1-Cyclopentylpentan-1-one

Base Information

• Chemical Name: 1-Cyclopentylpentan-1-one
• CAS No.: 6636-80-2
• Molecular Formula: C16H16BrClN2O2
• Molecular Weight: 154.2493
• NSC Number: 52302
• DSSTox Substance ID: DTXSID60287719
• Nikkaji Number: J940.227F
• Wikidata: Q82023843
• Mol file: 6636-80-2.mol

Synonyms:1-cyclopentylpentan-1-one;6636-80-2;NSC52302;SCHEMBL2125601;DTXSID60287719;BBL030034;NSC-52302;STL350267;AKOS011914534;VS-09570;CS-0358153

Chemical Property of 1-Cyclopentylpentan-1-one

Chemical Property:

• Vapor Pressure: 0.151mmHg at 25°C
• Boiling Point: 215°Cat760mmHg
• Flash Point: 86.6°C
• PSA: 17.07000
• Density: 0.91g/cm³
• LogP: 2.93590
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(=O)C1CCCC1

Technology Process of 1-Cyclopentylpentan-1-one

There total 11 articles about 1-Cyclopentylpentan-1-one 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: 80.0%

n-valeryl chloride (638-29-9) + cyclopentylmanganese bromide → 1-cyclopentylpentan-1-one (6636-80-2)

Guidance literature:

In diethyl ether; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(97)10747-X

Reference yield: 48.0%

n-butyllithium (109-72-8,29786-93-4) + carbon dioxide (124-38-9,18923-20-1) + cyclopentylmagnesium bromide (33240-34-5) → 1-cyclopentylpentan-1-one (6636-80-2)

Guidance literature:

cyclopentylmagnesium bromide; With iodine; lithium chloride; In tetrahydrofuran; diethyl ether; Inert atmosphere; Cooling with ice;

carbon dioxide; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.0166667h; under 5171.62 Torr; Flow reactor;

n-butyllithium; Further stages;

DOI:10.1002/anie.201405014

Reference yield: 36.0%

n-butyllithium (109-72-8,29786-93-4) + N-[1-Cyclopentyl-1-morpholin-4-yl-meth-(Z)-ylidene]-4-methyl-benzenesulfonamide (96977-72-9) → 1-cyclopentylpentan-1-one (6636-80-2)

Guidance literature:

In tetrahydrofuran; Ambient temperature;

DOI:10.1055/s-1987-28159

upstream raw materials:

1-cyclopentylpentan-1-ol

2-Cyclopentyl-4,4,6-trimethyl-5,6-dihydro-1,3-oxazin

n-butyllithium

tert-butylisonitrile

Refernces

• 1、 Cahiez, Gerard,Razafintsalama, Lynah,Laboue, Blandine,Chau, Francois. "Salt effects on the reactivity and the stability of organomanganese reagents". . p. 849 - 852. Retrieved 2007/10/03.