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Catalog Number:
40045
CAS Number:
377780-72-8
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl bromide
Purity:
≥ 98% (GC)
Synonym(s):
2-(Bromomethyl)phenylboronic acid pinacol ester, 2-[2-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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Product Information

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl bromide is a versatile compound that plays a significant role in organic synthesis and medicinal chemistry. This compound is recognized for its unique dioxaborolane structure, which enhances its reactivity and stability, making it an excellent choice for cross-coupling reactions, particularly in the formation of carbon-carbon bonds. Its bromomethyl group allows for easy substitution, facilitating the introduction of various functional groups, which is invaluable in the development of complex organic molecules.

Researchers and industry professionals can leverage this compound in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. Its ability to act as a building block in the creation of diverse chemical entities opens up possibilities for innovation in drug discovery and development. Additionally, the compound's stability under various conditions makes it suitable for use in both laboratory and industrial settings, providing a reliable option for those looking to enhance their synthetic methodologies.

Synonyms
2-(Bromomethyl)phenylboronic acid pinacol ester, 2-[2-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS Number
377780-72-8
Purity
≥ 98% (GC)
Molecular Formula
C13H18BBrO2
Molecular Weight
297.0
MDL Number
MFCD01632210
PubChem ID
3834834
Melting Point
84 - 88 °C
Appearance
White to off-white crystalline powder
Conditions
Store at RT
General Information
Synonyms
2-(Bromomethyl)phenylboronic acid pinacol ester, 2-[2-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS Number
377780-72-8
Purity
≥ 98% (GC)
Molecular Formula
C13H18BBrO2
Molecular Weight
297.0
MDL Number
MFCD01632210
PubChem ID
3834834
Melting Point
84 - 88 °C
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-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl bromide is widely utilized in research focused on:

  • Organic Synthesis: This compound serves as a versatile building block in organic synthesis, allowing chemists to create complex molecules efficiently. Its unique structure facilitates various coupling reactions, making it valuable in the development of pharmaceuticals and agrochemicals.
  • Medicinal Chemistry: Researchers leverage this compound in the design of new drug candidates. Its ability to form stable intermediates enhances the synthesis of biologically active molecules, potentially leading to innovative treatments for various diseases.
  • Materials Science: The compound is used in the development of advanced materials, such as polymers and nanomaterials. Its properties enable the creation of materials with specific functionalities, which can be applied in electronics and coatings.
  • Bioconjugation: This chemical is instrumental in bioconjugation techniques, where it helps attach biomolecules to surfaces or other molecules. This application is crucial in the development of targeted drug delivery systems and diagnostic tools.
  • Research in Catalysis: It plays a significant role in catalytic processes, particularly in cross-coupling reactions. This application is essential for researchers looking to enhance reaction efficiency and selectivity in various chemical transformations.

Citations