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Catalog Number:
40375
CAS Number:
162607-17-2
5-Bromo-2-thiopheneboronic acid
Purity:
95 - 105% (Assay by titration)
Synonym(s):
5-Bromothiophen-2-ylboronic acid, 5-Bromo-2-thienylboronic acid, 5-Bromothiophene-2-boronic acid
Documents
$86.23 /1G
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Product Information

5-Bromo-2-thiopheneboronic acid is a versatile organoboron compound that plays a crucial role in various fields, particularly in organic synthesis and medicinal chemistry. This compound is recognized for its ability to participate in Suzuki-Miyaura cross-coupling reactions, making it an essential building block for the synthesis of complex organic molecules, including pharmaceuticals and agrochemicals. Its unique thiophene structure enhances its reactivity and stability, allowing for efficient coupling with a range of electrophiles.

Researchers and industry professionals can leverage 5-Bromo-2-thiopheneboronic acid in the development of novel materials and biologically active compounds. Its applications extend to the creation of functionalized polymers and the exploration of new therapeutic agents, particularly in the field of cancer research. The compound's ease of use and compatibility with various reaction conditions make it a preferred choice for chemists seeking reliable and effective reagents in their synthetic pathways.

Synonyms
5-Bromothiophen-2-ylboronic acid, 5-Bromo-2-thienylboronic acid, 5-Bromothiophene-2-boronic acid
CAS Number
162607-17-2
Purity
95 - 105% (Assay by titration)
Molecular Formula
C4H4BBrO2S
Molecular Weight
206.85
MDL Number
MFCD02094028
PubChem ID
2734319
Melting Point
135 °C (Lit.)
Appearance
White to light yellow crystalline powder
Conditions
Store at 2 - 8 °C
General Information
Synonyms
5-Bromothiophen-2-ylboronic acid, 5-Bromo-2-thienylboronic acid, 5-Bromothiophene-2-boronic acid
CAS Number
162607-17-2
Purity
95 - 105% (Assay by titration)
Molecular Formula
C4H4BBrO2S
Molecular Weight
206.85
MDL Number
MFCD02094028
PubChem ID
2734319
Melting Point
135 °C (Lit.)
Appearance
White to light yellow crystalline powder
Conditions
Store at 2 - 8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

5-Bromo-2-thiopheneboronic acid is widely utilized in research focused on:

  • Organic Synthesis: This compound serves as a versatile building block in the synthesis of complex organic molecules, particularly in the development of pharmaceuticals and agrochemicals.
  • Cross-Coupling Reactions: It is commonly used in Suzuki-Miyaura coupling reactions, which are essential for forming carbon-carbon bonds in various organic compounds, enhancing efficiency in chemical manufacturing.
  • Material Science: The compound is applied in the creation of novel materials, including conductive polymers and organic semiconductors, which are crucial for electronic devices.
  • Bioconjugation: Its boronic acid functionality allows for selective binding to diols, making it useful in bioconjugation processes in drug delivery systems and diagnostic applications.
  • Fluorescent Probes: Researchers utilize this chemical to develop fluorescent probes for biological imaging, offering enhanced visualization of cellular processes and structures.

Citations