3-Chloro-4-methylphenylboronic acid Chemical Properties

Melting point:

210-216°C

Boiling point:

317.3±52.0 °C(Predicted)

Density 

1.26±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

soluble in Methanol

pka

7.82±0.10(Predicted)

form 

Crystalline Powder of Flakes

color 

White

InChIKey

YTJUYWRCAZWVSX-UHFFFAOYSA-N

CAS DataBase Reference

175883-63-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36/37/39-36-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29163990

3-Chloro-4-methylphenylboronic acid Usage And Synthesis

Chemical Properties

White solid

Uses

suzuki reaction

Synthesis

GENERAL PROCEDURE: To a tetrahydrofuran (THF, 4 mL) solution of diisopropylaminoborane (DIPAB, 863 mg, 7.5 mmol) and magnesium (Mg, 182 mg, 7.5 mmol) was added a 1 M solution of phenylmagnesium bromide (PhMgBr) THF (375 μL, 375 μmol) at room temperature. After 10 min of reaction, 30 mL of anhydrous THF was added, followed by 4-bromo-2-chlorotoluene (5 mmol). The reaction mixture was cooled to 0 °C and quenched by slowly adding 7 mL of methanol (MeOH). After 1 h of reaction, the volatiles were removed under reduced pressure and the resulting solid was dissolved in a 1 N hydrochloric acid/methanol (7:3, v/v) mixture. After 1 h of reaction at room temperature, 100 mL of ethyl acetate (AcOEt) was added, and the organic phase was washed sequentially with 1N hydrochloric acid (30 mL) and saturated saline (3 x 30 mL). The organic phase was concentrated under reduced pressure to give a solid product, which was finally purified by recrystallization from water (H2O) to give 3-chloro-4-methylphenylboronic acid.

References

[1] Tetrahedron, 2019, vol. 75, # 2, p. 164 - 171

3-Chloro-4-methylphenylboronic acid(175883-63-3)Related Product Information

• 4-(Chloromethyl)benzoic acid
• 4-Tolylboronic acid
• 4-Vinylbenzyl chloride
• 4-Methoxyphenylboronic acid
• Phenylboronic acid
• Methylboronic acid
• 3,5-Dimethylphenylboronic acid
• 3-CHLORO-4-(MORPHOLINE-4-CARBONYL)BENZENEBORONIC ACID
• (3-CHLORO-4-METHOXYCARBONYL)BENZENEBORONIC ACID
• B-[3-Chloro-4-[(propylamino)carbonyl]phenyl]boronic acid
• 3-CHLORO-4-(N-BENZYLCARBAMOYL)PHENYLBORONIC ACID
• (3-CHLORO-4-METHOXYCARBONYL)BENZENEBORONIC ACID PINACOL ESTER
• 3-CHLORO-4-(N-ETHYLCARBAMOYL)BENZENEBORONIC ACID
• 3-CHLORO-4-(PYRROLIDINYL-1-CARBONYL)PHENYLBORONIC ACID
• 3-CHLORO-4-(N,N-DIMETHYLCARBAMOYL)BENZENEBORONIC ACID
• 3-CHLORO-4-(HYDRAZINOCARBONYL)BENZENEBORONIC ACID
• 3-CHLORO-4-(PIPERIDINE-1-CARBONYL)PHENYLBORONIC ACID
• Difluorochloromethane