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Home > Encyclopedia > 4-ETHOXY-3-FLUOROPHENYLBORONIC ACID

4-ETHOXY-3-FLUOROPHENYLBORONIC ACID

4-ETHOXY-3-FLUOROPHENYLBORONIC ACID structure

4-ETHOXY-3-FLUOROPHENYLBORONIC ACID 

structure
  • CAS No:

    279263-10-4

  • Formula:

    C8H10BFO3

  • Chemical Name:

    4-ETHOXY-3-FLUOROPHENYLBORONIC ACID

  • Synonyms:

    AKOS BRN-0575;4-ETHOXY-3-FLUOROBENZENEBORONIC ACID;4-ETHOXY-3-FLUOROPHENYLBORONIC ACID;3-FLUORO-4-ETHOXYBENZENEBORONIC ACID;4-Ethoxy-3-Fluorophenylboronic;4-Borono-2-fluorophenetole;4-Ethoxy-3-fluorophenylboronic Acid (contains varying amounts of Anhydride)

  • Categories:

    Organic Chemistry  >  Organic Fluorine Compound

4-ETHOXY-3-FLUOROPHENYLBORONIC ACID Basic Attributes

183.97

184.070709

DTXSID70382320

2931900090

Characteristics

49.7

-0.09580

1.2±0.1 g/cm3

108-113 C

345.149°C at 760 mmHg

152.2±30.7 °C

1.501

0mmHg at 25°C

Safety Information

IRRITANT

NONH for all modes of transport

3

36/37/38

26-36

Xi

Irritant

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

H315

|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 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

4-ETHOXY-3-FLUOROPHENYLBORONIC ACID Use and Manufacturing

Methods of Manufacturing

The compound (T-26) (43.8 g) was dissolved in DryTHF (400 ml), and the resultant solution was cooled to -70°C. In a nitrogen atmosphere, n-BuLi (133 ml) was added dropwise, and agitation was carried out at -70°C for 2 hours. Then, a DryTHF solution of trimethyl borate (64.8 g) was slowly added dropwise at -70°C, and the resultant solution was heated to room temperature and agitated for 16 hours. After completion of the reaction, 2N-HCl (200 ml) was added, and then extraction was carried out with toluene, an organic layer was washed with water and a saturated aqueous solution of sodium chloride, and then the resultant solution was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and thus a light brown solid was obtained. The resultant material was subjected to recrystallization (heptane:toluene = 4:1 in a volume ratio), (T-27) was obtained as a colorless crystal (23.9 g, yield: 65percent).

Uses

suzuki reaction

Computed Properties

Molecular Weight:183.97
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:184.0707025
Monoisotopic Mass:184.0707025
Topological Polar Surface Area:49.7
Heavy Atom Count:13
Complexity:156
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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