1-Bromo-2,5-dimethoxybenzene Chemical Properties

Boiling point:

130-131 °C/10 mmHg (lit.)

Density 

1.445 g/mL at 25 °C (lit.)

refractive index 

1.569-1.571

Flash point:

>110°C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

clear liquid

color 

Colorless to Light yellow

Specific Gravity

1.445

Water Solubility 

Insoluble in water.

BRN 

2441884

InChI

InChI=1S/C8H9BrO2/c1-10-6-3-4-8(11-2)7(9)5-6/h3-5H,1-2H3

InChIKey

DWCGNRKFLRLWCJ-UHFFFAOYSA-N

SMILES

C1(OC)=CC=C(OC)C=C1Br

CAS DataBase Reference

25245-34-5(CAS DataBase Reference)

NIST Chemistry Reference

1-Bromo-2,5-dimethoxybenzene(25245-34-5)

EPA Substance Registry System

Benzene, 2-bromo-1,4-dimethoxy- (25245-34-5)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26

WGK Germany 

3

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29039990

MSDS

• Language:English Provider:1-Bromo-2,5-dimethoxybenzene
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1-Bromo-2,5-dimethoxybenzene Usage And Synthesis

Chemical Properties

clear colorless to yellowish liquid

Uses

2-Bromo-1,4-dimethoxybenzene has been used in preparation of S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4- bromophenyl)-1-propanone, 1,4-bis{4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne and 1,4-bis{2,5-dimethoxy-4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne and 1-bromo-4-iodo-2,5-dimethoxybenzene. It can be used as a chemical redox shuttle additive in Lithium ion batteries for repeated overcharge and overdischarge protection.

Uses

1-Bromo-2,5-dimethoxybenzene has been used in preparation of:

• S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4- bromophenyl)-1-propanone
• 1,4-bis{4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne and 1,4-bis{2,5-dimethoxy-4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne
• 1-bromo-4-iodo-2,5-dimethoxybenzene

Synthesis

2-Bromo-4-methoxyphenol (13.3 g, 65 mmol) and potassium carbonate (35.9 g, 260 mmol) were suspended in dry acetone (100 mL) under nitrogen protection. Under cooling in an ice bath, iodomethane (11.1 g, 3.1 mmol) was slowly added. After addition, the reaction mixture was gradually warmed to room temperature with continuous stirring overnight. After completion of the reaction, the potassium carbonate was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by fast column chromatography (eluent: petroleum ether/ethyl acetate, 30:1, v/v) to afford 1-bromo-2,5-dimethoxybenzene (13.9 g, 97.9% yield) as a colorless oil.

References

[1] Heterocycles, 2018, vol. 96, # 2, p. 334 - 338

1-Bromo-2,5-dimethoxybenzene(25245-34-5)Related Product Information

• Dimethyldimethoxysilane
• 3-Bromoanisole
• 3,5-Dimethoxybenzoic acid
• 4-Bromoanisole
• 3-(Trifluoromethoxy)bromobenzene
• 3,5-Dimethoxyphenol
• 1,1-Dimethoxyethane
• Diphenyldimethoxysilane
• 5-Bromo-m-xylene
• Dibutyl phthalate
• Bromoxynil
• 1,4-Dimethoxybenzene
• Dimethoxymethane
• 1,3-Dibromobenzene
• Bromine
• 3,5-dimethoxyphenylacetic acid
• Phthalates
• 1,4-Dibromo-2,5-dimethoxybenzene