(9-Hydroxy-9h-fluoren-9-yl)acetonitrile

Base Information

• Chemical Name: (9-Hydroxy-9h-fluoren-9-yl)acetonitrile
• CAS No.: 17190-25-9
• Molecular Formula: C₁₅H₁₁NO
• Molecular Weight: 221.258
• NSC Number: 103107
• DSSTox Substance ID: DTXSID00295570
• Wikidata: Q82035564
• Mol file: 17190-25-9.mol

Synonyms:17190-25-9;(9-hydroxy-9h-fluoren-9-yl)acetonitrile;NSC103107;DTXSID00295570;NSC-103107

Chemical Property of (9-Hydroxy-9h-fluoren-9-yl)acetonitrile

Chemical Property:

• Vapor Pressure: 1.46E-09mmHg at 25°C
• Boiling Point: 468°Cat760mmHg
• Flash Point: 236.9°C
• Density: 1.266g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 320

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (9-Hydroxy-9h-fluoren-9-yl)acetonitrile

There total 6 articles about (9-Hydroxy-9h-fluoren-9-yl)acetonitrile 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: 87.0%

9-fluorenone (486-25-9,952573-42-1) + acetonitrile (75-05-8,26809-02-9) → 2-(9-hydroxy-9H-fluoren-9-yl)acetonitrile (17190-25-9)

Guidance literature:

acetonitrile; With n-butyllithium; In tetrahydrofuran; hexane; at -80 ℃; for 1h;

9-fluorenone; In tetrahydrofuran; hexane; at -80 - 20 ℃; Further stages.;

DOI:10.1080/00397910802006388

Reference yield: 14.5%

9-fluorenone (486-25-9,952573-42-1) + 4-chloro-n-butyric anhydride (20496-01-9) → 9H-fluorene (86-73-7) + fluorenyl-9 fluorenylidene-9' acetonitrile (70532-03-5) + 2-(9-hydroxy-9H-fluoren-9-yl)acetonitrile (17190-25-9) + Cyclopropanecarboxylic acid 9H-fluoren-9-yl ester (88070-89-7)

Guidance literature:

Further byproducts given; electrochemical reduction;

Reference yield: 8.0%

9-fluorenone (486-25-9,952573-42-1) + acetonitrile (75-05-8,26809-02-9) → 2-(9H-fluoren-9-ylidene)acetonitrile (4425-74-5) + 2-(9-hydroxy-9H-fluoren-9-yl)acetonitrile (17190-25-9)

Guidance literature:

electrochemical reduction;

upstream raw materials:

9-fluorenone

acetonitrile

4-chloro-n-butyric anhydride

9-<(4-chlorobutyroyl)oxy>fluorene

Downstream raw materials:

1-fluoren-9-ylidene-4,4-diphenyl-but-3-en-2-one