2-Bromo-6-methylpyridine Chemical Properties

Boiling point:

102-103 °C/20 mmHg (lit.)

Density 

1.512 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.562(lit.)

Flash point:

207 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform, Ethyl Aceate

form 

Liquid

pka

1.51±0.10(Predicted)

Specific Gravity

1.512

color 

Clear colorless to yellow

Water Solubility 

Soluble in chloroform, ethyl aceate. Not miscible or difficult to mix with water.

BRN 

107322

InChI

InChI=1S/C6H6BrN/c1-5-3-2-4-6(7)8-5/h2-4H,1H3

InChIKey

SOHDPICLICFSOP-UHFFFAOYSA-N

SMILES

C1(Br)=NC(C)=CC=C1

CAS DataBase Reference

5315-25-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Bromo-6-methylpyridine Usage And Synthesis

Chemical Properties

Light yellow liquid

Uses

2-Bromo-6-methylpyridine may be used in the synthesis of the following:

• 6,6′-dimethyl-2,2′-bipyridine
• 6-methyl-2-pyridyl-2-pyridylmethanone
• 2-methyl-6-(trimethylsilyl)-pyridine
• N,N′-bis-(6-methylpyrid-2-yl)-(1R,2R)-1,2- diaminocyclohexane (cydiampy)
• 2-methyl-6-(trimethylstannanyl)pyridine
• 2-(6-methylpyridin-2-yl)propan-2-ol
• bis[(2-bromo-6-methylpyridinium)hexafluorosilicate] monohydrate

Uses

2-Bromo-6-methylpyridine is a halogenated pyridine derivative used is a building block in the preparation of nitrogen containing heterocyclic compounds.

Synthesis Reference(s)

Journal of the American Chemical Society, 76, p. 3168, 1954 DOI: 10.1021/ja01641a017

General Description

2-Bromo-6-methylpyridine is a bromopyridine derivative. It is formed when 2-chloro-6-methylpyridine is heated with bromotrimethylsilane. Its synthesis from various methods have been reported.

Synthesis

The following are the steps for preparing 2-Bromo-6-methylpyridine:
Step 1: 2-Amino-6-methylpyridine With hydrogen bromide; bromine at -10~5℃ for 1.5h;
Step 2: With NaNO2 In water monomer at -10~5℃ for 1.5h;
Step 3: With sodium hydroxide In water monomer at -10℃.

References

[1] Patent: CN105384684, 2016, A. Location in patent: Paragraph 0028; 0029
[2] Organic Letters, 2000, vol. 2, # 21, p. 3373 - 3376
[3] Phosphorus, Sulfur and Silicon and the Related Elements, 2002, vol. 177, # 11, p. 2579 - 2587
[4] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
[5] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 19, p. 3151 - 3155

2-Bromo-6-methylpyridine(5315-25-3)Related Product Information

• 2-Bromo-6-(trifluoromethyl)pyridine
• 2-Bromopyridine
• Azamethiphos
• 2,6-Lutidine
• 4-Methylpyridine
• 1-Hexadecylpyridinium bromide
• 2-Chloro-5-chloromethylpyridine
• 2,4,6-Collidine
• 2-Bromo-6-methoxypyridine
• 2-BROMO-5-METHYLPYRIDINE
• 2-BROMO-6-METHYLANILINE
• 2-BROMO-5-METHOXYPYRIDINE
• 2-BROMO-5-IODOBENZYL ALCOHOL
• 2-Bromo-5-nitropyridine
• 2-Bromo-5-(trifluoromethyl)pyridine
• 5-Amino-2-bromopyridine
• 6-Bromonicotinic acid
• 2-Bromo-5-chloropyridine