1H-Indene-1,2(3H)-dione

Base Information

• Chemical Name: 1H-Indene-1,2(3H)-dione
• CAS No.: 16214-27-0
• Molecular Formula: C9H6O2
• Molecular Weight: 146.145
• Hs Code.: 29143990
• European Community (EC) Number: 625-123-2
• NSC Number: 62555
• UNII: 7LZB7QNE77
• DSSTox Substance ID: DTXSID50167314
• Nikkaji Number: J680.242G
• Wikipedia: 1,2-Indandione
• Wikidata: Q63617674
• ChEMBL ID: CHEMBL235288
• Mol file: 16214-27-0.mol

Synonyms:1,2-indanedione;indanedione

Chemical Property of 1H-Indene-1,2(3H)-dione

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0.0056mmHg at 25°C
• Melting Point: 117-124°C
• Refractive Index: 1.61
• Boiling Point: 273.8 °C at 760 mmHg
• Flash Point: 106.4 °C
• PSA: 34.14000
• Density: 1.31 g/cm³
• LogP: 0.99450
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 146.036779430
• Heavy Atom Count: 11
• Complexity: 208

Purity/Quality:

98% ^*data from raw suppliers

Indan-1,2-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-43-52/53
• Safety Statements: 24/25-61-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C(=O)C1=O
• Uses: Indan-1,2-dione is a latent fingerprint reagent widely used in forensic chemistry. It can also be used to synthesize polycyclic arene and heteroarene systems containing five membered rings.

Technology Process of 1H-Indene-1,2(3H)-dione

There total 25 articles about 1H-Indene-1,2(3H)-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.2%

indan-1,2-dione-2-oxime (15028-10-1) → indan-1,2-dione (16214-27-0)

Guidance literature:

With hydrogenchloride; formaldehyd; at 20 ℃;

DOI:10.1021/jo0105179

Reference yield: 85.0%

2-hydroxyindan-1-one (1579-16-4) → indan-1,2-dione (16214-27-0)

Guidance literature:

With chromium(VI) oxide; hydrogen cation; In acetone; for 0.166667h;

DOI:10.1021/jo972088d

Reference yield: 81.0%

1-indene (95-13-6) → indan-1,2-dione (16214-27-0)

Guidance literature:

With tert.-butylhydroperoxide; water; tetra-(n-butyl)ammonium iodide; In acetonitrile; at 90 ℃; for 12h;

DOI:10.1021/acscatal.9b05197

upstream raw materials:

indan-1,2-dione-2-oxime

1H-inden-3-yl acetate

1,2-dibromoindane

inden-1-one

Downstream raw materials:

2-(4-methyl-benzylidene)-indan-1,3-dione

1,2-indanedione E-4-phenyl-2-semicarbazone

trans-indane-1,2-diol

2-hydroxyindan-1-one

Refernces

• 1、 Dayan, Sharon,Almog, Joseph,Khodzhaev, Oleg,Rozen, Shlomo. "A Novel Synthesis of Indandiones Using the HOF*CH3CN Complex". . p. 2752 - 2754. Retrieved 1998.
• 2、 Petrovskaia,Taylor,Hauze,Carroll,Joullie. "Investigations of the reaction mechanisms of 1,2-indanediones with amino acids". . p. 7666 - 7675. Retrieved 2001.
• 3、 Ma, Zhiming,Ren, Peng,Song, Tao,Xiao, Jianliang,Yang, Yong,Yuan, Youzhu. "A Bifunctional Iron Nanocomposite Catalyst for Efficient Oxidation of Alkenes to Ketones and 1,2-Diketones". . p. 4617 - 4629. Retrieved 2020/05/19.
• 4、 Dhakshinamoorthy, Amarajothi,Primo, Ana,Concepcion, Patricia,Alvaro, Mercedes,Garcia, Hermenegildo. "Doped graphene as a metal-free carbocatalyst for the selective aerobic oxidation of benzylic hydrocarbons, cyclooctane and styrene". . p. 7547 - 7554. Retrieved 2013/07/11.