5-Bromo-2-hydroxymethylpyridine Chemical Properties

Melting point:

59-60°C

Boiling point:

0°C

Density 

1.668±0.06 g/cm3(Predicted)

Flash point:

0°C

storage temp. 

Inert atmosphere,Room Temperature

form 

powder to crystal

pka

13.09±0.10(Predicted)

color 

White to Light yellow to Light orange

InChI

InChI=1S/C6H6BrNO/c7-5-1-2-6(4-9)8-3-5/h1-3,9H,4H2

InChIKey

RUCZFWMEACWFER-UHFFFAOYSA-N

SMILES

C1(CO)=NC=C(Br)C=C1

CAS DataBase Reference

88139-91-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38-22

Safety Statements 

22-26-36/37/39-36

HazardClass 

IRRITANT

HS Code 

2933399990

5-Bromo-2-hydroxymethylpyridine Usage And Synthesis

Chemical Properties

Light yellow Cryst

Uses

5-Bromo-2-(hydroxymethyl)pyridine is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

5-bromo-2-pyridinecarboxylic acid, methyl ester (648mg, 3mmol) in 10ml of methanol was slowly added to sodium borohydride (340mg, 9mmol) in an ice bath. After that, the ice bath was removed and the reaction mixture was warmed to room temperature. The reaction was stirred for 12 hours. Then 1N HCl was added to adjust the pH to 1. Afterward, a saturated sodium bicarbonate solution was added to adjust the pH to 8. The mixture was then extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. This resulted in the formation of 535mg of white solid, which was identified as 5-bromo-2-pyridinemethanol. The yield of the desired product was 94.8%.

References

[1] Journal of Inorganic Biochemistry, 2012, vol. 111, p. 1 - 9
[2] Journal of Porphyrins and Phthalocyanines, 2010, vol. 14, # 6, p. 469 - 480
[3] Patent: US2013/12530, 2013, A1. Location in patent: Paragraph 0178
[4] Patent: WO2008/32191, 2008, A2. Location in patent: Page/Page column 58
[5] Patent: WO2013/13815, 2013, A1. Location in patent: Page/Page column 228

5-Bromo-2-hydroxymethylpyridine(88139-91-7)Related Product Information

• 2-(Hydroxymethyl)pyridine
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• Azamethiphos
• 2,6-Lutidine
• 2-Chloro-5-chloromethylpyridine
• Clopidol
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• 5-Hydroxymethylfurfural
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• 5-Bromo-2-methylpyridine
• 5-Bromo-2-methoxypyridine
• 5-BROMO-2-(METHYLTHIO)PYRIMIDINE
• Methyl 6-bromonicotinate
• 5-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER