2,5-Dimethylphenylboronic acid Chemical Properties

Melting point:

186-191 °C (lit.)

Boiling point:

305.1±52.0 °C(Predicted)

Density 

1.07±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

8.70±0.58(Predicted)

form 

Solid

color 

White

BRN 

3241785

CAS DataBase Reference

85199-06-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-22

Safety Statements 

37/39-26-36/37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29163990

MSDS

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

2,5-Dimethylphenylboronic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

Reactant for:• ;Friedel-Crafts alkylation1• ;Suzuki-Miyaura coupling2

Uses

suzuki reaction

Uses

Reactant for:

• Friedel-Crafts alkylation
• Suzuki-Miyaura coupling

Synthesis

The general procedure for the synthesis of 2,5-dimethylphenylboronic acid from trimethyl borate, 2,5-dimethylbromobenzene and aqueous electrophoretic grade was as follows: 1-bromo-2,5-dimethylbenzene (25.0 g, 0.135 mol) was dissolved in 200 ml of tetrahydrofuran under the protection of nitrogen in a 1 L round-bottomed flask and cooled to -78 °C. A 1.6 M n-butyllithium solution was added slowly dropwise and the reaction was stirred for 2 hours keeping the temperature at -78 °C. Subsequently, trimethyl borate (18.2 g, 0.176 mol) was added dropwise and the reaction continued at the same temperature. After completion of the reaction, 1 equivalent of hydrochloric acid (101 ml, 0.162 mol) was added to acidify the reaction mixture at room temperature and stirred for 1 hour. The reaction solution was concentrated under reduced pressure and the resulting solid was recrystallized from hexane to give Intermediate 1-b (12.5 g, 62% yield).

References

[1] Patent: KR2015/52989, 2015, A. Location in patent: Paragraph 0326-0331

2,5-Dimethylphenylboronic acid(85199-06-0)Related Product Information

• 4-Trifluoromethylphenylboronic acid
• 4-Tolylboronic acid
• 4-Dimethylaminobenzaldehyde
• Folic acid
• Sodium xylenesulfonate
• Phenylboronic acid
• 3,5-Difluorophenylboronic acid
• Methyl 2,2-dimethylphenylacetate
• Ethyl 2-(Chlorosulfonyl)acetate
• Phenethylboronic acid
• Ascoric Acid
• 3,5,5,8,8-PENTAMETHYL-5,6,7,8-TETRAHYDRONAPHTHALEN-2-YLBORONIC ACID
• 4-Methoxy-2,5-dimethylphenylboronic acid
• 4-BROMO-2,5-DIMETHYLPHENYLBORONIC ACID
• 2,3,5,6-TETRAMETHYLPHENYLBORONIC ACID
• 2-Formyl-5-methylphenylboronic acid
• 3,5-Dimethylphenylboronic Acid (contains varying amounts of Anhydride),3,5-DIMETHYLPHENYLBORONIC ACID
• 4-Ethoxy-3,5-dimethylphenylboronic acid