3,5-DIMETHOXYBENZYL BROMIDE Chemical Properties

Melting point:

69-70 °C (lit.)

Boiling point:

292.1±25.0 °C(Predicted)

Density 

1.384±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

soluble in Methanol

form 

Crystalline Powder

color 

White to brown

InChI

InChI=1S/C9H11BrO2/c1-11-8-3-7(6-10)4-9(5-8)12-2/h3-5H,6H2,1-2H3

InChIKey

BTHIGJGJAPYFSJ-UHFFFAOYSA-N

SMILES

C1(CBr)=CC(OC)=CC(OC)=C1

CAS DataBase Reference

877-88-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-27-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

HazardClass 

8

PackingGroup 

II

HS Code 

29093090

MSDS

• Language:English Provider:SigmaAldrich

3,5-DIMETHOXYBENZYL BROMIDE Usage And Synthesis

Uses

3,5-Dimethoxybenzyl bromide may be used in various organic synthesis such as 3,4,3′,5′-tetramethoxystilbene; 3,5-dimethoxyphenylacetic acid; 1-(3,5-dimethoxyphenyl)-4-pentene etc., and 3,5-Dimethoxybenzyl bromide may be used as starting material in the multi-step synthesis of resveratroland 3,5-dimethoxyhomophthalic acid.

Chemical Properties

3,5-DIMETHOXYBENZYL BROMIDE is White Solid

Uses

3,5-DIMETHOXYBENZYL BROMIDE is used in dimethoxybenzene alkyl addition.

Uses

3,5-Dimethoxybenzyl bromide may be used in the synthesis of:

• 3,4,3′,5′-tetramethoxystilbene
• 3,5-dimethoxyphenylacetic acid
• 1-(3,5-dimethoxyphenyl)-4-pentene

It may be used as starting material in the multi-step synthesis of resveratrol and 3,5-dimethoxyhomophthalic acid.

General Description

3,5-Dimethoxybenzyl bromide is an aromatic bromide.

Synthesis

General procedure for the synthesis of 3,5-dimethoxybenzyl bromide from 3,5-dimethoxybenzyl alcohol: 3,5-dimethoxybenzyl alcohol (1 mmol) was dissolved in anhydrous benzene (15 mL) under anhydrous conditions and phosphorus tribromide (0.5 mL) was added. The reaction mixture was stirred at room temperature until the reaction was complete. The target product 3,5-dimethoxybenzyl bromide was obtained in quantitative yield by conventional post-treatment.

References

[1] Journal of Steroid Biochemistry and Molecular Biology, 2013, vol. 137, p. 332 - 344
[2] Journal of Asian Natural Products Research, 2011, vol. 13, # 4, p. 290 - 296
[3] Patent: WO2016/164703, 2016, A1. Location in patent: Page/Page column 41
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 24, p. 7683 - 7687
[5] Medicinal Chemistry Research, 2016, vol. 25, # 4, p. 627 - 643

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