2-Bromomethyl-1,3-dioxolane Chemical Properties

Boiling point:

80-82 °C27 mm Hg(lit.)

Density 

1.613 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.482(lit.)

Flash point:

145 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform, Ethyl Acetate (Slightly)

form 

Liquid

color 

Clear colorless

Water Solubility 

Immiscible with water.

Sensitive 

Moisture Sensitive

BRN 

103309

InChIKey

CKIIJIDEWWXQEA-UHFFFAOYSA-N

CAS DataBase Reference

4360-63-8(CAS DataBase Reference)

NIST Chemistry Reference

2-Bromomethyl-1,3-dioxolane(4360-63-8)

EPA Substance Registry System

1,3-Dioxolane, 2-(bromomethyl)- (4360-63-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-24/25

WGK Germany 

3

TSCA 

Yes

HS Code 

29049090

MSDS

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2-Bromomethyl-1,3-dioxolane Usage And Synthesis

Chemical Properties

clear colorless liquid

Uses

2-Bromomethyl-1,3-dioxolane is used in the preparation of alfa, beta-unsaturated aldehyde and 1, 4-two aldehyde monoacetals synthesis of monomers.

Uses

2-Bromomethyl-1,3-dioxolane was used in the synthesis of 1,4-benzoxazepine (BZO) compounds.

Synthesis

10.326 kg (166.3 mol) of ethylene glycol and 3.66 kg (83.185 mol) of freshly distilled acetaldehyde were added to the reaction vessel with slow stirring at room temperature for 30 minutes. Slowly 14.622 kg (91.504 mol) of bromine was added dropwise, with the rate of dropwise acceleration being controlled to maintain the reaction temperature at 0-3 °C. After the dropwise addition was completed, the reaction was continued at 0-3 °C for 3.5 hours. Upon completion of the reaction, decompression distillation was carried out to collect the fraction at 80-82 °C/3.6 kPa to give 11.002 kg (65.883 mol) of 2-bromomethyl-1,3-dioxolane in 79.2% yield, which was analyzed to be greater than 95%.

References

[1] Patent: CN105418612, 2016, A. Location in patent: Paragraph 0028; 0039; 0040

2-Bromomethyl-1,3-dioxolane(4360-63-8)Related Product Information

• Methylcyclopentane
• 1-Bromonaphthalene
• ETHYLENE
• Ethylene glycol diacetate
• 1-Bromododecane
• Bromobenzene
• Bromotrimethylsilane
• Cyclopentyl chloride
• 1,3-Dioxolane
• Ethylene glycol
• Aminoacetaldehyde dimethyl acetal
• Bromoacetaldehyde dimethyl acetal
• Bromocyclopentane
• ETHYLENE OXIDE
• Diethylene glycol
• Cyclopentane
• Acetal
• Tetrahydrofuran