[2-(Benzyloxy)-5-chlorophenyl]boronic acid

Basic Information

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CAS Number

612832-83-4

Molecular Formula

C13H12BClO3

Molecular Weight

262.5 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

110°C

Boiling Point

462.3°C at 760 mmHg

SMILES

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ClC1=CC=C(OCC2=CC=CC=C2)C(B(O)O)=C1

InChI

InChI=1S/C13H12BClO3/c15-11-6-7-13(12(8-11)14(16)17)18-9-10-4-2-1-3-5-10/h1-8,16-17H,9H2

InChIKey

SLERXVFZNNSBIX-UHFFFAOYSA-N

LogP

1.5987999999999996

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

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

(2-(Benzyloxy)-5-chlorophenyl)boronic acid
2-Benzyloxy-5-chlorophenylboronic Acid (contains varying amounts of Anhydride)
2-Benzyloxy-5-chlorobenzeneboronic acid
(5-chloro-2-phenylmethoxyphenyl)boronic acid
2-Benzyloxy-5-chlorophenylboronic acid
Boronicacid, B-[5-chloro-2-(phenylmethoxy)phenyl]-
2-Benzyloxy-5-chlorobenzeneboronic Acid (contains varying amounts of Anhydride)
2-(benzyloxy)-5-chlorophenylboronic acid
[2-(Benzyloxy)-5-chlorophenyl]boronic acid
Boronic acid, [5-chloro-2-(phenylmethoxy)phenyl]-
KSC352M1H
SLERXVFZNNSBIX-UHFFFAOYSA-N

MDL Number

MFCD04039000

Customs Code

2931900090

FAQ

What are the physical and chemical properties of [2-(Benzyloxy)-5-chlorophenyl]boronic acid (CAS: 612832-83-4)?

[2-(Benzyloxy)-5-chlorophenyl]boronic acid (CAS: 612832-83-4) is a crystalline solid with a molecular weight of approximately 294.04 g/mol. It has a low solubility in water but is more soluble in organic solvents such as methanol and dichloromethane. Chemically, it is reactive towards nucleophiles and can undergo boronate ester formations. It is stable under normal laboratory conditions but should be stored in a cool, dark place to prevent degradation.

How is [2-(Benzyloxy)-5-chlorophenyl]boronic acid (CAS: 612832-83-4) typically synthesized?

[2-(Benzyloxy)-5-chlorophenyl]boronic acid (CAS: 612832-83-4) is typically synthesized via a condensation reaction between 5-chlorobenzoic acid and benzyl alcohol, followed by boronation using a boronate ester. Common catalysts include sodium hydride and potassium tert-butoxide, with high selectivity and yield. The reaction is performed under an inert atmosphere to prevent oxidation and side reactions.

What industries use [2-(Benzyloxy)-5-chlorophenyl]boronic acid (CAS: 612832-83-4)?

[2-(Benzyloxy)-5-chlorophenyl]boronic acid (CAS: 612832-83-4) is used in the pharmaceutical industry for the synthesis of medicinal compounds, particularly in the development of anti-inflammatory and anticancer drugs. It is also utilized in the polymer industry for modifying polymer properties and in sensor technology for detecting specific chemical species. Additionally, it plays a role in semiconductor manufacturing as a precursor in metal organic chemical vapor deposition (MOCVD) processes.

What precautions should be taken when handling [2-(Benzyloxy)-5-chlorophenyl]boronic acid (CAS: 612832-83-4)?

When handling [2-(Benzyloxy)-5-chlorophenyl]boronic acid (CAS: 612832-83-4), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coat. The compound should be handled in a fume hood to prevent inhalation. In the event of a spill, immediately clean up using personal protective equipment and ensure proper disposal in accordance with local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.