(4-Iodophenyl)boronic acid

Basic Information

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CAS Number

5122-99-6

Molecular Formula

C6H6BIO2

Molecular Weight

247.83 g/mol

Chemical Classification

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

326-330 °C

Boiling Point

333.1℃ at 760 mmHg

Density

1.95

Water Solubility

25 g/L

Flash Point

155.3°C

Refractive Index

1.649

SMILES

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IC1=CC=C(B(O)O)C=C1

InChI

InChI=1S/C6H6BIO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H

InChIKey

PELJYVULHLKXFF-UHFFFAOYSA-N

LogP

-0.02900000000000008

Topological Polar Surface Area

40.46 Å²

Hydrogen Bond Donor/Acceptor

2 / 2

Complexity

102

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

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

Sensitiveness

Light Sensitive

Synonyms & References

English

(4-Iodophenyl)boronic acid
4-Iodophenylboronic Acid (contains varying amounts of Anhydride)
4-Iodophenylboronic acid
4-Iodobenzeneboronic acid
B-(4-iodophenyl)-boronic acid p-iodo-benzeneboronic acid p-Iodophenylboronic acid
B-(4-iodophenyl)-boronic acid
p-iodo-benzeneboronic acid
p-Iodophenylboronic acid
4-Iodobenzeneboronic Acid (contains varying amounts of Anhydride)

MDL Number

MFCD01319014

Customs Code

2931900090

FAQ

What are the physical and chemical properties of (4-Iodophenyl)boronic acid (CAS: 5122-99-6)?

(4-Iodophenyl)boronic acid is a white crystalline solid with a molecular weight of 289.96 g/mol. It is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. It shows good reactivity in Suzuki coupling reactions and tends to form stable complexes with transition metals. This compound is commonly used as a reagent in organic synthesis due to its stability and functional groups.

How is (4-Iodophenyl)boronic acid (CAS: 5122-99-6) typically synthesized?

(4-Iodophenyl)boronic acid is typically synthesized through the reaction of 4-iodophenol with boron trichloride in the presence of anhydrous aluminum chloride as a catalyst. The reaction is carried out in a chlorinated solvent, leading to high selectivity and good yield. This method allows for the formation of the desired product with minimal side reactions.

What industries use (4-Iodophenyl)boronic acid (CAS: 5122-99-6)?

(4-Iodophenyl)boronic acid is widely used in the pharmaceutical, polymer, and semiconductor industries. In pharmaceuticals, it serves as a building block for drug synthesis. In polymers, it is used in the development of functional polymers with specific properties. In semiconductors, it plays a role in the fabrication of electronic devices due to its ability to form stable complexes with metal ions.

What precautions should be taken when handling (4-Iodophenyl)boronic acid (CAS: 5122-99-6)?

When handling (4-Iodophenyl)boronic acid (CAS: 5122-99-6), it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a fume hood to prevent inhalation. In case of a spill, immediately clean it up with water and dispose of the waste according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and storage.