2-(CHLOROMETHYL)-6-METHYLPYRIDINE Chemical Properties

Melting point:

159-161 °C

Boiling point:

118-120 °C(Press: 65 Torr)

Density 

1.118±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

pka

4.43±0.12(Predicted)

Appearance

Light brown to brown Liquid

InChI

1S/C7H8ClN/c1-6-3-2-4-7(5-8)9-6/h2-4H,5H2,1H3

InChIKey

PFQYGHGKTNHYRQ-UHFFFAOYSA-N

SMILES

ClCC1=NC(C)=CC=C1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

WGK 3

HS Code 

2933399990

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral

2-(CHLOROMETHYL)-6-METHYLPYRIDINE Usage And Synthesis

Synthesis

Preparation of Example 10-1-1 2-chloromethyl-6-methylpyridine: (6-methylpyridin-2-yl)methanol (1.44 g, 11.7 mmol) was dissolved in dichloromethane (20 mL) and thionyl chloride (1.45 mL, 19.9 mmol) was added. The reaction mixture was stirred under reflux conditions for 40 min. Upon completion of the reaction, the reaction solution was cooled to room temperature and subsequently concentrated under reduced pressure. The concentrated residue was partitioned between sodium bicarbonate solution and ether. The organic layer was separated and concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate) to afford the target product 2-chloromethyl-6-methylpyridine (1.42 g, 85.8% yield).1H-NMR (DMSO-d6) δ (ppm): 2.47 (3H, s), 4.72 (2H, s), 7.22 (1H, d, J = 7.6 Hz), 7.33 (1H, d, J = 7.6 Hz), 7.72 (1H, dd, J = 7.6, 7.6 Hz).

References

[1] Journal of the American Chemical Society, 2005, vol. 127, # 29, p. 10197 - 10204
[2] Patent: US2009/82403, 2009, A1. Location in patent: Page/Page column 64
[3] Patent: US2007/105904, 2007, A1. Location in patent: Page/Page column 61
[4] Chinese Chemical Letters, 2018, vol. 29, # 11, p. 1637 - 1640
[5] Chemistry Letters, 1998, # 9, p. 915 - 916

2-(CHLOROMETHYL)-6-METHYLPYRIDINE(3099-29-4)Related Product Information

• Pentachloropyridine
• 2,6-Pyridinedicarboxylic acid chloride
• 2-(CHLOROMETHYL)-6-METHYLPYRIDINE
• ETHYL 6-(CHLOROMETHYL)PYRIDINE-2-CARBOXYLATE
• 2,6-Dichloromethyl pyridine hydrochloride
• 2,6-BIS(CHLOROMETHYL)PYRIDINE
• 6-Chloromethyl-2-cyanopyridine
• 6,6'-BIS(CHLOROMETHYL)-2,2'-BIPYRIDINE
• (4,4'-Bipyridine)-2,2',6,6'-tetracarbonyltetrachloride
• 6-chloromethyl-2-methylpyridinium chloride
• 3-PYRIDINECARBOXYLIC ACID, 2-(CHLOROMETHYL)-6-(TRIFLUOROMETHYL)-, ETHYL ESTER
• 6-(CHLOROMETHYL)PYRIDINE-2-CARBALDEHYDE
• 1-[6-(CHLOROMETHYL)PYRIDIN-2-YL]ETHANONE
• methyl 6-(chloromethyl)pyridine-2-carboxylate
• 2-(CHLOROMETHYL)-6-(4-FLUOROPHENYL)PYRIDINE
• 2-(CHLOROMETHYL)-6-PHENYLPYRIDINE
• Pyridine, 2,6-bis(chloromethyl)-, 1-oxide (9CI)
• [6-(CHLOROMETHYL)PYRIDIN-2-YL]METHYL ACETATE