22069-96-1

Basic information

• Product Name: bromobenzene-3-d₁
• CAS NO: 22069-96-1
• Molecular Weight: 158.002
• Mol File: 22069-96-1.mol

Chemical Properties

• CAS DataBase Reference: bromobenzene-3-d₁(CAS DataBase Reference)
• NIST Chemistry Reference: bromobenzene-3-d₁(22069-96-1)
• EPA Substance Registry System: bromobenzene-3-d₁(22069-96-1)

Safety Data

• Hazardous Substances Data: 22069-96-1(Hazardous Substances Data)

Upstream product

• 1391933-28-0 hydrido[bis(pentafluorophenyl)][2-(2,2,6,6-tetramethylpiperidinium-1-yl)phenyl]borate^(1-) 
• 108-86-1 bromobenzene 
• 811-98-3 d⁽⁴⁾-methanol 
• 108-36-1 1,3-dibromobenzene 

Downstream Products

• 14941-51-6 m-benzene-d2 

Relevant articles and documents

PURE ROTATIONAL SPECTRA OF 1,2- AND 1,3-BENZENE-d2 OBSERVED BY MICROWAVE FOURIER TRANSFORM SPECTROSCOPY

The pure rotational spectra of 1,2- and 1,3-benzene-d2 have been measured over the 8-18 GHz range with a pulsed microwave Fourier transform spectrometer.Rotational constants have been determined from the measured transition frequencies.Structur

Metal-Free sp2-C-H Borylation as a Common Reactivity Pattern of Frustrated 2-Aminophenylboranes

C-H borylation is a powerful and atom-efficient method for converting affordable and abundant chemicals into versatile organic reagents used in the production of fine chemicals and functional materials. Herein we report a facile C-H borylation of aromatic and olefinic C-H bonds with 2-aminophenylboranes. Computational and experimental studies reveal that the metal-free C-H insertion proceeds via a frustrated Lewis pair mechanism involving heterolytic splitting of the C-H bond by cooperative action of the amine and boryl groups. The adapted geometry of the reactive B and N centers results in an unprecedentently low kinetic barrier for both insertion into the sp2-C-H bond and intramolecular protonation of the sp2-C-B bond in 2-ammoniophenyl(aryl)- or -(alkenyl)borates. This common reactivity pattern serves as a platform for various catalytic reactions such as C-H borylation and hydrogenation of alkynes. In particular, we demonstrate that simple 2-aminopyridinium salts efficiently catalyze the C-H borylation of hetarenes with catecholborane. This reaction is presumably mediated by a borenium species isoelectronic to 2-aminophenylboranes.