6-Cyano-1-indanone

Base Information

• Chemical Name: 6-Cyano-1-indanone
• CAS No.: 69975-66-2
• Molecular Formula: C₁₀H₇NO
• Molecular Weight: 157.172
• Hs Code.: 2926909090
• European Community (EC) Number: 840-370-8
• DSSTox Substance ID: DTXSID10452470
• Nikkaji Number: J558.512K
• Wikidata: Q72458355
• Mol file: 69975-66-2.mol

Synonyms:6-Cyano-1-indanone;69975-66-2;3-Oxo-indan-5-carbonitrile;2,3-Dihydro-3-oxo-1H-indene-5-carbonitrile;3-oxo-1,2-dihydroindene-5-carbonitrile;3-OXO-2,3-DIHYDRO-1H-INDENE-5-CARBONITRILE;1H-INDENE-5-CARBONITRILE, 2,3-DIHYDRO-3-OXO-;MFCD02179291;3-OXOINDANE-5-CARBONITRILE;6-CYANOINDANONE;1-Oxoindan-6-carbonitrile;1-oxo-6-indanecarbonitrile;SCHEMBL435225;DTXSID10452470;UJBIKXKXAWDYIB-UHFFFAOYSA-N;CS-D0094;AKOS006277733;AC-2270;FS-3464;MB02308;3-oxo-1,2-dihydro-indene-5-carbonitrile;SY047608;FT-0646492;A26841;EN300-171089;3-oxidanylidene-1,2-dihydroindene-5-carbonitrile;A836719;J-512996;Z1198159841

Chemical Property of 6-Cyano-1-indanone

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 109 °C
• Refractive Index: 1.596
• Boiling Point: 312.596 °C at 760 mmHg
• Flash Point: 142.853 °C
• PSA: 40.86000
• Density: 1.237 g/cm³
• LogP: 1.68718
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 157.052763847
• Heavy Atom Count: 12
• Complexity: 250

Purity/Quality:

98%min ^*data from raw suppliers

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=C1C=CC(=C2)C#N

Technology Process of 6-Cyano-1-indanone

There total 6 articles about 6-Cyano-1-indanone 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: 67.0%

carbon monoxide (201230-82-2) + 4-[2-(trimethylsilyl)ethynyl]benzonitrile (75867-40-2) → 1-oxo-6-indanecarbonitrile (69975-66-2)

Guidance literature:

With water; triethylamine; triphenylphosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In tetrahydrofuran; at 160 ℃; for 4h; under 51485.6 Torr;

DOI:10.1021/jo00072a020

Reference yield: 52.0%

6-aminoindan-1-one (69975-65-1) + copper(I) cyanide (544-92-3) → 1-oxo-6-indanecarbonitrile (69975-66-2)

Guidance literature:

6-aminoindan-1-one; With hydrogenchloride; sodium nitrite;

copper(I) cyanide; In water; toluene; at 50 - 60 ℃; for 1h; Further stages.;

DOI:10.1021/jm020067s

Reference yield:

6-nitroindan-1-one (24623-24-3) → 1-oxo-6-indanecarbonitrile (69975-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 78 percent / H₂ / PtO₂ / ethanol; H₂O / 0.67 h / 3102.97 Torr

2.1: NaNO₂; aq. HCl

2.2: 52 percent / H₂O; toluene / 1 h / 50 - 60 °C

With hydrogenchloride; hydrogen; sodium nitrite; platinum(IV) oxide; In ethanol; water;

DOI:10.1021/jm020067s

upstream raw materials:

carbon monoxide

4-[2-(trimethylsilyl)ethynyl]benzonitrile

6-aminoindan-1-one

copper(I) cyanide

Refernces

• 1、 Takeuchi, Ryo,Yasue, Hiroyuki. "Rhodium Complex-Catalyzed Desilylative Cyclocarbonylation of 1-Aryl-2-(trimethylsilyl)acetylenes: A New Route to 2,3-Dihydro-1H-inden-1-ones". . p. 5386 - 5392. Retrieved 2007/10/02.