19519-75-6

Basic information

• Product Name: Benzene, 1-broMo-2-nitroso-
• Synonyms: Benzene, 1-broMo-2-nitroso-
• CAS NO: 19519-75-6
• Molecular Formula: C₆H₄BrNO
• Molecular Weight: 186.00606
• Mol File: 19519-75-6.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzene, 1-broMo-2-nitroso-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-broMo-2-nitroso-(19519-75-6)
• EPA Substance Registry System: Benzene, 1-broMo-2-nitroso-(19519-75-6)

Safety Data

• Hazardous Substances Data: 19519-75-6(Hazardous Substances Data)

Upstream product

• 35758-75-9 N-(2-bromophenyl)hydroxylamine 
• 615-36-1 2-bromoaniline 

Downstream Products

• 13556-84-8 2,2'-dichloroazoxybenzene 
• 19618-15-6 1-bromo-2-[(2-bromophenyl)-NNO-azoxy]benzene 
• 13556-84-8 2,2'-azoxychlorobenzene 
• 3302-39-4 1-azido-2-bromobenzene 
• 1260148-04-6 7-bromo-3-phenyl-1H-indole 
• 168297-41-4 2,4-dibromo-1-nitrosobenzene 

Relevant articles and documents

Azopyridine-imidacloprid derivatives as photoresponsive neonicotinoids

A series of imidacloprid derivatives containing an azopyridine motif as a photoswitchable functional group were designed and synthesized. The new version of photoresponsive imidacloprid analogues showed improved solubility in comparison with their azobenzene analogues. 1.2 to 2-fold activity difference was observed for these azopyridine-imidacloprids against house fly (Musca domestica) and cowpea aphid (Aphis craccivora) upon irradiation.

Transition metal complex, polymer, mixture, composition and organic electronic device

The invention discloses a transition metal complex, a polymer, a mixture, a composition and an organic electronic device. When the transition metal complex provided by the invention is used as a light-emitting layer doping material and is applied to an organic electronic device, especially an OLED, the light-emitting efficiency of the device can be improved, and the service life of the device can be prolonged.

Active ester functionalized azobenzenes as versatile building blocks

Azobenzenes are important molecular switches that can still be difficult to functionalize selectively. A high yielding Pd-catalyzed cross-coupling method under mild conditions for the introduction of NHS esters to azobenzenes and diazocines has been established. Yields were consistently high with very few exceptions. The NHS functionalized azobenzenes react with primary amines quantitatively. These amines are ubiquitous in biological systems and in material science.

A toolbox of molecular photoswitches to modulate the CXCR3 chemokine receptor with light

We report a detailed structure–activity relationship for the scaffold of VUF16216, a compound we have previously communicated as a small-molecule efficacy photoswitch for the peptidergic chemokine GPCR CXCR3. A series of photoswitchable azobenzene ligands was prepared through various synthetic strategies and multistep syntheses. Photochemical and pharmacological properties were used to guide the design iterations. Investigations of positional and substituent effects reveal that halogen substituents on the ortho-position of the outer ring are preferred for conferring partial agonism on the cis form of the ligands. This effect could be expanded by an electron-donating group on the para-position of the central ring. A variety of efficacy differences between the trans and cis forms emerges from these compounds. Tool compounds VUF15888 (4d) and VUF16620 (6e) represent more subtle efficacy switches, while VUF16216 (6f) displays the largest efficacy switch, from antagonism to full agonism. The compound class disclosed here can aid in new photopharmacology studies of CXCR3 signaling.