3-Chlorophenylboronic acid
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3-Chlorophenylboronic acid
structure -
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CAS No:
63503-60-6
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Formula:
C6H6BClO2
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Chemical Name:
3-Chlorophenylboronic acid
- Categories:
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CAS No:
Characteristics
40.5
0.01980
white to light yellow-green crystalline powder
1.3±0.1 g/cm3
185-189 °C(lit.)
311.4°C at 760 mmHg
142.1±28.4 °C
1.558
Slightly soluble in water. soluble in ether, tetrahydrofuran,, dimethyl sulfoxide, dimethyl formamide, methanol.
0-6ºC
Safety Information
NONH for all modes of transport
3
R36/37/38
S36-S37/39-S26
Xi:Irritant
P280
H302-H312-H332
|Warning|H302 (80.77%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 52 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
3-Chlorophenylboronic acid Use and Manufacturing
General procedure: Under an argon atmosphere a solution of the appropriate bromobenzene (1 equivalent) dissolved in anhydrous THF (approximately 30 mL per mmol bromobenzene) is cooled to -78 °C using a nitrogen-ethanol-bath. A solution of 2.3 equivalents of n-butyllithium in hexane is added drop wise keeping the temperature below -78 °C. After completion the mixture is stirred for one hour at this temperature. Then 1.5 equivalents of trimethyl borate are added slowly and the reaction mixture is stirred at -78 °C for another hour. The cooling bath is then removed, the reaction mixture is stirred until room temperature is reached and quenched with a saturated solution of ammonium chloride. THF and the major part of the water is removed under reduced pressure, the residue is laced with 3M hydrochloric acid until a pH of 3 is reached. After extraction with DCM (3 x) the organic phases are collected, washed with brine, dried over sodium sulphate and filtered. DCM is removed under reduced pressure, the resulting solid is washed first with ice cold water and then with PE and dried.
suzuki reaction
Computed Properties
Molecular Weight:156.38
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:156.0149373
Monoisotopic Mass:156.0149373
Topological Polar Surface Area:40.5
Heavy Atom Count:10
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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