1115-12-4

Basic information

• Product Name: mesoxalonitrile
• Synonyms: mesoxalonitrile;oxopropanedinitrile;oxomalononitrile
• CAS NO: 1115-12-4
• Molecular Formula: C₃N₂O
• Molecular Weight: 80.05
• Mol File: 1115-12-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: -36°C
• Boiling Point: 65.5°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.139
• Vapor Pressure: 157mmHg at 25°C
• Refractive Index: 1.3919 (estimate)
• CAS DataBase Reference: mesoxalonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: mesoxalonitrile(1115-12-4)
• EPA Substance Registry System: mesoxalonitrile(1115-12-4)

Safety Data

• Hazardous Substances Data: 1115-12-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C3N2O/c4-1-3(6)2-5

Upstream product

• 460-19-5 ethanedinitrile 
• 201230-82-2 carbon monoxide 
• 41886-31-1 diisonitroso acetone 
• 64-19-7 acetic acid 
• 544-40-1 Dibutyl sulfide 
• 3189-43-3 tetracyanoethylene oxide 
• 4361-47-1 1,1-dicyano-ketene 
• 75-44-5 phosgene 
• 330660-35-0 silver cyanide 
• 353-50-4 Carbonyl fluoride 
• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 
• 459-22-3 4-fluorophenylacetonitrile 
• 91473-98-2 5--4,5-dihydro-2,5-dimethyl-4-phenyl-3-furancarbonsaeure-tert-butylester 
• 1618-08-2 diazodicyanomethane 

Downstream Products

• 4168-01-8 2,2,3-trimethyl-3-butenoic acid 
• 603-54-3 N,N-diphenylurea 
• 623-49-4 ethyl cyanoformate 
• 94860-12-5 2-oxo-4,4-di-p-tolyl-but-3-enenitrile 
• 101868-92-2 4,4-di-p-tolyl-oxetane-2,2-dicarbonitrile 
• 61097-42-5 diphenylcarbamoyl cyanide 
• 107920-37-6 cyanocarbonyloxy-(2-phenyl-allyl)-malononitrile 
• 74796-57-9 2-oxo-4-phenyl-pent-3c-enenitrile 
• 58393-39-8 2-Nitriloacetoxy-2-(2-oxo-cyclohexyl)-malononitrile 
• 109454-99-1 1-Hydroxy-3-acetoxy-3,3-diphenyl-1,1-dicyano-propan 
• 113136-42-8 (2-acetoxy-2,2-di-p-tolyl-ethyl)-hydroxy-malononitrile 
• 14271-83-1 4-methoxybenzoyl cyanide 
• 5532-89-8 Oxalsaeure-nitril-<4-methoxy-phenylester> 
• 5532-82-1 Phenyl cyanoformate 

Relevant articles and documents

Palladium-Catalyzed C-CN activation for intramolecular cyanoesterification of alkynes

Conditions for the C-CN activation and intramolecular cyanoesterification of alkynes to provide butenolides in good to excellent yields are presented. Pd catalysts, high temperatures/short reaction times (microwave irradiation), and Lewis basic solvents m

Highly enantioselective intramolecular cyanoamidation: (+)-horsfiline, (-)-coerulescine, and (-)-esermethole

(Figure Presented) The first asymmetric cyanoamidation with synthetically useful enantioselectivlty (ee up to 99%) to produce 3,3-disubstltuted oxindoles Is reported. Palladium catalysts with chi ral phosphoramldite ligands activate the cyanoformamide C-CN bond, which is subsequently functionalized with a tethered alkene to give all-carbon quaternary stereocenters. The use of the N,N-(i-Pr)2 derivative of octahydro-MonoPhos allowed the production of oxindoles with high enantioselectivlties. Cyanoformamides bearing free N-H groups are now tolerated, potentially allowing protecting-group-free synthesis. Oxindole products of cyanoamidation are rapidly transformed into (+)-horsfiline, (-)-coerulescine, and (-)-esermethole.

Enantioselective synthesis of 3,3-disubstituted oxindoles through pd-catalyzed cyanoamidation

(Chemical Equation Presented) The first enantioselective cyanoamidation of olefins provides quick access to a variety of 3,3-disubstituted oxindoles. The combination of Pd(dba)2, an optically active phosphoramidite, and N,N-dimethylpropylene urea (DMPU) i