1-Bromo-2,4-dimethoxybenzene Chemical Properties

Melting point:

25-26 °C(lit.)

Boiling point:

153-155 °C18 mm Hg(lit.)

Density 

1.507 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.572(lit.)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,Room Temperature

form 

Liquid

Specific Gravity

1.507

color 

Clear slightly yellow

Water Solubility 

insoluble

BRN 

1867593

InChI

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

InChIKey

NIUZVSQOXJIHBL-UHFFFAOYSA-N

SMILES

C1(Br)=CC=C(OC)C=C1OC

CAS DataBase Reference

17715-69-4(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-bromo-2,4-dimethoxy-(17715-69-4)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29093090

MSDS

• Language:English Provider:1-Bromo-2,4-dimethoxybenzene
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1-Bromo-2,4-dimethoxybenzene Usage And Synthesis

Chemical Properties

clearslightlyyellowliqui

Uses

1-Bromo-2,4-dimethoxybenzene was used in the synthesis of 2,3-disubstituted benzo[b]furans. It was also used in the synthesis of dendrimer Si[CH₂CH₂Si(Me)₂-2,4-(MeO)₂-C₆H₃]₄.

Synthesis

Carbon tetrabromide (0.075 mmol), AQN-2-CO2H (0.03 mmol) and anhydrous ethanol (5 mL) were added to a Pyrex test tube using 1,3,5-trimethoxybenzene (1a, 0.3 mmol) as the raw material. The reaction mixture was irradiated and stirred in air for 20 h at room temperature using a 21 W fluorescent lamp. Upon completion of the reaction, the mixture was concentrated in vacuum, quenched with sodium thiosulfate (Na2S2O3) solution and extracted with ethyl acetate (EtOAc). The organic layers were combined and dried with anhydrous magnesium sulfate (MgSO4), followed by vacuum concentration to remove the solvent. Purification of the residue by rapid chromatography on silica gel (eluent ratio hexane/ethyl acetate = 6:1) afforded the target product 2-bromo-1,3,5-trimethoxybenzene (2a) (66.8 mg, 90% yield) as a white solid.

References

[1] Synthetic Communications, 2007, vol. 37, # 2, p. 323 - 328
[2] Journal of Organic Chemistry, 2013, vol. 78, # 20, p. 10360 - 10368
[3] Bulletin of the Chemical Society of Japan, 1989, vol. 62, # 2, p. 591 - 593
[4] Canadian Journal of Chemistry, 2009, vol. 87, # 2, p. 440 - 447
[5] Tetrahedron Letters, 1997, vol. 38, # 25, p. 4415 - 4416

1-Bromo-2,4-dimethoxybenzene(17715-69-4)Related Product Information

• Dimethyldimethoxysilane
• 2,2-Dimethoxypropane
• DIMETHYL METHOXYMALONATE
• 1,1-Dimethoxyethane
• Dimethyl ether
• 4-Bromoanisole
• Bromoxynil
• Dimethoxymethane
• Bromine
• 1-BROMO-3,4-DIMETHOXYBENZENE,4-BROMO-1,2-DIMETHOXYBENZENE,1-BROMO-3,4-DIMETHOXYBENZENE / 4-BROMOVERATROLE
• 3-BROMO-5-CHLORO-2,6-DIMETHOXYBENZOIC ACID
• 1,5-Dibromo-2,4-dimethoxybenzene
• METHYL 3,5-DIBROMO-2,4-DIMETHOXY-6-METHYLBENZOATE
• 3-BROMO-5-CHLORO-2,6-DIMETHOXYBENZAMIDE
• 3-BROMO-2,6-DIMETHOXYBENZOIC ACID
• 1-BROMO-3 5-DIMETHOXYBENZENE 97,1-Bromo-3,5-dimethoxybenzene
• 5-Bromo-1,4-dimethoxybenzene,2-Bromo-1,4-dimethoxybenzene,1-BROMO-2,5-DIMETHOXYBENZENE,1-Bromo-2,5-dimethoxybenzene,98%,1-BROMO-2,5-DIMETHOXYBENZENE 98%
• 1-BROMO-2,6-DIMETHOXYBENZENE