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Home > Encyclopedia > B-(3-Chloro-4-methylphenyl)boronic acid

B-(3-Chloro-4-methylphenyl)boronic acid

B-(3-Chloro-4-methylphenyl)boronic acid structure

B-(3-Chloro-4-methylphenyl)boronic acid 

structure
  • CAS No:

    175883-63-3

  • Formula:

    C7H8BClO2

  • Chemical Name:

    B-(3-Chloro-4-methylphenyl)boronic acid

  • Synonyms:

    Boronic acid,B-(3-chloro-4-methylphenyl)-;Boronic acid,(3-chloro-4-methylphenyl)-;B-(3-Chloro-4-methylphenyl)boronic acid;(3-Chloro-4-methylphenyl)boronic acid

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

White solid

B-(3-Chloro-4-methylphenyl)boronic acid Basic Attributes

170.4

170.40

DTXSID60397382

29163990

Characteristics

40.5

White Crystalline Powder of Flakes

1.26±0.1 g/cm3(Predicted)

210-216°C

317.3±52.0 °C(Predicted)

145.7±30.7 °C

1.549

Safety Information

IRRITANT

NONH for all modes of transport

3

36/37/38-20/21/22

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

Xi,Xn

Irritant

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501

H302

|Warning|H302 (12.5%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 8 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

B-(3-Chloro-4-methylphenyl)boronic acid Use and Manufacturing

Methods of Manufacturing

General procedure: To a solution in THF (4 mL) of DIPAB (863 mg, 7.5 mmol) and Mg (182 mg, 7.5 mmol) were added a PhMgBr 1M THF solution (375 μL, 375μmol) at room temperature. After 10 min, 30 mL of anhydrous THF were added followed by the arylbromide (5 mmol). The reaction mixture was cooled down to 0 °C and quenched slowly with 7 mL of MeOH. After 1h, volatile were removed under reduced pressure and the resulting solid was dissolved in 1N HCl/MeOH (7/3). After 1h at room temperature, 100 mL of AcOEt were added, the organic phase was washed with 1N HCl (30 mL) and brine (3×30 mL). Organic phases were concentrated under reduced pressure yielding a solid which was recrystallized from HGeneral procedure: To a solution in THF (4 mL) of DIPAB (863 mg, 7.5 mmol) and Mg (182 mg, 7.5 mmol) were added a PhMgBr 1M THF solution (375 muL, 375mumol) at room temperature. After 10 min, 30 mL of anhydrous THF were added followed by the arylbromide (5 mmol). The reaction mixture was cooled down to 0 °C and quenched slowly with 7 mL of MeOH. After 1h, volatile were removed under reduced pressure and the resulting solid was dissolved in 1N HCl/MeOH (7/3). After 1h at room temperature, 100 mL of AcOEt were added, the organic phase was washed with 1N HCl (30 mL) and brine (3×30 mL). Organic phases were concentrated under reduced pressure yielding a solid which was recrystallized from H2O.Dissolve 1 mmol of

Uses

suzuki reaction

Computed Properties

Molecular Weight:170.40
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:170.0305874
Monoisotopic Mass:170.0305874
Topological Polar Surface Area:40.5
Heavy Atom Count:11
Complexity:132
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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