53882-80-7

Basic information

• Product Name: 2-Bromobenzoylacetonitrile
• Synonyms: BUTTPARK 35\09-88;3-(2'-BROMOPHENYL)-3-OXOPROPANENITRILE;2-BROMOBENZOYLACETONITRILE
• CAS NO: 53882-80-7
• Molecular Formula: C₉H₆BrNO
• Molecular Weight: 224.05
• EINECS: 200-589-5
• Mol File: 53882-80-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 357.995°C at 760 mmHg
• Flash Point: 170.31°C
• Appearance: /
• Density: 1.523
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• CAS DataBase Reference: 2-Bromobenzoylacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromobenzoylacetonitrile(53882-80-7)
• EPA Substance Registry System: 2-Bromobenzoylacetonitrile(53882-80-7)

Safety Data

• Hazardous Substances Data: 53882-80-7(Hazardous Substances Data)

Usage

General Description

2-Bromobenzoylacetonitrile is a chemical compound with the formula C9H6BrNO, which consists of a benzene ring with a bromine atom and a cyano group attached to it. It is a white solid with a high melting point, and is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 2-Bromobenzoylacetonitrile is a versatile building block in organic chemistry, and is often used in the production of various functionalized compounds. Its reactivity and ability to undergo various chemical transformations make it a valuable tool in the design and synthesis of organic molecules for a wide range of applications.

InChI:InChI=1/C9H6BrNO/c10-8-4-2-1-3-7(8)9(12)5-6-11/h1-4H,5H2

Upstream product

• 6091-64-1 2-bromobenzoic acid ethyl ester 
• 75-05-8 acetonitrile 
• 88562-26-9 2-bromobenzoyl cyanide 
• 590-17-0 cyanomethyl bromide 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 1429790-16-8 methyl 3-(2-bromophenyl)-3-oxopropanedithioate 

Downstream Products

• 295788-81-7 2-bromobenzoyldideuterioacetonitrile 
• 149246-80-0 5-amino-3-(o-bromophenyl)pyrazole 
• 75473-07-3 3-(2-(Methylsulphonyl)phenyl)-3-oxopropanenitrile 
• 1312605-55-2 4-amino-6-(((1S)-1-(7-fluoro-2-(2-(methylsulfonyl)-phenyl)-1,5-naphthyridin-3-yl)ethyl)amino)-5-pyrimidinecarbonitrile 
• 1312605-57-4 4-amino-6-(((1R)-1-(7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridin-3-yl)ethyl)amino)-5-pyrimidinecarbonitrile 
• 1312605-87-0 methyl 3-(2-(methylsulfonyl)phenyl)-3-oxopropanoate 
• 1312605-91-6 Methyl-7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carboxylate 
• 1312605-94-9 methyl (7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridin-3-yl)methanol 
• 1312605-93-8 7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carbaldehyde 
• 1312605-95-0 2-(1-(7-Fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridin-3-yl)ethyl)isoindoline-1,3-dione 
• 1312605-96-1 1-(7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridin-3-yl)ethanamine 
• 1312605-97-2 4-amino-6-((1-(7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridin-3-yl)ethyl)amino)-5-pyrimidinecarbonitrile 
• 1312605-59-6 4-amino-6-(((1R)-1-(2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridin-3-yl)ethyl)amino)-5-pyrimidinecarbonitrile 
• 1312605-58-5 4-amino-6-(((1S)-1-(2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridin-3-yl)ethyl)amino)-5-pyrimidinecarbonitrile 

Relevant articles and documents

Divergent Reactivity in the Reaction of β-Oxodithioesters and Hydroxylamine: Access to β-Ketonitriles and Isoxazoles

Starting from β-oxodithioesters and hydroxylamine, two completely different transformations afford either β-ketonitriles or isoxazoles with high chemoselectivity depending on the reaction conditions. The reaction of β-oxodithioesters with hydroxylamine in EtOH at room temperature in daylight gave β-ketonitriles in high yields. On the other hand, 3-methylthio-isoxazoles were efficiently obtained as the final products by heating the mixture of β-oxodithioesters and hydroxylamine in HOAc at 90 °C.

Design, synthesis, and evaluation of 2-aryl-7-(3′,4′-dialkoxyphenyl)-pyrazolo[1,5-a]pyrimidines as novel PDE-4 inhibitors

Described herein is design, synthesis, and biological evaluation of novel series of 2-aryl-7-(3′,4′-dialkoxyphenyl)-pyrazolo[1,5-a]pyrimidines acting as inhibitors of type 4 phosphodiesterase (PDE4) which is known as a good target for the treatment of asthma and COPD. For this purpose, structure optimization was conducted with the aid of structure-based drug design using the known X-ray crystallography. Also, biological effects of these compounds on the target enzyme were evaluated by using in vitro assays, leading to the potent and selective PDE-4 inhibitor (IC50 10 nM).

Indium-mediated coupling of bromoacetonitriles with aromatic acyl cyanides: convenient synthesis of aromatic α-cyano ketones

Indium-mediated coupling of bromoacetonitrile and 2-bromopropionitrile with a variety of aromatic acyl cyanides afforded the corresponding aromatic α-cyano ketones in moderate to good yields under mild and neutral conditions.