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2-Chloro-3-methylpyridine

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CAS:18368-76-8
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CAS:18368-76-8
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2-Chloro-3-methylpyridine manufacturers

  • 2-Chloro-3-picoline
  • 2-Chloro-3-picoline pictures
  • $200.00
  • 2026-07-09
  • CAS:18368-76-8
  • Min. Order: 1KG
  • Purity: 99%, 99.5% Sublimated
2-Chloro-3-methylpyridine Basic information
Product Name:2-Chloro-3-methylpyridine
Synonyms:2-CHLORO-3-PICOLINE;2-Chloro-3-methylpyridine, 98+%;2-CHLORO-3-PICOLINE 2-CHLORO-3-METHYLPYRIDINE;2-CHLORO-3-METHYLPYRIDINE (2-CHLORO-3-PICOLINE);2-CHLORO-3-METHYLPYRIDINE 98%;2-Choro-3-methypyridine;2-Chloro-3-picoline,98%;2-Chloro-3-methylpridine ,98%
CAS:18368-76-8
MF:C6H6ClN
MW:127.57
EINECS:242-242-1
Product Categories:alkyl chloride;pyridine series;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Chlorinated heterocyclic series;Pyridine;Pyridines;Chloropyridines;Halopyridines;Boronic Acid;bc0001
Mol File:18368-76-8.mol
2-Chloro-3-methylpyridine Structure
2-Chloro-3-methylpyridine Chemical Properties
Melting point 193 °C
Boiling point 192-193 °C/751 mmHg (lit.)
density 1.17 g/mL at 25 °C (lit.)
refractive index n20/D 1.533(lit.)
Fp 175 °F
storage temp. Inert atmosphere,Room Temperature
pka0.75±0.10(Predicted)
form Liquid
color Colorless to light yellow
Specific Gravity1.170
BRN 107895
InChIInChI=1S/C6H6ClN/c1-5-3-2-4-8-6(5)7/h2-4H,1H3
InChIKeyRKVUCIFREKHYTL-UHFFFAOYSA-N
SMILESC1(Cl)=NC=CC=C1C
CAS DataBase Reference18368-76-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36-36/37/39
RIDADR 2810
WGK Germany 3
HazardClass 6.1
PackingGroup III
HS Code 29333990
Storage Class10 - Combustible liquids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
2-Chloro-3-methylpyridine Usage And Synthesis
Description2-Chloro-3-methylpyridine is an intermediate for many medicines and pesticides, such as fluazifop, nicosulfuron, and fluazifop. Moreover, with the gradual promotion of these new high-efficiency and low-toxic heterocyclic pesticides, 2-chloro-3-methylpyridine is increasing. The industrial method for preparing 2-chloro-3-methylpyridine is to obtain it by site-specific chlorination of 3-methylpyridine. First, 3-methylpyridine is epoxidized and then chlorinated. The main chlorinated 3-methylpyridine is a mixture of 2-chloro-3-methylpyridine and 2-chloro-5-methylpyridine, of which 2-chloro-3-methylpyridine accounts for 20% (mass).
Chemical Propertiescolorless to light yellow liquid
Uses2-Chloro-3-methylpyridine is an active ingredient and a major constituent of imidaclopide, a systemic insecticide that acts as insect neurotoxin and belongs to a class of chemical called the neonicotinoids.
Application2-Chloro-3-methylpyridine can be used as an intermediate for Lumacaftor. Lumacaftor is a drug used to treat certain types of cystic fibrosis, particularly by assisting in the transport of CFTR protein to the cell membrane surface, thereby addressing respiratory issues associated with the disease.
Synthesis
3-Methylpyridine-2-carboxylic acid

4021-07-2

2-Chloro-3-methylpyridine

18368-76-8

General procedure for the synthesis of 2-chloro-3-methylpyridine from 3-methyl-2-pyridinecarboxylic acid: 3-methylpyridine-2-carboxylic acid (56.7 mg, 0.3 mmol), sodium hydroxide (16.0 mg, 0.15 mmol), tetrabutylammonium chloride (TBAC, 26.3 mg, 0.45 mmol) and di-tert-butyl peroxide (DTBP. 165 μL, 0.9 mmol) were placed in a 25 mL Schlenk reaction flask. Subsequently, 1 mL of acetonitrile (CH3CN) was added as a solvent and the reaction mixture was placed in an oil bath at 50 °C for 20 h. The reaction was carried out at a pressure of 1.5 mL. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was purified by silica gel column chromatography using petroleum ether/ethyl acetate as eluent to give 2-chloro-3-methylpyridine in 70% yield.

References[1] Patent: CN108586334, 2018, A. Location in patent: Paragraph 0048-0050
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