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Catalog Number:
40214
CAS Number:
612832-83-4
2-Benzyloxy-5-chlorophenylboronic acid
Purity:
95 - 105% (Assay by titration)
Synonym(s):
2-Benzyloxy-5-chlorobenzeneboronic acid
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Product Information

2-Benzyloxy-5-chlorophenylboronic acid is a versatile compound widely utilized in organic synthesis and medicinal chemistry. This boronic acid derivative is recognized for its ability to form stable complexes with diols, making it an essential reagent in the development of various pharmaceuticals and agrochemicals. Its unique structure, featuring a chlorophenyl group, enhances its reactivity and selectivity in cross-coupling reactions, particularly in Suzuki-Miyaura coupling, which is pivotal for constructing complex organic molecules. Researchers appreciate its role in synthesizing biologically active compounds, including potential anti-cancer agents and other therapeutic molecules.

In addition to its applications in synthetic chemistry, 2-Benzyloxy-5-chlorophenylboronic acid serves as a valuable tool in the field of materials science, where it can be employed in the preparation of functionalized polymers and advanced materials. Its ability to facilitate the formation of carbon-carbon bonds under mild conditions makes it a preferred choice for chemists aiming to streamline their synthetic pathways. With its broad applicability and efficiency, this compound stands out as a key player in modern chemical research and development.

Synonyms
2-Benzyloxy-5-chlorobenzeneboronic acid
CAS Number
612832-83-4
Purity
95 - 105% (Assay by titration)
Molecular Formula
C13H12BClO3
Molecular Weight
262.5
MDL Number
MFCD04039000
PubChem ID
4198740
Melting Point
110 °C (Lit.)
Appearance
White to off-white crystalline powder
Conditions
Store at RT
General Information
Synonyms
2-Benzyloxy-5-chlorobenzeneboronic acid
CAS Number
612832-83-4
Purity
95 - 105% (Assay by titration)
Molecular Formula
C13H12BClO3
Molecular Weight
262.5
MDL Number
MFCD04039000
PubChem ID
4198740
Melting Point
110 °C (Lit.)
Appearance
White to off-white crystalline powder
Conditions
Store at RT
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

2-Benzyloxy-5-chlorophenylboronic acid is widely utilized in research focused on:

  • Organic Synthesis: This compound serves as a key intermediate in the synthesis of various organic molecules, particularly in the development of pharmaceuticals and agrochemicals. Its unique structure allows for efficient coupling reactions, making it valuable in creating complex compounds.
  • Medicinal Chemistry: It plays a significant role in drug discovery, particularly in the design of inhibitors for specific biological targets. Researchers leverage its boronic acid functionality to develop compounds that can modulate enzyme activity, which is crucial in treating diseases like cancer and diabetes.
  • Material Science: The compound is used in the development of advanced materials, including polymers and nanomaterials. Its ability to form stable complexes with metals enhances the properties of materials, making them suitable for various applications in electronics and coatings.
  • Bioconjugation: In biochemistry, it is employed for labeling biomolecules, facilitating the study of protein interactions and cellular processes. Its selective reactivity allows for precise modifications, which are essential in developing targeted therapies.
  • Environmental Chemistry: The compound is also explored for its potential in environmental applications, such as the removal of pollutants. Its boronic acid group can interact with certain contaminants, aiding in the development of effective remediation strategies.

Citations