2,5-Dimethoxyphenylboronic acid Chemical Properties

Melting point:

95-98 °C (lit.)

Boiling point:

374.5±52.0 °C(Predicted)

Density 

1.19±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

8.12±0.58(Predicted)

form 

solid

color 

White to Light yellow

BRN 

2969872

InChI

InChI=1S/C8H11BO4/c1-12-6-3-4-8(13-2)7(5-6)9(10)11/h3-5,10-11H,1-2H3

InChIKey

QOZLFNQLIKOGDR-UHFFFAOYSA-N

SMILES

B(C1=CC(OC)=CC=C1OC)(O)O

CAS DataBase Reference

107099-99-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26-36/37-36/37/39

WGK Germany 

3

Hazard Note 

Irritant/Keep Cold

HazardClass 

IRRITANT

HS Code 

29319090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,5-Dimethoxyphenylboronic acid Usage And Synthesis

Chemical Properties

white to almost white crystalline powder

Uses

suzuki reaction

Uses

2,5-Dimethoxyphenylboronic acid is a bacterial mutagen.

Synthesis

In a 1 L round bottom flask, 1-bromo-2,5-dimethoxybenzene (50 g, 230 mmol) was dissolved in tetrahydrofuran (400 ml). After cooling the reaction mixture to -78°C, n-butyllithium (167 ml, 280 mmol) was added slowly and dropwise. The reaction temperature was maintained at -78°C with continuous stirring for 2 hours. Subsequently, trimethyl borate (36 ml, 320 mmol) was added. The reaction mixture was gradually warmed to room temperature and stirred overnight. Upon completion of the reaction, acidification was carried out by slow dropwise addition of 2N HCl solution. Extraction was carried out with deionized water and ethyl acetate and the organic layer was separated and dried over anhydrous magnesium sulfate. The dried organic phase was concentrated in vacuum to give the crude product. Finally, the purified 2,5-dimethoxyphenylboronic acid (20.8 g, 50% yield) was obtained by recrystallization from a solvent mixture of heptane and toluene.

References

[1] Patent: US2017/18723, 2017, A1. Location in patent: Paragraph 0157-0158
[2] Patent: US5688808, 1997, A
[3] Patent: US5693646, 1997, A
[4] Patent: US5688810, 1997, A
[5] Patent: US5696127, 1997, A

2,5-Dimethoxyphenylboronic acid(107099-99-0)Related Product Information

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• (2,3,6-TRIMETHOXY)BENZENEBORONIC ACID
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• 3,4-DIMETHOXYPHENYLBORONIC ACID, PINACOL ESTER