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

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

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Basic Information

Molecular Formula
C13H12BClO3
Molecular Weight
262.5 g/mol

Physical Properties

Melting Point
188-193 °C (lit.)
Boiling Point
450.2 oC at 760 mmHg
Density
1.3000
Flash Point
226.1oC

Chemical Identifiers

SMILES
Clc1cc(ccc1OCc1ccccc1)B(O)O
InChIKey
AYSMMNDQVZAXQY-UHFFFAOYSA-N

Database References

MDL Number
MFCD04115642

FAQ

[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.
[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%.
[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.
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.

Safety Notice

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