25116-35-2

Usage

Appearance

Brightly colored orange to yellow crystalline solid The compound forms solid crystals with a vivid orange or yellow hue.

Solubility

Sparingly soluble in water The compound does not dissolve easily in water, indicating a low solubility.

Usage as a dye intermediate

The compound is commonly used as a precursor in the synthesis of various dyes, particularly fluorescent dyes.

Application in the production of fluorescent dyes

Due to its strong fluorescence, 2-(1-naphthylmethylene)-1H-indene-1,3(2H)-dione is a popular choice for creating fluorescent dyes.

Synthesis of organic compounds

The compound is also used in the synthesis of various organic compounds, contributing to the development of new materials and chemical processes.

Research applications

It serves as a fluorescence probe in research, allowing scientists to study and analyze various chemical and physical properties of materials.

Fields of interest

Researchers and scientists in the fields of organic chemistry and materials science often utilize 2-(1-naphthylmethylene)-1H-indene-1,3(2H)-dione for its strong fluorescence and unique properties.

Upstream product

• 110-89-4 piperidine 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 64-17-5 ethanol 
• 66-77-3 1-naphthaldehyde 
• 890-50-6 [1]naphthylmethylen-aniline 

Downstream Products

• 791-28-6 Triphenylphosphine oxide 
• 1612772-41-4 (E)-2-benzylidene-5-(naphthalen-1-yl)spiro[cyclopentane-1,2'-indene]-1',3,3'-trione 

Relevant academic research and scientific papers

Selected drug-likeness properties of 2-arylidene-indan-1,3-dione derivatives—chemical compounds with potential anti-cancer activity

2-Arylidene-indan-1,3-done derivatives have very different properties, thanks to which they find various applications in science, medicine, and industry. Selected derivatives show antivi-ral, antibacterial, and anti-inflammatory activity. This paper prese

Highly diastereoselective spiro-cyclopropanation of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides

A highly diastereoselective spiro-cyclopropanation reaction of 2-arylidene-1,3-indanediones and dimethylsulfonium ylides has been developedviabase-induced annulation. This efficient and simple protocol features simple operations, mild conditions and excellent functional group compatibility. A variety of structurally interesting spiro-cyclopropanes were prepared in excellent yields and diastereomeric ratios (up to 97% yield and 20?:?1 dr). Also, ring expansion of the cyclopropanation product to quickly deliver a complex indeno[1,2-c]pyridazine structure showcased an interesting application of this method.

Phosphine-Catalyzed Cascade Michael Addition/[4+2] Cycloaddition Reaction of Allenoates and 2-Arylidene-1,3-indanediones

The phosphine-catalyzed cascade Michael addition/[4+2] cycloaddition reaction of tetrahydrobenzofuranone-derived allenoates and 2-arylidene-1,3-indanediones has been reported, affording spirocyclic 1,3-indanedione derivatives in moderate to high yields wi

Organophosphine-catalyzed intramolecular hydroacylation of activated alkynes

We present the details of an organophosphine-catalyzed Morita-Baylis-Hillman-type reaction of activated alkynes. The outcome is an intramolecular hydroacylation of α,β-ynones leading to the formation of 1,3-cyclopenta-, cyclohepta-, and cyclooctadione-fused arenes and heteroarenes. In addition, during the course of the investigation, a phosphine-catalyzed intramolecular aldol reaction of keto-ynones via δ′[C(sp3)-H]-functionalization was discovered, and a new annulation event comprising of a ω′[C(sp3)-H]-functionalization of α,β-ynones was also uncovered. The mechanisms governing these processes have been thoroughly elucidated.

Rapid and selective synthesis of spiropyrazolines and pyrazolylphthalides employing Seyferth-Gilbert reagent

An unexpected product-selectivity in the reaction of 2-arylideneindane-1,3-dione with dimethyl diazomethylphosphonate leading to the formation of two different types of products is reported. The reaction carried out in acetone in the presence of catalytic amount of cesium fluoride afforded spiropyrazoline phosphonates via 1,3-dipolar cycloaddition reaction, whereas the reaction in methanol yielded an interesting class of pyrazolylphthalides. This strategy provides an efficient alternative method for the construction of pyrazolylphthalides, and moreover, the process is general, works under mild conditions, and exhibits high functional group compatibility.

Chemo- and Diastereoselective Construction of Indenopyrazolines via a Cascade aza-Michael/Aldol Annulation of Huisgen Zwitterions with 2-Arylideneindane-1,3-diones

A cascade aza-Michael/Aldol annulation of 2-arylideneindane-1,3-diones with in situ generated Huisgen zwitterions has been developed. This reaction afforded the desired products in moderate to good yields (up to 87%) with excellent chemo- and diastereoselectivity (up to 20:1). This strategy allows facile diastereoselective preparation of biologically important indenopyrazoline derivatives containing two contiguous chiral centers including a quaternary stereogenic center. (Figure presented.).

Aqueous extract of Balanites roxburghii fruit: A green dispersant for C-C bond formation

An aqueous biosurfactant solution, a biobased green acidic catalyst for Knoevenagel condensation of 1,3-indanedione with aryl aldehydes and tandem Knoevenagel-Michael reaction of 3-methyl-1-phenylpyrazole with aryl aldehydes, has been reported for the fir

Synthesis of new class of spirocarbocycle derivatives by multicomponent domino reaction and their evaluation for antimicrobial, anticancer activity and molecular docking studies

A series of 25 new spirocarbocycles were synthesized by a three component reaction that involves few cyclic nucleophiles, vinyl malononitriles and aldehydes with variable substitution patterns. All the synthesized compounds were evaluated for their antimi

Phosphine-catalyzed [4 + 2] annulation of γ-substituent allenoates: Facile access to functionalized spirocyclic skeletons

The first phosphine-catalyzed [4 + 2] annulation of γ-substituted allenoates with 2-arylidene-1H-indene-1,3(2H)-diones is disclosed. In the reaction, the γ-substituted allenoate serves as a new type of 1,4-dipolar synthon; this broadens the application of

Synthesis of novel indane-1,3-dione derivatives and their biological evaluation as anticoagulant agents

2-Substituted derivatives of indane-1,3-dione 3a-f , 5a-g, 6a-g were synthesized and investigated as anticoagulant agents. 2-Arylindane-1,3-diones (3) were obtained in the reaction of phthalide with appropriate arylaldehydes. 2-Arylmethyleneindane-1,3-diones (5) were prepared by condensation of indane-1,3-dione with the corresponding arylaldehydes. The compounds 5 were converted into their methyl analogues 6 by reduction with sodium tetrahydroborate. All of the compounds studied were screened for the anticoagulant activity. The highest prothrombin time was established for 2-[4-(methylsulfanyl) phenyl]indane-1,3-dione (3c) (PT = 33.71 (± 26.01) s), which was very close to PT of the drug anisindione (PT = 36.0 (± 26.42) s).