4-(3-Oxocyclohexyl)butanenitrile

Base Information

• Chemical Name: 4-(3-Oxocyclohexyl)butanenitrile
• CAS No.: 110718-80-4
• Molecular Formula: C10H15NO
• Molecular Weight: 165.23200
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90552129
• Mol file: 110718-80-4.mol

Synonyms:4-(3-OXOCYCLOHEXYL)BUTANENITRILE;110718-80-4;MFCD03841034;SCHEMBL12094424;DTXSID90552129;AKOS006277585

Chemical Property of 4-(3-Oxocyclohexyl)butanenitrile

Chemical Property:

• Vapor Pressure: 0.000482mmHg at 25°C
• Boiling Point: 313.9oC at 760 mmHg
• Flash Point: 143.6oC
• PSA: 40.86000
• Density: 0.989g/cm3
• LogP: 2.43958
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 165.115364102
• Heavy Atom Count: 12
• Complexity: 201

Purity/Quality:

97% ^*data from raw suppliers

4-(3-Oxocyclohexyl)butanenitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC(=O)C1)CCCC#N

Technology Process of 4-(3-Oxocyclohexyl)butanenitrile

There total 3 articles about 4-(3-Oxocyclohexyl)butanenitrile 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: 18.0%

cyclohexenone (930-68-7) + 4-bromobutanenitrile (5332-06-9) → 3-(3-cyanopropyl)cyclohexanone (110718-80-4)

Guidance literature:

With CuI*P(n-Bu)3; at -78 - 20 ℃; for 3h;

Reference yield:

cyclohexenone (930-68-7) + Bis(3-cyanopropyl)zinc (139527-24-5) → 3-(3-cyanopropyl)cyclohexanone (110718-80-4)

Guidance literature:

With chloro-trimethyl-silane; lithium chloride; Yield given. Multistep reaction; 1. THF; 2. -78 deg C to -10 deg C;

DOI:10.1021/jo00033a008

Reference yield:

cyclohexenone (930-68-7) + 4-iodobutyronitrile (6727-73-7) → 3-(3-cyanopropyl)cyclohexanone (110718-80-4)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jo00245a057

upstream raw materials:

cyclohexenone

4-iodobutyronitrile

Bis(3-cyanopropyl)zinc

4-bromobutanenitrile

Refernces

• 1、 Rozema, Michael J.,AchyuthaRao, Sidduri,Knochel, Paul. "Preparation of Functionalized Dialkylzinc Reagents via an Iodine-Zinc Exchange Reaction. Highly Enantioselective Synthesis of Functionalized Secondary Alcohols". . p. 1956 - 1958. Retrieved 2007/10/02.
• 2、 Rieke, Reuben D.,Wehmeyer, Richard M.,Wu, Tse-Chong,Ebert, Greg W.. "NEW ORGANOCOPPER REAGENTS PREPARED UTILIZING HIGHLY REACTIVE COPPER". . p. 443 - 454. Retrieved 2007/10/02.