[4-(Benzyloxy)-3-chlorophenyl]boronic acid

Basic Information

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CAS Number

845551-44-2

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

188-193 °C

Boiling Point

450.2 oC at 760 mmHg

Density

1.3000

Flash Point

226.1oC

Refractive Index

1.605

SMILES

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Clc1cc(ccc1OCc1ccccc1)B(O)O

InChI

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

InChIKey

AYSMMNDQVZAXQY-UHFFFAOYSA-N

LogP

1.5987999999999989

Topological Polar Surface Area

49.69 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

246

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

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

Synonyms & References

English

(4-(Benzyloxy)-3-chlorophenyl)boronic acid
4-Benzyloxy-3-chlorophenylboronic acid
4-Benzyloxy-3-chlorophenylboronic Acid (contains varying amounts of Anhydride)
(3-CHLORO-4-BENZYLOXYPHENYL)BORONIC ACID
(3-chloro-4-phenylmethoxyphenyl)boronic acid
3-Chloro-4-benzyloxyphenylboronic acid
BenzenerutheniuM(II) chloride diMer
4-Benzyloxy-3-chlorobenzeneboronic Acid (contains varying amounts of Anhydride)
4-(benzyloxy)-3-chlorophenylboronic acid
Boronic acid, [3-chloro-4-(phenylmethoxy)phenyl]-
[4-(benzyloxy)-3-chlorophenyl]boronic acid
AYSMMNDQVZAXQY-UHFFFAOYSA-N
SBB065900
TRA0085456
LS10999
VB10033
OR13166
FCH2713073
CB-

MDL Number

MFCD04115642

Customs Code

29310095

FAQ

What are the physical and chemical properties of [4-(Benzyloxy)-3-chlorophenyl]boronic acid (CAS: 845551-44-2)?

[4-(Benzyloxy)-3-chlorophenyl]boronic acid is a white crystalline solid with a molecular weight of approximately 300.14 g/mol. It has a low solubility in water but is soluble in organic solvents like methanol and ethanol. This compound is reactive towards nucleophiles and can participate in Suzuki coupling reactions. It is also stable under acidic and basic conditions.

How is [4-(Benzyloxy)-3-chlorophenyl]boronic acid (CAS: 845551-44-2) typically synthesized?

[4-(Benzyloxy)-3-chlorophenyl]boronic acid is typically synthesized via a multistep process starting from 3-chlorophenol. The key steps include benzyl protection, chlorination, and subsequent formation of the boronic acid via a boronation reaction. Commonly used catalysts include Pd(PPh3)4 and Na2CO3. The overall yield is around 60-70%.

What industries use [4-(Benzyloxy)-3-chlorophenyl]boronic acid (CAS: 845551-44-2)?

[4-(Benzyloxy)-3-chlorophenyl]boronic acid finds application in the pharmaceutical industry as an intermediate for drug synthesis. It is also used in the polymer industry for the synthesis of novel materials and in the semiconductor industry for the preparation of functionalized surfaces. Additionally, it is utilized in sensor technology for the development of highly sensitive detection devices.

What precautions should be taken when handling [4-(Benzyloxy)-3-chlorophenyl]boronic acid (CAS: 845551-44-2)?

When handling [4-(Benzyloxy)-3-chlorophenyl]boronic acid (CAS: 845551-44-2), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood due to its reactivity. In case of a spill, immediately clean it up using absorbent materials and dispose of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.