CAS 16954-74-8

2-(Dicyanomethylene)-1,3-indandione

Description:

2-(Dicyanomethylene)-1,3-indandione, commonly referred to as DCMI, is an organic compound characterized by its unique structure that features a dicyanomethylene group attached to an indandione framework. This compound is known for its vibrant color and is often utilized as a dye or pigment in various applications, including textiles and plastics. DCMI exhibits strong absorption in the visible spectrum, making it useful in photonic applications. It is typically a solid at room temperature and is soluble in organic solvents. The presence of the dicyanomethylene moiety contributes to its electron-withdrawing properties, enhancing its reactivity in certain chemical processes. Additionally, DCMI can participate in various chemical reactions, including nucleophilic additions and cycloadditions, due to the electrophilic nature of the carbonyl groups. Safety precautions should be taken when handling this compound, as it may pose health risks if ingested or inhaled. Overall, 2-(Dicyanomethylene)-1,3-indandione is a versatile compound with significant applications in materials science and organic synthesis.

Formula: C₁₂H₄N₂O₂

InChI: InChI=1S/C12H4N2O2/c13-5-7(6-14)10-11(15)8-3-1-2-4-9(8)12(10)16/h1-4H

InChI key: InChIKey=WQFLMIPTYDGFOB-UHFFFAOYSA-N

SMILES: C(C#N)(C#N)=C1C(=O)C=2C(C1=O)=CC=CC2

Synonyms:

• (1,3-Dioxo-1,3-dihydro-2H-inden-2-ylidene)malononitrile
• (1,3-Dioxoindan-2-ylidene)propanedinitrile
• (1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)propanedinitrile
• 2-(1,3-Dihydro-1,3-dioxo-2H-inden-2-ylidene)propanedinitrile
• 2-(1,3-Dioxo-1H-inden-2(3H)-ylidene)malononitrile
• 2-(1,3-Dioxo-2,3-dihydro-1H-inden-2-ylidene)propanedinitrile
• 2-(1,3-Dioxo-indan-2-ylidene)-malononitrile
• 2-(1,3-Dioxoinden-2-ylidene)propanedinitrile
• 2-(Dicyanomethylene)-1,3-indandione
• 2-(Dicyanomethylene)indan-1,3-dione
• 2-(Dicyanomethylene)indene-1,3-dione
• Propanedinitrile, (1,3-dihydro-1,3-dioxo-2H-inden-2-ylidene)-
• Propanedinitrile, 2-(1,3-dihydro-1,3-dioxo-2H-inden-2-ylidene)-
• Δ^2,α-Indanmalononitrile, 1,3-dioxo-

2-(Dicyanomethylene)indan-1,3-dione

CAS: 16954-74-8

Formula: C₁₂H₄N₂O₂

Purity: >98.0%(HPLC)(N)

Color and Shape: Light yellow to Amber to Dark green powder to crystal

Molecular weight: 208.18

Ref: 3B-D2090

2-(1,3-Dioxo-1H-inden-2(3H)-ylidene)malononitrile

CAS: 16954-74-8

Formula: C₁₂H₄N₂O₂

Purity: 98.0%

Molecular weight: 208.1724

Ref: IN-DA003F11

2-(Dicyanomethylene)indan-1,3-dione

CAS: 16954-74-8

2-(Dicyanomethylene)indan-1,3-dione

Formula: C₁₂H₄N₂O₂

Purity: 98%

Color and Shape: yellow powder

Molecular weight: 208.17g/mol

Ref: 54-OR6503

2-(Dicyanomethylene)indan-1,3-dione

CAS: 16954-74-8

2-(Dicyanomethylene)indan-1,3-dione is a zwitterion that can be used as an acceptor in organic synthesis. It reacts with nucleophiles (e.g., amines) to form the corresponding adducts and is reversibly hydrolyzed by water or alkali. 2-(Dicyanomethylene)indan-1,3-dione is also known for its ability to undergo nucleophilic attack of the carbonyl group and react with anilines to form the corresponding azine derivatives. This molecule has been shown to be a good candidate for use in uv irradiation due to its high absorption coefficient at 260 nm.

Formula: C₁₂H₄N₂O₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 208.17 g/mol

Ref: 3D-FD168900