1159803-80-1

Basic information

• Product Name: 2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine
• Synonyms: 2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine
• CAS NO: 1159803-80-1
• Molecular Formula: C14H11BN2S
• Molecular Weight: 250.12654
• Mol File: 1159803-80-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 438.6±37.0 °C(Predicted)
• Appearance: /
• Density: 1.29±0.1 g/cm3(Predicted)
• PKA: -3.10±0.20(Predicted)
• CAS DataBase Reference: 2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine(1159803-80-1)
• EPA Substance Registry System: 2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine(1159803-80-1)

Safety Data

• Hazardous Substances Data: 1159803-80-1(Hazardous Substances Data)

Usage

Molecular structure

2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine consists of a naphthalene ring and a boron-containing diazaborinine ring.

Usage in materials science

The compound is often used in the field of materials science due to its ability to form stable complexes with various transition metals.

Application in organic synthesis

The compound is also used in organic synthesis for forming stable complexes with transition metals, which can be further utilized in the synthesis of other organic compounds.

Potential in OLED technology

2-(Thiophen-2-yl)-2,3-dihydro-1H-naphtho-[1,8-de][1,3,2]diazaborinine has shown potential as a fluorescent material in organic light-emitting diodes (OLEDs).

Building block for organic electronics

The compound can be used as a building block for the construction of organic electronic devices, such as organic field-effect transistors and organic solar cells.

Unique structure and properties

The compound's unique structure and properties make it a subject of interest for researchers studying novel materials and their potential applications in various technological fields.

Upstream product

• 188290-36-0 thiophene 
• 5656-71-3 2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine 
• 6165-69-1 Thien-3-ylboronic acid 
• 479-27-6 naphthalene-1,8-diamine 
• 1003-09-4 2-bromothiophene 
• 938-25-0 1,2-diaminonaphthalene 
• 96-43-5 2-thienyl chloride 
• 1214264-88-6 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine 

Relevant articles and documents

Catalyst-free and eco-friendly synthesis of masked haloarylboronic acids R (alkyl or aryl)-B(dan) on water

An environment-friendly methodology for the synthesis of R (alkyl or aryl)-B(dan) on water is described. 1,8-diamino naphthalene(danH2) was reacted with different types of organoboronic acids to furnish the products in moderate to excellent yields. A multi-gram scale reaction is also performed to ensure the scalability of the reaction.

Amine-borane complexes: Air- and moisture-stable partners for palladium-catalyzed borylation of aryl bromides and chlorides

A method for using amine-borane complexes directly in palladium catalyzed borylation has been developed. The reaction proceeds through the sequential formation of a boronium species followed by deprotonation leading to the aminoborane. This reagent is then directly used in the borylation process leading, after work-up, to various boronic acid derivatives. The reaction was applied to (hetero)aryl triflates, iodides, bromides and chlorides.

Synthesis of masked haloareneboronic acids via iridium-catalyzed aromatic C-H borylation with 1,8-naphthalenediaminatoborane (danBH)

"Masked" areneboronic acids have been prepared by Ir-catalyzed C-H borylation of arenes. A [Ir(OMe)(cod)]2 complex with a DPPE ligand showed the highest catalytic activity in the C-H borylation of benzene at 80 °C. The reaction system can be ap