1,3-dioxo-2,3-dihydro-1H-indene-2-carbonitrile

Base Information

• Chemical Name: 1,3-dioxo-2,3-dihydro-1H-indene-2-carbonitrile
• CAS No.: 42382-92-3
• Molecular Formula: C₁₀H₅NO₂
• Molecular Weight: 171.155
• European Community (EC) Number: 654-742-0
• NSC Number: 163143
• DSSTox Substance ID: DTXSID50962447
• Nikkaji Number: J3.427.301D
• Wikidata: Q27451059
• ChEMBL ID: CHEMBL2032370
• Mol file: 42382-92-3.mol

Synonyms:42382-92-3;1,3-dioxo-2,3-dihydro-1H-indene-2-carbonitrile;1,3-dioxoindene-2-carbonitrile;1,3-dioxo-2-indanecarbonitrile;CHEMBL2032370;2-CYANO-1,3-INDANEDIONE;3vbw;NSC163143;Maybridge1_004169;2-Cyano indan-1,3-dione;DTXSID50962447;GKEKUQYTCADDSQ-UHFFFAOYSA-N;BDBM50383267;AKOS006274549;NSC-163143;AB-337/13036200;Q27451059;0FN

Chemical Property of 1,3-dioxo-2,3-dihydro-1H-indene-2-carbonitrile

Chemical Property:

• Vapor Pressure: 3.23E-07mmHg at 25°C
• Refractive Index: 1.608
• Boiling Point: 418.7 °C at 760 mmHg
• Flash Point: 207 °C
• PSA: 57.93000
• Density: 1.36 g/cm³
• LogP: 1.20538
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 171.032028402
• Heavy Atom Count: 13
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

1,3-dioxo-2,3-dihydro-1H-indene-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(C2=O)C#N

Technology Process of 1,3-dioxo-2,3-dihydro-1H-indene-2-carbonitrile

There total 8 articles about 1,3-dioxo-2,3-dihydro-1H-indene-2-carbonitrile 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: 91.0%

Diethyl phthalate (84-66-2) + acetonitrile (75-05-8,26809-02-9) → 1,3-dioxo-2-indancarbonitril (42382-92-3)

Guidance literature:

With sodium methylate;

DOI:10.1111/php.13378

Reference yield: 74.0%

1H-indene-1,3(2H)-dione (606-23-5) + P-toluenesulfonyl cyanide (19158-51-1) → 1,3-dioxo-2-indancarbonitril (42382-92-3)

Guidance literature:

1H-indene-1,3(2H)-dione; P-toluenesulfonyl cyanide; With potassium carbonate; In tetrahydrofuran; water; at 20 ℃;

With hydrogenchloride; In water; at 0 ℃; for 2h; pH=Ca. 2;

DOI:10.1039/c3ra41376d

Reference yield:

3-Cyanomethylene phthalide → 1,3-dioxo-2-indancarbonitril (42382-92-3)

Guidance literature:

With sodium; In methanol;

upstream raw materials:

phthalic anhydride

cyanoacetic acid

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

P-toluenesulfonyl cyanide

Refernces

• 1、 Sarkar, Sujan K.,Sawai, Asako,Kanahara, Kousei,Wentrup, Curt,Abe, Manabu,Gudmundsdottir, Anna D.. "Direct detection of a triplet vinylnitrene, 1,4-naphthoquinone-2-ylnitrene, in solution and cryogenic matrices". . p. 4207 - 4214. Retrieved 2015.
• 2、 -. "2-Cyano indan-1,3-diones". . . Retrieved 2008/06/13.