2-Pentyl-2-cyclopenten-1-one

Base Information

• Chemical Name: 2-Pentyl-2-cyclopenten-1-one
• CAS No.: 25564-22-1
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Hs Code.: 2914299000
• European Community (EC) Number: 247-104-4
• UNII: 1UOK9N9N72
• DSSTox Substance ID: DTXSID6029331
• Nikkaji Number: J22.872I
• Wikidata: Q27252921
• Metabolomics Workbench ID: 130615
• ChEMBL ID: CHEMBL3183509
• Mol file: 25564-22-1.mol

Synonyms:2-Pentyl-2-cyclopenten-1-one;25564-22-1;2-Pentylcyclopent-2-en-1-one;2-Cyclopenten-1-one, 2-pentyl-;Amyl cyclopentenone;2-Pentyl-2-Cyclopentene-1-One;BRN 1857975;EINECS 247-104-4;2-pentyl-2-cyclopentenone;UNII-1UOK9N9N72;1UOK9N9N72;DTXSID6029331;2-pentyl-cyclopent-2-en-1-one;EC 247-104-4;4-07-00-00195 (Beilstein Handbook Reference);DTXCID809331;2-pentylcyclopent-2-enone;CAS-25564-22-1;2-pentyl-cyclopent-2-enone;2-n-pentyl-2-cyclopentenone;2-Amyl 2-cyclopenten-1-one;SCHEMBL357488;CHEMBL3183509;2-Cyclopenten-1-one,2-pentyl-;2-n-pentyl-cyclopent-2-en-1-one;Tox21_201738;Tox21_303448;BBL009816;MFCD00036631;STL145849;AKOS000120813;NCGC00249109-01;NCGC00257294-01;NCGC00259287-01;LS-58373;VS-02198;CS-0152312;FT-0711591;P1142;2 - pentylcyclopent - 2 - en - 1 - one;EN300-18643;D84134;Q27252921

Chemical Property of 2-Pentyl-2-cyclopenten-1-one

Chemical Property:

• Vapor Pressure: 0.0453mmHg at 25°C
• Refractive Index: n20/D 1.473(lit.)
• Boiling Point: 114-116 ºC15 mm Hg(lit.)
• Flash Point: 205 ºCF
• PSA: 17.07000
• Density: 0.921 g/mL at 25 °C(lit.)
• LogP: 2.85600
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 168

Purity/Quality:

99.9% ^*data from raw suppliers

2-Pentyl-2-cyclopenten-1-one >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatic Ketones, Other
• Canonical SMILES: CCCCCC1=CCCC1=O

Technology Process of 2-Pentyl-2-cyclopenten-1-one

There total 132 articles about 2-Pentyl-2-cyclopenten-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: 99.0%

2-n-pentyl-4-cyclopentenone (70396-78-0) → 2-pentyl-2-cyclopenten-1-one (25564-22-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In nitrogen; toluene;

Reference yield: 90.5%

pentanal (110-62-3) + cyclopentanone (120-92-3) → 2-pentyl-2-cyclopenten-1-one (25564-22-1)

Guidance literature:

With tert-butyldimethylsilyl iodide; sodium hydroxide; In water; at 160 ℃; for 4.5h; under 75.0075 - 3750.38 Torr; Reagent/catalyst; Temperature; Pressure; Further stages; Autoclave; Inert atmosphere;

Reference yield: 87.0%

2-(E)-pentylidene cyclopentanone (67382-39-2) → 2-pentyl-2-cyclopenten-1-one (25564-22-1)

Guidance literature:

With hydrogenchloride; butan-1-ol; at 90 ℃; for 19h;

DOI:10.1246/bcsj.59.2657

upstream raw materials:

2-isobutoxycyclopent-2-enone

1-Bromopentane

2-ethoxy-3-vinylsulfanyl-propene

3-pentyl-penta-1,2,4-triene

Downstream raw materials:

(R)-2-pentyl-2-cyclopentenol

(S)-2-pentyl-2-cyclopentenol

<2S*,3R*>-3-methoxycarbonylmethyl-2-pentylcyclopentanone(methyl dihydroepijasmonate)

methyl 3-oxo-2-pentylcyclopentaneacetate

Refernces

• 1、 Nakai,T. et al.. "-". . p. 1531 - 1534. Retrieved 1975.
• 2、 Murai et al.. "". . p. 573. Retrieved 1977.
• 3、 Kerr, William J.,McLaughlin, Mark,Pauson, Peter L.,Robertson, Sarah M.. "Vinyl esters as ethylene equivalents in the Khand annulation reaction". . p. 2171 - 2172. Retrieved 1999.
• 4、 Bloch. "". . p. 3945,3947. Retrieved 1979.
• 5、 Delbecq,Gore. "". . p. 3459. Retrieved 1976.
• 6、 M?ki-Arvela, P?ivi,Shcherban, Nataliya,Lozachmeur, Chloé,Er?nen, Kari,Aho, Atte,Smeds, Annika,Kumar, Narendra,Peltonen, Janne,Peurla, Markus,Russo, Vincenzo,Volcho, Konstantin P.,Murzin, Dmitry Yu.. "Aldol Condensation of Cyclopentanone with Valeraldehyde Over Metal Oxides". . p. 1383 - 1395. Retrieved 2019/02/26.
• 7、 -. "Method for preparing amyl cyclopentenone through organic solvent-free isomerization in methyl dihydrojasmonate synthesis". Paragraph 0013-0015. . Retrieved 2020/01/03.