• 190788-59-1 4,4,5,5-Tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane - AMI Scientific
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TCI

CAS 190788-59-1

4,4,5,5-Tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane TCI N1006

4,4,5,5-Tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane TCI N1006

Chemical Identity

CAS No.
190788-59-1
PubChem
CID 3699568·SID 253660724
Formula
C12H16BNO4
Molecular weight
249.07 g/mol
Purity
>98.0%(GC)(T)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
4,4,5,5-tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane
SMILES
B1(OC(C(O1)(C)C)(C)C)C2=CC=CC=C2[N+](=O)[O-]
InChIKey
VLJYUDGCEKORNG-UHFFFAOYSA-N
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4,4,5,5-Tetramethyl-2-(2-nitrophenyl)-1,3,2-dioxaborolane is a highly specialized organoboron compound widely used in chemical research, particularly in the field of organic synthesis. This reagent plays a crucial role in facilitating complex molecular transformations, especially in reactions that require precise control over bond formation and functional group manipulation. Its unique structure and reactivity make it an essential tool for chemists working on advanced synthetic pathways. As a boron-based reagent, it is particularly valuable in coupling reactions where stability and reactivity must be carefully balanced.

The compound’s reactivity stems from its boron center, which is highly versatile and can participate in a variety of reaction mechanisms. The presence of the nitro group further enhances its electronic properties, allowing it to act as an effective electron-withdrawing group in synthetic contexts. These characteristics make it a preferred choice for chemists aiming to achieve high yields and selectivity in their reactions. Its stability under controlled conditions also ensures consistent performance, making it a reliable component in laboratory workflows.

In Indonesian laboratories, this compound is commonly used in organic chemistry research, especially in the synthesis of heterocyclic compounds and complex molecular structures. It is a key reagent in the development of new synthetic methodologies, supporting both academic and industrial research efforts. Its application in coupling reactions such as Suzuki-Miyaura and Heck has made it a staple in chemical laboratories across Indonesia, contributing to the advancement of synthetic chemistry in the region.

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Related TCI products

  • Suzuki-Miyaura Coupling Reactions: This compound is ideal for Suzuki-Miyaura coupling due to its ability to act as a boronic acid equivalent, enabling efficient cross-coupling with aryl halides in the presence of palladium catalysts.
  • Heck Reactions: Its reactivity and stability make it suitable for Heck reactions, where it facilitates the formation of carbon-carbon bonds through oxidative coupling mechanisms.
  • Organic Synthesis of Heterocyclic Compounds: The compound’s structural versatility allows it to participate in the synthesis of various heterocyclic molecules, enhancing the efficiency of synthetic routes.
  • Development of Green Synthetic Methods: Its use in environmentally friendly reactions supports the trend towards sustainable chemistry, reducing the need for harsh reagents and conditions.
  • Advanced Organic Chemistry Research: It is frequently employed in research settings to explore new synthetic strategies and improve the efficiency of complex molecule synthesis.

Brand TCI
CAS number 190788-59-1
Molecular formula —
Purity —
Category Chemistry > Organometallic Reagents > Organoboron [Organometallic Reagents]
Pack sizes Available in various quantities as per supplier specifications
Physical form Solid or liquid, depending on formulation
Storage Store in a cool, dry place away from moisture and direct sunlight

This compound should be stored in a cool, dry environment, away from moisture and direct sunlight to maintain its chemical integrity. It is recommended to use airtight containers made of materials such as glass or high-density polyethylene to prevent contamination and degradation. Due to its reactivity, it should be handled with appropriate personal protective equipment, including gloves and safety goggles, to ensure laboratory safety. Proper ventilation is essential when working with this material to minimize exposure. It is important to avoid contact with incompatible substances and to follow standard laboratory safety protocols to ensure safe handling and storage.

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