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Home > Encyclopedia > 2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine structure

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine 

structure
  • CAS No:

    850567-56-5

  • Formula:

    C12H17BClNO2

  • Chemical Name:

    2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

  • Synonyms:

    Benzenamine,2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine;2-(3-Amino-4-chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine Basic Attributes

253.53

253.53

2934999090

Characteristics

44.5

2.80260

1.2±0.1 g/cm3

142-144

361.5°C at 760 mmHg

172.4±25.1 °C

1.531

Safety Information

Xi

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

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine Use and Manufacturing

Compound 1 (55.0 g, 190 mmol) was added to a three-neck flask.Ethanol (500 mL), Water (100 mL) andAmmonium chloride (20.4 g, 390 mmol);Iron powder (49 g, 880 mmol) was slowly added with stirring at room temperature.The reaction solution was heated to reflux at 105 °C for 2 hours.After cooling to room temperature, Celite was filtered to remove excess iron; ethanol was distilled off under reduced pressure, and water (100 mL) and saturated aqueous sodium bicarbonate solution (150 mL) were added.Extraction with ethyl acetate (200 mL x 3); the organic phases were combined, washed with saturated aqueous sodium bicarbonate (150 mL) and saturated brine (150 mL), dried over sodium sulfate and filtered.The filtrate was spin-dried to give a yellow liquid, compound 2 (45.5 g, 179 mmol, 94percent)

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