3-Bromo-5-methoxypyridine Chemical Properties

Melting point:

31-35 °C (lit.)

Boiling point:

212.2±20.0 °C(Predicted)

Density 

1.530±0.06 g/cm3(Predicted)

Flash point:

215 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Methanol

pka

2.26±0.10(Predicted)

form 

Low Melting Solid

color 

White to yellow

InChI

InChI=1S/C6H6BrNO/c1-9-6-2-5(7)3-8-4-6/h2-4H,1H3

InChIKey

FZWUIWQMJFAWJW-UHFFFAOYSA-N

SMILES

C1=NC=C(OC)C=C1Br

CAS DataBase Reference

50720-12-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-41

Safety Statements 

26-39

WGK Germany 

3

HazardClass 

IRRITANT, IRRITANT-HARMFUL

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich

3-Bromo-5-methoxypyridine Usage And Synthesis

Chemical Properties

White to yellow low melting solid

Uses

3-Bromo-5-methoxypyridine is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

Example 7A Synthesis of 3-bromo-5-methoxypyridine: Methanol (180 mL) was treated batchwise with sodium pellets (4.7 g, 0.20 mol) under dry conditions and subsequently evaporated to dryness. The residue was azeotroped with toluene (100 mL) and then concentrated under reduced pressure to completely remove water. To dry DMF (130 mL), the sodium methanol solution prepared above was added, followed by 3,5-dibromopyridine (32 g, 135 mmol, purchased from Avocado Chemicals). The reaction mixture was heated at 70 °C for 4 hours. After completion of the reaction, the mixture was slowly poured into an ice/water mixture (300 g) and the precipitate was collected by filtration. The filter cake was dried under reduced pressure to give the target product 3-bromo-5-methoxypyridine (15.6 g, 62% yield). Mass spectrometry analysis (DCI/NH3) showed m/z 188/190 (M + H)+, confirming the product structure.

References

[1] Patent: US2002/19388, 2002, A1
[2] Recueil des Travaux Chimiques des Pays-Bas, 1955, vol. 74, p. 1171,1174
[3] Patent: US6392045, 2002, B1
[4] Patent: US5948793, 1999, A
[5] Patent: US6127386, 2000, A

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