9H-Fluorene-2-carbonitrile

Base Information

• Chemical Name: 9H-Fluorene-2-carbonitrile
• CAS No.: 2523-48-0
• Molecular Formula: C14H9 N
• Molecular Weight: 191.232
• Hs Code.: 2926909090
• European Community (EC) Number: 219-752-8
• NSC Number: 60927
• DSSTox Substance ID: DTXSID50179891
• Nikkaji Number: J103.898B
• Wikidata: Q83050399
• Mol file: 2523-48-0.mol

Synonyms:Fluorene-2-carbonitrile(6CI,7CI,8CI); 2-Cyanofluorene; NSC 60927

Chemical Property of 9H-Fluorene-2-carbonitrile

Chemical Property:

• Vapor Pressure: 2.02E-05mmHg at 25°C
• Boiling Point: 361.8°Cat760mmHg
• Flash Point: 173.5°C
• PSA: 23.79000
• Density: 1.21g/cm³
• LogP: 3.12948
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 191.073499291
• Heavy Atom Count: 15
• Complexity: 287

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C3=C1C=C(C=C3)C#N

Technology Process of 9H-Fluorene-2-carbonitrile

There total 19 articles about 9H-Fluorene-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: 98.0%

2-(4-cyanophenyl)-benzyl chloride (352616-96-7) → 2-cyanofluorene (2523-48-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; Trimethylacetic acid; In tetrahydrofuran; at 25 ℃; for 18h; Glovebox; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0039-1690812

Reference yield: 98.0%

2'-bromo-biphenyl-4-carbonitrile (482377-55-9) + diazomethyl-trimethyl-silane (18107-18-1) → 2-cyanofluorene (2523-48-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; potassium carbonate; In 1,4-dioxane; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acscatal.6b03562

Reference yield: 95.0%

9H-fluorene-2-carbaldehyde (30084-90-3) → 2-cyanofluorene (2523-48-0)

Guidance literature:

With ferric(III) bromide; trimethylsilylazide; In acetonitrile; at 60 ℃; for 4h;

DOI:10.1021/acscatal.1c00733

upstream raw materials:

2-aminofluorene

potassium cyanide

fluorene-2-diazonium ; chloride

2-nitro-9H-fluorene

Downstream raw materials:

(2-aminophenyl)(9H-fluoren-2-yl)methanone

(9H-fluoren-2-yl)methanamine

2-Cyanfluorenyl-⁽⁹⁾-triphenylphosphonium-bromid

2-cyano-9,9-dimethylfluorene

Refernces

• 1、 Chatterjee, Basujit,Jena, Soumyashree,Chugh, Vishal,Weyhermüller, Thomas,Werlé, Christophe. "A Molecular Iron-Based System for Divergent Bond Activation: Controlling the Reactivity of Aldehydes". . p. 7176 - 7185. Retrieved 2021/06/30.
• 2、 -. "Cyaniding method for preparing nitrile compound". Paragraph 0110-0112. . Retrieved 2018/05/30.