65295-97-8

Basic information

• Product Name: Propanal, 2-oxo-, 1-(dimethylhydrazone) (9CI)
• Synonyms: Propanal, 2-oxo-, 1-(dimethylhydrazone) (9CI)
• CAS NO: 65295-97-8
• Molecular Formula: C5H10N2O
• Molecular Weight: 114.1457
• Product Categories: ACETYLGROUP
• Mol File: 65295-97-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 151.784°C at 760 mmHg
• Flash Point: 45.597°C
• Appearance: /
• Density: 0.929g/cm³
• Vapor Pressure: 3.605mmHg at 25°C
• Refractive Index: 1.448
• CAS DataBase Reference: Propanal, 2-oxo-, 1-(dimethylhydrazone) (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Propanal, 2-oxo-, 1-(dimethylhydrazone) (9CI)(65295-97-8)
• EPA Substance Registry System: Propanal, 2-oxo-, 1-(dimethylhydrazone) (9CI)(65295-97-8)

Safety Data

• Hazardous Substances Data: 65295-97-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H10N2O/c1-5(8)4-6-7(2)3/h4H,1-3H3/b6-4+

Upstream product

• 6342-56-9 Pyruvic aldehyde dimethyl acetal 
• 57-14-7 N,N-Dimethylhydrazine 
• 78-98-8 2-oxopropanal 
• 2648-49-9 2-ethoxyprop-2-enal 

Downstream Products

• 90701-75-0 5-phenyl-1,1,4-trimethyl-1,2,5-triazapentadiene perchlorate 
• 90701-76-1 5-p-tolyl-1,1,4-trimethyl-1,2,5-triazapentadiene perchlorate 

Relevant articles and documents

Methylglyoxal bis-(N,N-dimethylhydrazone): Synthesis and some reactions

Methods were proposed for the synthesis of the methylglyoxal 1,2-bis-(N,N-dimethylhydrazone). A possibility was shown for the first time of its participation in the Diels-Alder reaction with maleic anhydride as an electron-rich diene. The second reaction of these reagents, which is observed in a wet media, is the formation of the hydrazinium salt of the initial diene with maleic acid. The most probable structure of the protonated diene among the four possible forms was revealed by the quantum-chemical calculations of the energy of the molecules and by the analysis of the 13C NMR chemical shifts.

Synthesis of 2-ethoxyprop-2-enal dimethylhydrazone and its Diels-Alder reactions

Conditions were found for the preparation of 2-ethoxyprop-2-enal dimethylhydrazone by reaction of 2-ethoxypropenal with N,N-dimethylhydrazine. 2-Ethoxyprop-2-enal dimethylhydrazone reacted with methyl vinyl ketone and methyl acrylate according to the [4 + 2]-cycloaddition pattern with regioselective formation of substituted tetrahydropyridines. The major product in the reaction of 2-ethoxyprop-2-enal dimethylhydrazone with 1,4-benzoquinone was 5-hydroxy-1-benzofuran-2-carbaldehyde dimethylhydrazone formed as a result of [3 + 2]-cycloaddition; a small amount of the corresponding [4 + 2]-cycloaddition product was also obtained. Some spontaneous transformations of the primary cycloaddition products were revealed.