9-Phenanthreneacetonitrile

Base Information

• Chemical Name: 9-Phenanthreneacetonitrile
• CAS No.: 50781-52-7
• Molecular Formula: C16H11N
• Molecular Weight: 217.27
• DSSTox Substance ID: DTXSID80198818
• Nikkaji Number: J613.477G
• Wikidata: Q83071654
• Mol file: 50781-52-7.mol

Synonyms:9-Phenanthreneacetonitrile;9-Phenthanthrylacetonitrile;Phenanthrene-9-acetonitrile;50781-52-7;9-phenanthrylacetonitrile;SCHEMBL1343730;DTXSID80198818

Chemical Property of 9-Phenanthreneacetonitrile

Chemical Property:

• Vapor Pressure: 7.76E-08mmHg at 25°C
• Boiling Point: 437°Cat760mmHg
• Flash Point: 249.1°C
• Density: 1.181g/cm³
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 217.089149355
• Heavy Atom Count: 17
• Complexity: 313

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C3=CC=CC=C23)CC#N

Technology Process of 9-Phenanthreneacetonitrile

There total 12 articles about 9-Phenanthreneacetonitrile 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: 89.0%

9-bromomethylphenantrene (24471-57-6) + potassium cyanide (151-50-8) → 9-(cyanomethyl)phenanthrene (50781-52-7)

Guidance literature:

In ethanol; water; for 3h; Heating;

DOI:10.1021/jo00223a046

Reference yield: 79.0%

C16H10F2 → 9-(cyanomethyl)phenanthrene (50781-52-7)

Guidance literature:

With ammonium hydroxide; In acetonitrile; at 60 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.1c04336

Reference yield: 58.0%

C10H8IN + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 9-(cyanomethyl)phenanthrene (50781-52-7)

Guidance literature:

With cesium fluoride; bis-diphenylphosphinomethane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; acetonitrile; at 110 ℃; for 24h;

DOI:10.1021/jo9017827

upstream raw materials:

9-bromomethylphenantrene

potassium cyanide

formaldehyd

phenanthrene

Downstream raw materials:

9-phenanthreneacetic acid chloride

4-oxo-4,5-dihydroacephenanthrylene

4-(1-propenyl)acephenanthrylene

4-(2-propenyl)acephenanthrylene

Refernces

• 1、 Worlikar, Shilpa A.,Larock, Richard C.. "Synthesis of 9-fluorenylidenes and 9,10-phenanthrenes through palladium-catalyzed aryne annulation by o-halostyrenes and o-halo allylic benzenes". supporting information; experimental part. p. 9132 - 9139. Retrieved 2010/03/01.
• 2、 Mulder, Patrick P. J.,Boere, Ben B.,Baart, Arthur,Cornelisse, Jan,Lugtenburg, Johan. "Synthesis and spectroscopy of nine isomeric methylacephenanthrylenes". . p. 22 - 32. Retrieved 2007/10/02.