ChemicalBook Product Catalog Pharmaceutical intermediates Heterocyclic compound Pyridine compound Methylpyridine 2-Bromo-6-methylpyridine

2-Bromo-6-methylpyridine

Product Name2-Bromo-6-methylpyridine
CAS5315-25-3
MFC6H6BrN
MW172.02
EINECS226-173-4
MOL File5315-25-3.mol

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

Provider	Language
SigmaAldrich	English
ALFA	English

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

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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