70591-86-5

Basic information

• Product Name: 3-BROMOBENZOYLACETONITRILE
• Synonyms: BUTTPARK 35\09-89;3-(3-BROMOPHENYL)-3-OXOPROPANENITRILE;3-(3-BROMO-PHENYL)-3-OXO-PROPIONITRILE;3-BROMOBENZOYLACETONITRILE;3-BroMo-b-oxo-benzenepropanenitrile;EOS-61413
• CAS NO: 70591-86-5
• Molecular Formula: C₉H₆BrNO
• Molecular Weight: 224.05
• Mol File: 70591-86-5.mol
• Article Data: 19

Chemical Properties

• Melting Point: 93-95°C
• Boiling Point: 364.826 °C at 760 mmHg
• Flash Point: 174.441 °C
• Appearance: /
• Density: 1.524g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 7.15±0.10(Predicted)
• CAS DataBase Reference: 3-BROMOBENZOYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMOBENZOYLACETONITRILE(70591-86-5)
• EPA Substance Registry System: 3-BROMOBENZOYLACETONITRILE(70591-86-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 70591-86-5(Hazardous Substances Data)

Usage

General Description

3-Bromobenzoylacetonitrile is a chemical compound with the molecular formula C10H6BrNO. It is a derivative of benzoyl cyanide, containing a benzene ring with a bromine substituent and a nitrile group attached to an acetone moiety. 3-BROMOBENZOYLACETONITRILE is primarily used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is considered to be a versatile building block in organic synthesis due to its ability to participate in various chemical reactions, such as nucleophilic aromatic substitution and Grignard reactions. 3-Bromobenzoylacetonitrile is also known for its potential use in the development of new materials and as a precursor for fluorescent dyes and pharmaceuticals. However, it is important to handle this compound with caution, as it is considered to be hazardous if not properly controlled.

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

Upstream product

• 6952-59-6 3-cyanobromobenzene 
• 75-05-8 acetonitrile 
• 1711-09-7 3-bromobenzoyl chloride 
• 151-50-8 potassium cyanide 
• 18523-22-3 2,3'-dibromoacetophenone 
• 24398-88-7 ethyl 3-bromobenzoate 
• 18293-53-3 2-trimethylsilylacetonitrile 
• 591-18-4 1-Bromo-3-iodobenzene 
• 13939-06-5 molybdenum hexacarbonyl 
• 618-89-3 methyl 3-bromobenzoate 
• 585-76-2 m-bromobenzoic acid 
• 773837-37-9 sodium cyanide 
• 89598-96-9 (3-bromophenyl)boronic acid 
• 109-77-3 malononitrile 

Downstream Products

• 485812-87-1 3-(3-bromobenzoyl)-6-methyl-2-pyridone 
• 149246-81-1 3-(3-bromophenyl)-1H-pyrazol-5-amine 
• 935678-13-0 3-(3-bromophenyl)-2-methyl-3-oxopropanenitrile 
• 926662-93-3 ethyl 2-(3-bromophenyl)-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate 
• 926662-94-4 2-(3-bromophenyl)-7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylic acid 
• 926662-95-5 5-(3-bromophenyl)-4-methyl-2H-pyrazol-3-ylamine 
• 149246-93-5 2-(3-bromophenyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one 
• 1075178-40-3 (±)-3-amino-1-(3-bromophenyl)propan-1-ol 
• 1098107-09-5 (±)-tert-butyl N-[3-(3-bromophenyl)-3-hydroxy-propyl]carbamate 
• 943321-68-4 (±)-tert-butyl N-(3-amino-3-phenyl-propyl)carbamate 

Relevant articles and documents

Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions

A one pot synthesis of β-ketonitriles from readily accessible 3-chloropropenals using economically benign iodine, aqueous ammonia and sodium hydroxide solution, employing mild reaction conditions have been described. This report presents a convenient, inexpensive, highly toxic-matter-free and eco-friendly approach for β-ketonitriles.

One-Pot Four-Component Coupling Approach to Polyheterocycles: 6 H-Furo[3,2- f]pyrrolo[1,2- d][1,4]diazepine

A novel polyheterocyclic chemical space, 6H-furo[3,2-f]pyrrolo[1,2-d][1,4]diazepine, was generated by a one-pot four-component coupling reaction where multiple bonds (three C-C, one C-O, and one C-N) were formed through a domino sequence. Two heterocyclic rings (furan and diazepine) were sequentially constructed from the monocyclic pyrrole derivative under environment-friendly reaction conditions to furnish the tricyclic fused scaffold.

One-pot synthesis of benzoylacetonitriles through sequential Pd-catalyzed carbonylation and decarboxylation

Benzoylacetonitrile were prepared through sequential carbonylation and decarboxylation. The palladium-catalyzed carbonylation of aryl iodides and methyl cyanoacetate using Mo(CO)6 as a carbon monoxide source afforded beta-keto cyanoesters, and then the subsequent reaction with Li/H2O produced the desired benzoylacetonitriles.