Jasmone

Base Information

• Chemical Name: Jasmone
• CAS No.: 488-10-8
• Deprecated CAS: 4907-07-7
• Molecular Formula: C11H16O
• Molecular Weight: 164.247
• Hs Code.: 29142990
• European Community (EC) Number: 207-668-4
• UNII: RC4W0G9YUK
• DSSTox Substance ID: DTXSID4047092
• Nikkaji Number: J2.598D
• Wikipedia: Jasmone
• Wikidata: Q418077
• RXCUI: 2557370
• Metabolomics Workbench ID: 2348
• ChEMBL ID: CHEMBL2251602
• Mol file: 488-10-8.mol

Synonyms:(Z)-3-methyl-2-(2-pentenyl)-2-cyclopenten-1-one;(Z)-jasmone;cis-jasmone;jasmone

Chemical Property of Jasmone

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 0.0567mmHg at 25°C
• Melting Point: 203 - 205oC
• Refractive Index: n20/D 1.498(lit.)
• Boiling Point: 264.2 °C at 760 mmHg
• Flash Point: 107.2 °C
• PSA: 17.07000
• Density: 0.937 g/cm³
• LogP: 3.02210
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 1.48g/L at 20℃
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

cis-Jasmone >92.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC=CCC1=C(CCC1=O)C
• Isomeric SMILES: CC/C=C\CC1=C(CCC1=O)C
• Description: This has a jasmine odor.
• Uses: Perfumery.

Technology Process of Jasmone

There total 150 articles about Jasmone 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: 97.0%

3-methyl-2-(2-pentynyl)-2-cyclopentenone (7051-37-8) → cis-jasmone (488-10-8)

Guidance literature:

With hydrogen; Lindlar's catalyst; In hexane;

Reference yield: 92.0%

undec-8c-ene-2,5-dione (4868-21-7) → cis-jasmone (488-10-8)

Guidance literature:

With sodium hydroxide; In ethanol; for 4h; Heating;

DOI:10.1246/bcsj.65.1257

Reference yield: 88.0%

2-(2-cis-pentenyl)-3-methyl-5-(phenylthio)-2-cyclopenten-1-one (128192-01-8) → cis-jasmone (488-10-8)

Guidance literature:

With nickel; In acetone;

DOI:10.1039/c39900000684

upstream raw materials:

3-(cis-3-hexen-1-yl)-2-cyclopenten-1-one

1,1-ethylenedioxy-3-(cis-hexen-1-yl)-3-(p-toluenesulfonyl)cyclopentane

3-chloro-2-<(diethoxyphosphoryl)oxy>-1-propene

2-acetyl-(Z)-hept-4-enoic acid methyl ester

Downstream raw materials:

dihydro-cis-jasmone

5-Methyl-5-cyclopenten-2-one-1-ylcarboxylic acid

levulinic acid

2-(2',3'-Dihydroxypentan-1'-yl)-3-methyl-2-cyclopenten-1-one

Refernces

• 1、 Mc Curry,Abe. "". . p. 1387. Retrieved 1974.
• 2、 Berkowitz,W.F.. "". . p. 341 - 342. Retrieved 1972.
• 3、 Ma, Xiaofeng,Dewez, Damien F.,Du, Le,Luo, Xiya,Markó, István E.,Lam, Kevin. "Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone". . . Retrieved 2018/10/15.