2-(Bromomethyl)-6-methylpyridine Chemical Properties

Melting point:

38-42 °C

Boiling point:

209.9±25.0 °C(Predicted)

Density 

1.448±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

form 

solid

pka

4.16±0.12(Predicted)

Appearance

Off-white to pink Solid

Sensitive 

Air Sensitive

InChI

InChI=1S/C7H8BrN/c1-6-3-2-4-7(5-8)9-6/h2-4H,5H2,1H3

InChIKey

WJFDCFHWFHCLIW-UHFFFAOYSA-N

SMILES

C1(CBr)=NC(C)=CC=C1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-36/37/39

RIDADR 

UN 3335

WGK Germany 

3

HS Code 

29333990

2-(Bromomethyl)-6-methylpyridine Usage And Synthesis

Chemical Properties

Solid

Synthesis

A. Triphenylphosphine (0.4 g × 4, 6.1 mmol) was added to a stirred solution of (6-methylpyridin-2-yl)methanol (640 mg, 5.2 mmol) and carbon tetrabromide (2.77 g, 8.35 mmol) in batch to a solution of dichloromethane (12 mL) at 0 °C, each time at 2 min intervals. The reaction was continued for 30 min. Upon completion of the reaction, the reaction mixture was purified using rapid column chromatography using a hexane solution of 10% ethyl acetate as eluent to afford 2-(bromomethyl)-6-methylpyridine as a crystalline solid (675 mg, 70% yield).

References

[1] Journal of the American Chemical Society, 1994, vol. 116, # 18, p. 8410 - 8411
[2] Patent: WO2008/110793, 2008, A1. Location in patent: Page/Page column 112
[3] Patent: WO2008/125839, 2008, A2. Location in patent: Page/Page column 44
[4] Tetrahedron Letters, 2001, vol. 42, # 32, p. 5393 - 5395
[5] Canadian Journal of Chemistry, 2002, vol. 80, # 8, p. 973 - 982

2-(Bromomethyl)-6-methylpyridine(68470-59-7)Related Product Information

• 4-Methylpyridine
• 2-Chloro-5-chloromethylpyridine
• 1-Hexadecylpyridinium bromide
• 2-Bromo-6-methylpyridine
• 2,6-Lutidine
• 2,4,6-Collidine
• 2-BROMOMETHYL-PYRIDINE
• 2,6-BIS(BROMOMETHYL)PYRIDINE
• 2-BROMOMETHYL-6-PYRIDINE CARBOXYLIC ACID METHYL ESTER
• 2-(BROMOMETHYL)-6-(HYDROXYMETHYL)PYRIDINE
• Pyridine, 2-(bromomethyl)-4,6-dimethyl- (9CI)
• 6,6''-BIS(BROMOMETHYL)-[2,2':6',2''-TERPYRIDINE]-4'-CARBOXYLIC ACID ETHYL ESTER
• 6-BROMOMETHYL-2-CYANOPYRIDINE
• 1-[6-(BROMOMETHYL)PYRIDIN-2-YL]ETHANONE
• 2-BROMOMETHYL-6-METHYL-PYRIDINE HYDROBROMIDE
• 3-(BROMOMETHYL)-4-METHYLPYRIDINE
• 2-(Bromomethyl)-6-methylpyridine
• 2-(Bromomethyl)-4,6-dimethylpyridine hydrochloride