(2-Fluoro-3-quinolinyl)boronic acid

Basic Information

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CAS Number

745784-10-5

Molecular Formula

C9H7BFNO2

Molecular Weight

190.97 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Electronic Chemicals Semiconductor Materials Etchants

Basic Physical Properties

Melting Point

89-94°C

Boiling Point

404.3°C at 760 mmHg

Density

1.37

Flash Point

198.3°C

Refractive Index

1.619

SMILES

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B(C1=CC2=CC=CC=C2N=C1F)(O)O

InChI

InChI=1S/C9H7BFNO2/c11-9-7(10(13)14)5-6-3-1-2-4-8(6)12-9/h1-5,13-14H

InChIKey

SAUJOURLTDSVOK-UHFFFAOYSA-N

LogP

0.05369999999999997

Topological Polar Surface Area

53.35000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

205

Synonyms & References

English

745784-10-5
AB22298
(2-Fluoroquinolin-3-yl)boronicacid
FD10166
2-Fluoroquinoline-3-boronicacid
SAUJOURLTDSVOK-UHFFFAOYSA-N
A865859
AMY17918
2-Fluoroquinoline-3-boronic acid
2-fluoroquinolin-3-ylboronic acid
BS-22475
(2-fluoroquinolin-3-yl)boronic Acid
SCHEMBL789653
CS-0174136
AKOS006229435
DTXSID90382549
2-Fluoroquinoline-3-boronic acid, AldrichCPR
MFCD05664131
[2-fluoro-3-quinolinyl]boronic acid
(2-Fluoroquinolin-3-yl)boronic acid
3-Borono-2-fluoroquinoline
(2-fluoroquinolin-3-yl)boronic acid

MDL Number

MFCD05664131

FAQ

What are the physical and chemical properties of (2-Fluoro-3-quinolinyl)boronic acid (CAS: 745784-10-5)?

(2-Fluoro-3-quinolinyl)boronic acid is a crystalline solid with a molecular weight of approximately 268.11 g/mol. It is slightly soluble in water and ethanol. It shows moderate reactivity with typical boronic acid behavior in organometallic reactions. Its specific gravity is around 1.2 g/cm³, and it has a melting point of about 120°C. This compound is often used in organic synthesis and medicinal chemistry.

How is (2-Fluoro-3-quinolinyl)boronic acid (CAS: 745784-10-5) typically synthesized?

(2-Fluoro-3-quinolinyl)boronic acid can be synthesized via a classical Suzuki coupling reaction using 2-fluoroquinoline and boronic pinacol ester. The reaction is catalyzed by palladium(II) acetate in the presence of a base like triphenylphosphine. The yield is generally around 70-80%, with high regioselectivity for the boronation at the 3-position of the quinoline ring.

What industries use (2-Fluoro-3-quinolinyl)boronic acid (CAS: 745784-10-5)?

(2-Fluoro-3-quinolinyl)boronic acid finds applications in the pharmaceutical industry for drug synthesis, particularly in the development of new drugs targeting specific biological pathways. It is also utilized in the polymer industry for modifying properties of polymers and in semiconductor manufacturing for developing advanced materials.

What precautions should be taken when handling (2-Fluoro-3-quinolinyl)boronic acid (CAS: 745784-10-5)?

When handling (2-Fluoro-3-quinolinyl)boronic acid, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Store the compound in a cool, dry place away from sources of heat and moisture. In case of a spill, use a fume hood and appropriate absorbent materials for cleanup. Always consult the Safety Data Sheet (SDS) for detailed handling and safety information.