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Catalog Number:
39902
CAS Number:
287944-10-9
2-(1-Cyclopentenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Purity:
≥ 98% (GC)
Synonym(s):
1-Cyclopenteneboronic acid pinacol ester, 1-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopentene
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$73.71 /1G
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Product Information

2-(1-Cyclopentenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a versatile organoboron compound known for its unique structural properties, which make it an essential reagent in organic synthesis. This compound is particularly valued in the field of medicinal chemistry and materials science due to its ability to facilitate cross-coupling reactions, such as Suzuki-Miyaura coupling, which is crucial for the formation of carbon-carbon bonds. Its distinctive dioxaborolane structure enhances its stability and reactivity, allowing for efficient incorporation into various synthetic pathways.

Researchers and industry professionals can leverage this compound for the development of complex organic molecules, including pharmaceuticals and agrochemicals. Its application extends to the synthesis of functionalized polymers and advanced materials, where it serves as a building block for innovative designs. The compound's high selectivity and mild reaction conditions make it a preferred choice over other boron-based reagents, ensuring cleaner reactions and higher yields. With its broad applicability and efficiency, 2-(1-Cyclopentenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane stands out as a valuable tool in modern synthetic chemistry.

Synonyms
1-Cyclopenteneboronic acid pinacol ester, 1-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopentene
CAS Number
287944-10-9
Purity
≥ 98% (GC)
Molecular Formula
C11H19BO2
Molecular Weight
194.08
MDL Number
MFCD08669391
PubChem ID
15486611
Density
0.96 g/mL
Appearance
Colorless to slightly yellow liquid
Refractive Index
n20D 1.46
Conditions
Store at RT
General Information
Synonyms
1-Cyclopenteneboronic acid pinacol ester, 1-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopentene
CAS Number
287944-10-9
Purity
≥ 98% (GC)
Molecular Formula
C11H19BO2
Molecular Weight
194.08
MDL Number
MFCD08669391
PubChem ID
15486611
Density
0.96 g/mL
Appearance
Colorless to slightly yellow liquid
Refractive Index
n20D 1.46
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-(1-Cyclopentenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is widely utilized in research focused on:

  • Organic Synthesis: This compound serves as a versatile reagent in organic synthesis, particularly in the formation of carbon-carbon bonds, which is essential for creating complex molecules in pharmaceuticals and agrochemicals.
  • Drug Development: Its unique structure allows for the development of new drug candidates, especially in the field of cancer research, where it can be used to modify existing compounds to enhance efficacy and reduce side effects.
  • Material Science: The compound is applied in the development of advanced materials, including polymers and coatings, due to its ability to improve mechanical properties and thermal stability.
  • Bioconjugation: In biochemistry, it is utilized for bioconjugation processes, enabling the attachment of biomolecules to surfaces or other compounds, which is crucial for diagnostics and therapeutic applications.
  • Environmental Chemistry: This chemical plays a role in environmental applications, such as the development of sensors for detecting pollutants, leveraging its sensitivity to specific chemical environments.

Citations