2-(2-BROMOPHENYL)-1,3-DIOXOLANE Chemical Properties

Boiling point:

126-127°C 5mm

Density 

1.535 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.569(lit.)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Liquid

color 

Clear colorless to pale yellow

Water Solubility 

Difficult to mix in water.

BRN 

1284374

CAS DataBase Reference

34824-58-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

24/25

WGK Germany 

2

HS Code 

29329900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-(2-BROMOPHENYL)-1,3-DIOXOLANE Usage And Synthesis

Chemical Properties

Clear colorless to pale yellow liquid

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Synthesis

The general procedure for the synthesis of 2-bromobenzaldehyde vinyl aldehyde from ethylene glycol and o-bromobenzaldehyde was as follows: to a solution of benzene (40 mL) containing 2-bromobenzaldehyde (5.30 mmol) was added ethylene glycol (1.26 mL, 22.6 mmol, 4.3 eq.) and p-toluenesulfonic acid (70 mg, 0.37 mmol, 0.07 eq.) in sequence. The reaction mixture was placed in a Dean-Stark apparatus and heated to reflux. After 4 hours of reaction, the reaction was cooled to room temperature and quenched with triethylamine, followed by concentration of the reaction solution under reduced pressure. Finally, purification by silica gel column chromatography afforded the target product 2-bromobenzaldehyde vinyl aldehyde in quantitative yield.

References

[1] Patent: US2004/147401, 2004, A1. Location in patent: Page 33
[2] Organic and Biomolecular Chemistry, 2009, vol. 7, # 6, p. 1106 - 1114
[3] Organic Letters, 2013, vol. 15, # 18, p. 4718 - 4721
[4] European Journal of Organic Chemistry, 2014, vol. 2014, # 10, p. 2084 - 2091
[5] Organic Process Research and Development, 2016, vol. 20, # 2, p. 253 - 261

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