2,4-DIMETHYLPHENYLBORONIC ACID

2,4-DIMETHYLPHENYLBORONIC ACID Property

Melting point:

204-208°C

Boiling point:

292.4±50.0 °C(Predicted)

Density 

1.07±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

Water Solubility 

Slightly soluble in water

form 

powder to crystal

pka

8.92±0.58(Predicted)

color 

White to Light yellow

CAS DataBase Reference

55499-44-0(CAS DataBase Reference)

Safety

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

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

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29319090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

2,4-DIMETHYLPHENYLBORONIC ACID Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

suzuki reaction

Synthesis

The general procedure for the synthesis of 2,4-dimethylphenylboronic acid from triisopropyl borate and 2,4-dimethylbromobenzene was as follows: 3.42 g (0.140 mol) of magnesium and 9 mL of tetrahydrofuran were added to a reaction vessel fitted with a dropping funnel under nitrogen protection. Subsequently, a solution consisting of 20.0 g (0.108 mol) of 2,4-dimethylbromobenzene dissolved in 60 mL of tetrahydrofuran (Eq. I-4-1) was added dropwise to prepare the Grignard reagent. After the reaction mixture was stirred for 2 hours, 14.6 g (0.140 mol) of trimethyl borate was added slowly and dropwise. After continued stirring for 2 hours, hydrochloric acid was added and stirred for 1 hour. Upon completion of the reaction, the organic layer was separated, washed with brine, and then the solvent was removed by distillation to afford 15.4 g (0.103 mol) of 2,4-dimethylphenylboronic acid (Formula I-4-2).

References

[1] Patent: JP2015/110532, 2015, A. Location in patent: Paragraph 0132-0133