[3-(Benzyloxy)-5-fluorophenyl]boronic acid

Basic Information

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CAS Number

850589-56-9

Molecular Formula

C13H12BFO3

Molecular Weight

246.05 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

156-162°C

Boiling Point

418.1°C at 760 mmHg

Density

1.26

Flash Point

206.7°C

Refractive Index

1.577

SMILES

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Fc1cc(OCc2ccccc2)cc(c1)B(O)O

InChI

InChI=1S/C13H12BFO3/c15-12-6-11(14(16)17)7-13(8-12)18-9-10-4-2-1-3-5-10/h1-8,16-17H,9H2

InChIKey

QQOFKMPPQQMUDH-UHFFFAOYSA-N

LogP

1.0844999999999994

Topological Polar Surface Area

49.69 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

246

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class IRRITANT Class IRRITANT

Class IRRITANT-HARMFUL Class IRRITANT-HARMFUL

Class KEEP COLD Class KEEP COLD

Synonyms & References

English

3-Benzyloxy-5-fluorophenylboronic acid
3-Benzyloxy-5-fluorobenzeneboronic acid
(3-benzyloxy-5-fluoro-phenyl)boronic acid
(3-fluoro-5-phenylmethoxyphenyl)boronic acid
Boronic acid, B-[3-fluoro-5-(phenylmethoxy)phenyl]-
(3-(benzyloxy)-5-fluorophenyl)boronic acid
Boronic acid,B-[3-fluoro-5-(phenylmethoxy)phenyl]-
[3-(Benzyloxy)-5-fluorophenyl]boronic acid
(3-benzyloxy-5-fluoro)benzeneboronic acid
3-(PHENYLMETHOXY)-5-FLUOROBENZENEBORONIC ACID
QQOFKMPPQQMUDH-UHFFFAOYSA-N
SBB065888

MDL Number

MFCD07363782

Customs Code

2931900090

FAQ

What are the physical and chemical properties of [3-(Benzyloxy)-5-fluorophenyl]boronic acid (CAS: 850589-56-9)?

[3-(Benzyloxy)-5-fluorophenyl]boronic acid is a solid with a crystalline form. Its molecular weight is approximately 272.24 g/mol. It has a low solubility in water but is soluble in organic solvents such as dichloromethane and dimethylformamide. It is an electrophilic reagent and shows reactivity towards nucleophiles, especially in the presence of a catalyst such as Pd(0).

How is [3-(Benzyloxy)-5-fluorophenyl]boronic acid (CAS: 850589-56-9) typically synthesized?

[3-(Benzyloxy)-5-fluorophenyl]boronic acid is typically synthesized via a Suzuki coupling reaction. A fluoroaromatic aldehyde is reacted with a benzyloxyboronic acid pinacol ester in the presence of a palladium catalyst, a base, and a ligand. The yield is generally high, and the method is known for its high regioselectivity and stereoselectivity.

What industries use [3-(Benzyloxy)-5-fluorophenyl]boronic acid (CAS: 850589-56-9)?

[3-(Benzyloxy)-5-fluorophenyl]boronic acid finds applications in the pharmaceutical industry for the synthesis of drug intermediates. It is also used in the polymer industry for the modification of polymer structures and in the semiconductor industry for the production of organic semiconductors.

What precautions should be taken when handling [3-(Benzyloxy)-5-fluorophenyl]boronic acid (CAS: 850589-56-9)?

When handling [3-(Benzyloxy)-5-fluorophenyl]boronic acid, wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work in a fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbents, and the area should be well-ventilated. Refer to the safety data sheet (SDS) for detailed handling and disposal information.