

Process for preparing fluorine-containing compounds

The present invention relates to a process for preparing fluorine-containing compounds by reacting a compound which contains fluorine-exchangeable halogen with a fluoride or a mixture of fluorides with the formula IMeF??(I),in which Me is an alkaline earth metal ion, NH4+-ion or alkali metal ion, in the presence of a compound or a mixture of compounds of the formula (II) in which A1, A2, A3, A4, A5, A6, A7, A8 independently of one another are identical or different and are a straight-chain or branched alkyl or alkenyl having 1 to 12 carbon atoms, cycloalkyl having 4 to 8 carbon atoms, an aryl having 6 to 12 carbon atoms, or an aralkyl having 7 to 12 carbon atoms, or A1 A2, A3A4, A5A6, and A7A8 independently of one another are identical or different and are connected to one another directly or by way of O or N—A9 to form a ring having 3 to 7 ring members, A9 is an alkyl having 1 to 4 carbon atoms and B?is a monovalent acid radical or the equivalent of a polyvalent acid radical, in the presence or absence of a solvent at a temperature from 40 to 260° C.

Process for the preparation of substituted 2,3-difluoropyridines

The invention relates to a novel process for the preparation of substituted 2,3-difluoropyridines by reaction of substituted 2,3-halopyridines with fluoride salts in the presence of phase transfer catalysts, preferably in polar aprotic solvents, without removing the resulting substituted 2,3-difluoropyridines continuously from the reaction mixture. The substituted 2,3-difluoropyridines which can be prepared according to the invention are, inter alia, starting materials for the preparation of plant protection agents or pharmaceuticals.

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.

Pyridyl(oxy/thio)phenoxy compounds herbicidal compositions and methods

Certain novel pyridinyloxyphenoxy alkanoic acids, pyridinylthiophenoxy alkanoic acids, derivatives thereof and related compounds are described. More specifically, these novel compounds bear a fluorine substituent in the 3-position of the pyridinyl group and in the 5-position the substituent is selected from chlorine, CF3, CF2 Cl or CF2 H. These novel compounds exhibit surprising preemergent and postemergent activity in the control of grassy weeds.

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.

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.