898766-86-4

Basic information

• Product Name: 5-(4-BROMOPHENYL)-5-OXOVALERONITRILE
• Synonyms: 5-(4-BROMOPHENYL)-5-OXOVALERONITRILE
• CAS NO: 898766-86-4
• Molecular Formula: C₁₁H₁₀BrNO
• Molecular Weight: 252.11
• Mol File: 898766-86-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 408.1°C at 760 mmHg
• Flash Point: 200.6°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 7.21E-07mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: 5-(4-BROMOPHENYL)-5-OXOVALERONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-BROMOPHENYL)-5-OXOVALERONITRILE(898766-86-4)
• EPA Substance Registry System: 5-(4-BROMOPHENYL)-5-OXOVALERONITRILE(898766-86-4)

Safety Data

• Hazardous Substances Data: 898766-86-4(Hazardous Substances Data)

Usage

General Description

5-(4-Bromophenyl)-5-oxovaleronitrile is a chemical compound with the molecular formula C11H7BrNO. It is a nitrile derivative of pentanedione, containing a bromophenyl group attached to the fifth carbon atom. 5-(4-BROMOPHENYL)-5-OXOVALERONITRILE is commonly used in organic synthesis and as a building block in the production of pharmaceuticals, agrochemicals, and other fine chemicals. It is also known for its potential applications in the development of new materials and as a precursor for the synthesis of various organic compounds. As with any chemical compound, proper handling and safety precautions should be followed when working with 5-(4-Bromophenyl)-5-oxovaleronitrile.

InChI:InChI=1/C11H10BrNO/c12-10-6-4-9(5-7-10)11(14)3-1-2-8-13/h4-7H,1-3H2

Upstream product

• 151-50-8 potassium cyanide 
• 4559-96-0 1-(4-bromophenyl)-4-chlorobutan-1-one 
• 26510-95-2 ethyl 4-Bromobenzoylacetate 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 19936-14-2 1-(4-bromophenyl)cyclobutan-1-ol 
• 586-75-4 4-chlorobenzoyl chloride 
• 544-13-8 Glutaronitrile 
• 5467-74-3 4-Bromophenylboronic acid 

Downstream Products

• 1402926-98-0 (S)-2-(4-bromophenyl)-2-hydroxycyclopentanone 

Relevant articles and documents

Syntheses of Pyrroles, Pyridines, and Ketonitriles via Catalytic Carbopalladation of Dinitriles

The first example of the Pd-catalyzed addition of organoboron reagents to dinitriles, as an efficient means of preparing 2,5-diarylpyrroles and 2,6-diarylpyridines, has been discussed here. Furthermore, the highly selective carbopalladation of dinitriles with organoboron reagents to give long-chain ketonitriles has been developed as well. Based on the broad scope of substrates, excellent functional group tolerance, and use of commercially available substrates, the Pd-catalyzed addition reaction of arylboronic acid and dinitriles is expected to be significant in future synthetic procedures.

Nickel-Catalyzed Reductive Electrophilic Ring Opening of Cycloketone Oxime Esters with Aroyl Chlorides

By merging cross-electrophile coupling and C-C bond cleavage, we developed a Ni-catalyzed electrophilic ring opening of cycloketone oxime esters with aromatic acid chlorides in assistance of Mn as reductant. Notably, complete regioselectivity can be achieved in this C-C bond cleavage reaction, providing an efficient access to a variety of cyanoketones under cyanide-free conditions. A radical reaction pathway was proposed on the basis of the results of the mechanistic probing experiments.

Enantioselective titanium(III)-catalyzed reductive cyclization of ketonitriles

Reduction, please! The title reaction affords ?-hydroxyketones, a common structural motif in biologically active natural products, in good yields and high enantioselectivities at room temperature. The commercially available ansa-titanocene 1 was found to be an efficient catalyst for this process, which presumably proceeds by addition of a ketyl radical to a nitrile.