100991-84-2

Basic information

• Product Name: 1,3-BUTADIENE-1,1,3-TRICARBONITRILE, 2-AMINO-4-(p-(DIMETHYLAMINO)PHENY L)-
• Synonyms: 1,3-BUTADIENE-1,1,3-TRICARBONITRILE, 2-AMINO-4-(p-(DIMETHYLAMINO)PHENY L)-
• CAS NO: 100991-84-2
• Molecular Formula: C₁₅H₁₃N₅
• Molecular Weight: 263.3
• Mol File: 100991-84-2.mol

Chemical Properties

• Boiling Point: 623.4°Cat760mmHg
• Flash Point: 330.8°C
• Appearance: /
• Density: 1.246g/cm³
• Vapor Pressure: 1.84E-15mmHg at 25°C
• Refractive Index: 1.658
• CAS DataBase Reference: 1,3-BUTADIENE-1,1,3-TRICARBONITRILE, 2-AMINO-4-(p-(DIMETHYLAMINO)PHENY L)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-BUTADIENE-1,1,3-TRICARBONITRILE, 2-AMINO-4-(p-(DIMETHYLAMINO)PHENY L)-(100991-84-2)
• EPA Substance Registry System: 1,3-BUTADIENE-1,1,3-TRICARBONITRILE, 2-AMINO-4-(p-(DIMETHYLAMINO)PHENY L)-(100991-84-2)

Safety Data

• Hazardous Substances Data: 100991-84-2(Hazardous Substances Data)

Usage

Type of Compound

Heterocyclic compound

Applications

a. Synthesis of pharmaceuticals
b. Synthesis of agrochemicals
c. Synthesis of dyes

Role in Organic Chemistry

Building block for various synthetic processes

Additional Uses

a. Production of fluorescent dyes
b. Research for anti-cancer properties

Hazardous Nature

Can be hazardous if not handled properly

Safety Precautions

Strict regulation of use to prevent health or environmental risks

InChI:InChI=1/C15H13N5/c1-20(2)14-5-3-11(4-6-14)7-12(8-16)15(19)13(9-17)10-18/h3-7H,19H2,1-2H3/b12-7+

Upstream product

• 868-54-2 1,1,3-tricyano-2-amino-1-propene 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 14778-29-1 1,1,2,2,-tetracyanoethane 

Downstream Products

• 1401793-97-2 4-amino-2-[4-(dimethylamino)phenyl]-6-methoxypyridine-3,5-dicarbonitrile 
• 1600532-26-0 ethyl 2-methyl-4-(4-dimethylaminophenyl)-5-cyano-6-(dicyanomethylidene)-1,6-dihydropyridine-3-carboxylate 

Relevant articles and documents

Synthesis and spectral studies of novel nicotinonitrile-based fluorescent dyes

The synthesis of novel highly efficient fluorescent dyes of 4-amino-2-chloro-6-arylpyridine-3,5-dicarbonitrile series via heterocyclization of aryl(heteryl)methylidene derivatives of malononitrile dimer bearing electron-donor groups was described. Solvatochromic behavior and substituents effect on the spectral-luminescent properties were also investigated. Strong solvatochromism and high relative fluorescence quantum yields up to 0.92 despite the large Stokes shift values and were observed.

Synthesis of Some New Polyfunctionalized Pyridines

5-Methyl-2,4-dihydro-3H-pyrazol-3-one and/or 5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one was reacted with arylidenemalononitrile in the presence of sodium alkoxide to give 2-amino-6-alkoxy-4-arylpyridine-3,5-dicarbonitrile 4a–e instead of the reported pyrazolo[3,4-b]pyridine-5-carbonitriles. The same products 4a–e were prepared via reaction of arylidenemalononitrile with sodium alkoxide in an appropriative alcohol. However, the new synthetic route for preparation of their positional isomer 4-amino-6-alkoxy-2-arylpyridine-3,5-dicarbonitrile 7a–j has been achieved via reaction of 2-aminoprop-1-ene-1,1,3-tricarbonitrile with different aromatic aldehydes under the same conditions.

Heterocyclization of michael adducts of β-diketones with arylmethylidene derivatives of malononitrile dimers

Reaction of arylmethylidene derivatives of malononitrile dimer with 1,3-cyclohexanediones in anhydrous methanol in the presence of sodium methylate as catalyst affords 4-amino-5-aryl-2-methoxy-6-oxo-5,6,7,8,9,10- hexahydrobenzo[b][1,8]naphthyridine-3-carb