950779-13-2

Basic information

• Product Name: 1,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyrene
• Synonyms: 1,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyrene
• CAS NO: 950779-13-2
• Molecular Weight: 454.182
• Mol File: 950779-13-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyrene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyrene(950779-13-2)
• EPA Substance Registry System: 1,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)pyrene(950779-13-2)

Safety Data

• Hazardous Substances Data: 950779-13-2(Hazardous Substances Data)

Usage

Chemical structure

A synthetic organic compound derived from pyrene, a polycyclic aromatic hydrocarbon, with two boron atoms in its structure.

Functional groups

Contains 4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl groups attached to the 1 and 6 positions of the pyrene core.

Organic synthesis

Used as a building block for the synthesis of organic semiconductors and light-emitting materials.

Materials science

Valuable research tool for the development of advanced materials with applications in optoelectronics, photovoltaics, and organic light-emitting diodes.

Suzuki-Miyaura cross-coupling

The presence of boron atoms in its structure makes it useful for this widely used carbon-carbon bond-forming reaction in organic chemistry.

Stability

As a synthetic compound, it is stable under normal laboratory conditions and can be stored for extended periods when properly sealed.

Solubility

Likely soluble in common organic solvents such as dichloromethane, tetrahydrofuran, and dimethyl sulfoxide due to its nonpolar nature.

Purity

Typically synthesized with high purity, which is essential for its use in advanced materials research and development.

Safety

As with any chemical compound, proper handling and storage are necessary to minimize risks. It is important to follow safety guidelines and use appropriate personal protective equipment when working with this compound.

Synthesis

The compound is synthesized through a series of chemical reactions, likely involving the formation of the boron-containing groups and their subsequent attachment to the pyrene core.

Characterization

Its structure and purity can be confirmed using various analytical techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and elemental analysis.

Upstream product

• 27973-29-1 1,6-dibromopyrene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 129-00-0 pyrene 
• 73183-34-3 bis(pinacol)diborane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 1352790-71-6 C₃₄H₂₆O₄ 
• 1352790-72-7 C₃₂H₂₂O₄ 

Relevant articles and documents

Cationic Nitrogen-Doped Helical Nanographenes

Herein, we report the design and synthesis of a series of novel cationic nitrogen-doped nanographenes (CNDNs) with nonplanar geometry and axial chirality. Single-crystal X-ray analysis reveals helical and cove-edged structures. Compared to their all-carbon analogues, the frontier orbitals of the CNDNs are energetically lower lying, with a reduced optical energy gap and greater electron-accepting behavior. Cyclic voltammetry shows all the derivatives to undergo quasireversible reductions. In situ spectroelectrochemical studies prove that, depending on the number of nitrogen dopants, either neutral radicals (one nitrogen dopant) or radical cations (two nitrogen dopants) are formed upon reduction. The concept of cationic nitrogen doping and introducing helicity into nanographenes paves the way for the design and synthesis of expanded nanographenes or even graphene nanoribbons with cationic nitrogen dopants.

Module-Patterned Polymerization towards Crystalline 2D sp2-Carbon Covalent Organic Framework Semiconductors

Despite rapid progress over the past decade, most polycondensation systems even upon a small structural variation of the building units eventually result in amorphous polymers other than the desired crystalline covalent organic frameworks. This synthetic dilemma is a central and challenging issue of the field. Here we report a novel approach based on module-patterned polymerization to enable efficient and designed synthesis of crystalline porous polymeric frameworks. This strategy features a wide applicability to allow the use of various knots of different structures, enables polycondensation with diverse linkers, and develops a diversity of novel crystalline 2D polymers and frameworks, as demonstrated by using the C=C bond-formation polycondensation reaction. The new sp2-carbon frameworks are highly emissive and enable up-conversion luminescence, offer low band gap semiconductors with tunable band structures, and achieve ultrahigh charge mobilities close to theoretically predicted maxima.

COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

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