4-(Bromomethyl)pyridine hydrobromide Chemical Properties

Melting point:

189-192 °C(lit.)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

Water Solubility 

Soluble in water

form 

powder to crystal

color 

White powder

InChI

InChI=1S/C6H6BrN.BrH/c7-5-6-1-3-8-4-2-6;/h1-4H,5H2;1H

InChIKey

VAJUUDUWDNCECT-UHFFFAOYSA-N

SMILES

C1(CBr)C=CN=CC=1.Br

CAS DataBase Reference

73870-24-3

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

HazardClass 

8

PackingGroup 

Ⅱ

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich

4-(Bromomethyl)pyridine hydrobromide Usage And Synthesis

Uses

4-(Bromomethyl)pyridine hydrobromide may be used in the preparation of:

• 3-(4-pyridylmethyl)-2′,3′-di-O-oleyl-5′-O-(4,4′-dimethoxytriphenylmethyl)uridine
• 3-(4-pyridylmethyl)-3′-O-oleyl-5′-O-(4,4-dimethoxytriphenylmethyl)-thymidine
• 1,4-bis(N-hexyl-4-pyridinium)butadiene diperchlorate

• 2-morpholin-4-yl-7-(pyridin-4-ylmethoxy)-4H-1,3-benzoxazin-4-one
• 8-methyl-2-morpholin-4-yl-7-(pyridin-4-ylmethoxy)-4H-1,3-benzoxazin-4-one
• 2-morpholin-4-yl-8-(pyridin-4-ylmethoxy)-4H-1,3-benzoxazin-4-one

General Description

4-(Bromomethyl)pyridine hydrobromide is a substituted pyridine. It reacts with 1,2-ethanediamine and 1,3-propanediamine to form the corresponding diamines.

Synthesis

General procedure for the synthesis of 4-(bromomethyl)pyridine hydrochloride from 4-pyridinemethanol: To a 30 mL chloroform solution of 4-pyridinemethanol (3 g, 27.5 mmol) was added phosphorus pentabromide (5.93 g, 13.7 mmol). The reaction mixture was refluxed for 1 hour. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the resulting crude product was recrystallized in ethanol to afford 4-(bromomethyl)pyridine hydrochloride as a white solid (4.05 g, 58.1% yield). Electrospray mass spectrometry (positive ion mode) showed m/e = 173 ([M + H]+).

References

[1] Patent: US6403792, 2002, B1
[2] Angewandte Chemie - International Edition, 2017, vol. 56, # 38, p. 11640 - 11644
[3] Angew. Chem., 2017, vol. 129, # 38, p. 11799 - 11803,5
[4] Patent: US2010/152160, 2010, A1. Location in patent: Page/Page column 81
[5] Chemical Communications, 2011, vol. 47, # 5, p. 1482 - 1484

4-(Bromomethyl)pyridine hydrobromide(73870-24-3)Related Product Information

• Silver fluoride
• Pyridine hydrobromide
• 3-(Bromomethyl)pyridine
• 3-bromo-4-(bromomethyl)pyridine
• Pyridine, 4-(bromomethyl)- (9CI)
• 4-(Bromomethyl)pyridine hydrobromide