2-Bromomethylquinoline Chemical Properties

Melting point:

169 °C

Boiling point:

300.5±17.0 °C(Predicted)

Density 

1.518±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder

pka

3.19±0.48(Predicted)

Appearance

Off-white to pink Solid

BRN 

115410

InChIKey

NNAYPIDFVQLEDK-UHFFFAOYSA-N

CAS DataBase Reference

5632-15-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,N,Xn

Risk Statements 

22-41-51/53

Safety Statements 

26-39-61

RIDADR 

3077

WGK Germany 

3

HazardClass 

9

PackingGroup 

Ⅲ

HS Code 

2933499090

2-Bromomethylquinoline Usage And Synthesis

Synthesis

GENERAL METHOD: 2-methylquinoline (0.5 mmol), cuprous halide (0.75 mmol), tert-butyl hydroperoxide (TBHP, 8.0 eq., 70% aqueous solution) and acetonitrile (CH3CN, 2 mL) were added to a reaction flask and the reaction was stirred for 8 hr at 70 °C. After completion of the reaction, the mixture was diluted with water and extracted with dichloromethane (CH2Cl2, 3 x 15 mL). The halogens (X2, X = I, Br, Cl) in the organic phase were quenched with sodium thiosulfate (Na2S2O3) solution. The organic layers were combined, washed with saturated aqueous ammonium chloride (NH4Cl) solution and dried over anhydrous sodium sulfate (Na2SO4). After filtration, the solvent was removed by concentration under reduced pressure. Finally, the target product 2-bromomethylquinoline was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate, v/v = 10/1).

References

[1] Advanced Synthesis and Catalysis, 2018, vol. 360, # 21, p. 4197 - 4204
[2] Tetrahedron, 2018, vol. 74, # 15, p. 1908 - 1917
[3] Tetrahedron Letters, 2014, vol. 55, # 29, p. 3892 - 3895
[4] Chemical and Pharmaceutical Bulletin, 2000, vol. 48, # 4, p. 477 - 479
[5] Journal of Organometallic Chemistry, 2017, vol. 851, p. 194 - 209

2-Bromomethylquinoline(5632-15-5)Related Product Information

• Ethoxyquin
• Quinhydrone
• Quinoline
• 4-methylquinoline
• 4-Bromomethylbenzoic acid
• 8-Hydroxyquinoline
• Quinclorac
• Quinoline Yellow
• 6-Hydroxy-2(1H)-3,4-dihydroquinolinone
• Isoquinoline
• Methyl bromide
• 2,3-BIS(BROMOMETHYL)QUINOXALINE
• ALPHA,ALPHA,ALPHA-TRIBROMOQUINALDINE
• 4-Bromomethyl-1,2-dihydroquinoline-2-one
• 8-Bromomethylquinoline
• 4-Bromomethyl Carbostryill
• 2-(DIBROMOMETHYL)QUINOLINE
• 2-(BROMOMETHYL)-7-CHLOROQUINOLINE