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4-(Bromomethyl)-2,2-dimethyl-1,3-dioxalane

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4-(Bromomethyl)-2,2-dimethyl-1,3-dioxalane Basic information

Product Name:
4-(Bromomethyl)-2,2-dimethyl-1,3-dioxalane
Synonyms:
  • 4-(Bromomethyl)-2,2-dimethyl-1,3-dioxalane
  • 4-(BroMoMethyl)-2,2-diMethyl-1,3-dioxolane
  • DL-Isopropylideneglycerol-1-bromohydrin
  • 1,3-Dioxolane, 4-(bromomethyl)-2,2-dimethyl-
CAS:
36236-76-7
MF:
C6H11BrO2
MW:
195.05
EINECS:
604-604-1
Mol File:
36236-76-7.mol
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4-(Bromomethyl)-2,2-dimethyl-1,3-dioxalane Chemical Properties

Boiling point:
75℃ (10 Torr)
Density 
1.381 g/cm3
refractive index 
1.4597 (589.3 nm 20℃)
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
Appearance
Colorless to light yellow Liquid
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Safety Information

RIDADR 
1993
HazardClass 
3
PackingGroup 
HS Code 
2932990090
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4-(Bromomethyl)-2,2-dimethyl-1,3-dioxalane Usage And Synthesis

Synthesis

4704-77-2

584-08-7

36236-76-7

28.0 g (0.181 mol) of 3-bromo-1,2-propanediol was dissolved in 200 mL of acetone in a 500 mL round-bottomed flask with a magnetic stir bar and a drying tube attached. Subsequently, 0.5 mL of concentrated sulfuric acid was added as a catalyst and the reaction was continuously stirred at room temperature for 24 hours. After completion of the reaction, the reaction mixture was neutralized with 13.0 g of potassium carbonate for 30 minutes, after which the solvent was removed by filtration and vacuum evaporation. The oily product obtained was dissolved in 150 ml of ether and washed three times with 150 ml of water to remove water-soluble impurities. The organic layer was dried with anhydrous sodium sulfate and then filtered and again vacuum evaporated to remove the ether. Finally, a liquid-liquid separation was carried out by adding 100 ml of hexane, decanting the upper organic phase and vacuum evaporating to give 19.1 g (53.5% yield) of 4-(bromomethyl)-2,2-dimethyl-1,3-dioxolane.

References

[1] Patent: US5614548, 1997, A

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