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Catalog Number:
39989
CAS Number:
138500-85-3
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl bromide
Purity:
≥ 98% (GC)
Synonym(s):
4-(Bromomethyl)phenylboronic acid pinacol ester, 2-[4-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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Product Information

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl bromide is a versatile compound widely utilized in organic synthesis and medicinal chemistry. This compound features a unique dioxaborolane moiety, which enhances its reactivity and makes it an excellent candidate for various coupling reactions, including Suzuki-Miyaura cross-coupling. Its ability to act as a boron-containing electrophile allows for the formation of carbon-carbon bonds, making it invaluable in the development of complex organic molecules, pharmaceuticals, and agrochemicals. Researchers appreciate its stability and ease of handling, which facilitate its use in diverse laboratory settings.

In addition to its synthetic applications, this compound is also being explored for its potential in material science, particularly in the development of functionalized polymers and advanced materials. Its distinctive structure offers unique properties that can be tailored for specific applications, providing researchers with innovative solutions to complex challenges. The compound's compatibility with various reaction conditions further enhances its appeal, making it a preferred choice for professionals seeking reliable and effective reagents in their work.

Synonyms
4-(Bromomethyl)phenylboronic acid pinacol ester, 2-[4-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS Number
138500-85-3
Purity
≥ 98% (GC)
Molecular Formula
C13H18BBrO2
Molecular Weight
297.0
MDL Number
MFCD02179493
PubChem ID
3734506
Melting Point
84 - 88 ?C
Appearance
White to off-white crystalline powder
Conditions
Store at RT
General Information
Synonyms
4-(Bromomethyl)phenylboronic acid pinacol ester, 2-[4-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS Number
138500-85-3
Purity
≥ 98% (GC)
Molecular Formula
C13H18BBrO2
Molecular Weight
297.0
MDL Number
MFCD02179493
PubChem ID
3734506
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

4-(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 chemistry, enabling the creation of complex molecules through various coupling reactions, which is essential for developing new pharmaceuticals.
  • Medicinal Chemistry: It is employed in the design and synthesis of biologically active compounds, particularly in the development of targeted therapies for diseases, enhancing the efficiency of drug discovery processes.
  • Material Science: The compound is used in the production of advanced materials, including polymers and coatings, where its unique properties improve durability and performance in various applications.
  • Fluorescent Probes: It acts as a precursor for synthesizing fluorescent probes, which are crucial in biological imaging and diagnostics, allowing researchers to visualize cellular processes in real-time.
  • Cross-Coupling Reactions: This chemical is integral in cross-coupling reactions, such as Suzuki-Miyaura coupling, facilitating the formation of carbon-carbon bonds, which is vital in the synthesis of complex organic compounds.

Citations