9-Oxofluorene-4-carbonitrile

Base Information

• Chemical Name: 9-Oxofluorene-4-carbonitrile
• CAS No.: 4269-20-9
• Molecular Formula: C₁₄H₇NO
• Molecular Weight: 205.216
• Hs Code.: 2926909090
• NSC Number: 134568
• DSSTox Substance ID: DTXSID60300073
• Nikkaji Number: J3.402.085J
• Wikidata: Q82042864
• Mol file: 4269-20-9.mol

Synonyms:4-cyano-9-fluorenone;9-oxofluorene-4-carbonitrile;4269-20-9;9-oxo-9h-fluorene-4-carbonitrile;NSC134568;4-cyanofluoren-9-one;Cambridge id 5571830;SCHEMBL9266802;DTXSID60300073;4-Cyano-9-fluorenone,99.5+%;CCG-233778;NSC-134568;EU-0068191;SR-01000400427;SR-01000400427-1

Chemical Property of 9-Oxofluorene-4-carbonitrile

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Vapor Pressure: 8.52E-07mmHg at 25°C
• Melting Point: 244°C
• Refractive Index: 1.687
• Boiling Point: 405.8 °C at 760 mmHg
• Flash Point: 199.2 °C
• PSA: 40.86000
• Density: 1.33 g/cm³
• LogP: 2.76968
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 205.052763847
• Heavy Atom Count: 16
• Complexity: 353

Purity/Quality:

99% ^*data from raw suppliers

4-CYANO-9-FLUORENONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(C=CC=C3C2=O)C#N

Technology Process of 9-Oxofluorene-4-carbonitrile

There total 11 articles about 9-Oxofluorene-4-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: 72.0%

9-fluorenone-4-carbonyl amide (42135-38-6) → 4-cyano-9-fluorenone (4269-20-9)

Guidance literature:

With phosphorus pentachloride; In 5,5-dimethyl-1,3-cyclohexadiene; at 110 - 120 ℃; for 2h;

DOI:10.1039/d0cc01236j

Reference yield: 60.0%

9,10-phenanthrenequinone monooxime benzenesulfonate → 4-cyano-9-fluorenone (4269-20-9)

Guidance literature:

In various solvent(s); at 100 ℃; for 6h;

DOI:10.1134/S1070427206080362

Reference yield:

diphenic acid (863305-32-2) → 4-cyano-9-fluorenone (4269-20-9)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄ / 140 °C

2: SOCl₂ / 25 °C

3: NH₂SO₂NH₂ / 120 °C

With thionyl chloride; sulfuric acid; SULFAMIDE; 1: Cyclization / 2: Substitution / 3: Acylation;

DOI:10.1002/(SICI)1097-458X(199807)36:7<520::AID-OMR327>3.0.CO;2-7

upstream raw materials:

phenanthrene-9,10-dione oxime

2'-cyano-2-biphenylcarbonyl chloride

9-fluorenone-4-carbonyl chloride

diethyl ether

Downstream raw materials:

4-Cyano-9-fluoren

Refernces

• 1、 Ghamari, Pegah,Hamzehpoor, Ehsan,Niazi, Muhammad Rizwan,Perepichka, Dmitrii F.,Perepichka, Igor F.. "Nitroaromatics as n-type organic semiconductors for field effect transistors". . p. 6432 - 6435. Retrieved 2020/06/21.