2,4-Difluorophenylboronic acid
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2,4-Difluorophenylboronic acid
structure -
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CAS No:
144025-03-6
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Formula:
C6H5BF2O2
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Chemical Name:
2,4-Difluorophenylboronic acid
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Synonyms:
Boronic acid,B-(2,4-difluorophenyl)-;Boronic acid,(2,4-difluorophenyl)-;B-(2,4-Difluorophenyl)boronic acid;2,4-Difluorophenylboronic acid;2,4-Difluorobenzeneboronic acid;2,4-Difluorophenyl-1-boronic acid
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CAS No:
Characteristics
40.5
-0.35540
Off-white to light beige or yellow Powder
1.4±0.1 g/cm3
247-250 °C
251ºC at 760mmHg
105.6±30.1 °C
1.486
0-6°C
1.14mmHg at 25°C
Safety Information
NONH for all modes of transport
36/37/38-22
37/39-26-36
Xn,Xi
Irritant
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2,4-Difluorophenylboronic acid Use and Manufacturing
B) B) Embodiment 1: the Synthesis of Di-(4, 6-Difluorophenyl Pyridine-N, C2) Pyridine Formyl Iridium/FIrPic.Step One: After the reaction triggered by 11 g of magnesium powder, iodine, and a small amount of 2, 4-Difluoro Bromobenzene, dripped in a solution of 77.2 g of 2, 4-Difluoro Bromobenzene and 400 ml of THF. The temperature was kept between 28° C. and 35° C. and maintained for the whole reaction. And the solution appeared gray.Then after 5 hours of reaction at room temperature, then stop if no raw material was detected by pointing board. Added 54 g of Trimethoxy-boron and 400 ml of THF in the reaction bulb, then introduced in the nitrogen gas. When the temperature reached -60° C., dripped in the Grignard reagent. In less than a minute, green light appeared in the solution. With the Grignard reagent dripped in, the solution turned murky gray. When the dripping ended, the solution turned gray. With gradually lowered to room temperature, more solid substances can be seen. Overnight after, the solid substances disappeared, and the solution turned yellow turbidity.When cooled to 0° C. and dripped in 2M of hydrochloric acid, the solution appeared white turbidity which disappeared soon, and then turned transparent yellow green, and pH value is 1. After stirred for 2 hours, the solution was separated. By using 1 L of acetic ester as solvent, and after rinsed by water for twice, 24.76G of white solid substances were obtained by followed extracting and column chromatography processes, and the yield rate was up by 40percent.
2,4-Difluorophenylboronic acid is used as a reagent for the suzuki-miyaura coupling reaction, for example, in the synthesis of enantiomerically pure 3,3'-diarylated diol derivatives. It is also used to synthesize high-efficiency fluorescent iridium (III) complexes for photodiodes. It is widely used in Suzuki coupling reactions.
Computed Properties
Molecular Weight:157.91
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:158.0350659
Monoisotopic Mass:158.0350659
Topological Polar Surface Area:40.5
Heavy Atom Count:11
Complexity:134
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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