(S,z)-5-(+)-(dec-1-enyl)oxacyclopentan-2-one

Base Information

• Chemical Name: (S,z)-5-(+)-(dec-1-enyl)oxacyclopentan-2-one
• CAS No.: 64726-93-8
• Deprecated CAS: 111192-53-1,133494-64-1,77518-55-9
• Molecular Formula: C₁₄H₂₄O₂
• Molecular Weight: 224.343
• European Community (EC) Number: 265-035-8
• DSSTox Substance ID: DTXSID501246064
• Mol file: 64726-93-8.mol

Synonyms:5-(dec-1-enyl)oxacyclopentan-2-one;japonilure

Chemical Property of (S,z)-5-(+)-(dec-1-enyl)oxacyclopentan-2-one

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 224.177630004
• Heavy Atom Count: 16
• Complexity: 221

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCC=CC1CCC(=O)O1
• Isomeric SMILES: CCCCCCCC/C=C\[C@@H]1CCC(=O)O1

Technology Process of (S,z)-5-(+)-(dec-1-enyl)oxacyclopentan-2-one

There total 1 articles about (S,z)-5-(+)-(dec-1-enyl)oxacyclopentan-2-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:

methyl 4-oxo-5-tetradecyonate (77889-02-2) → japonilure (64726-91-6) + (S)-5-<(Z)-dec-1-enyl>dihydrofuran-2(3H)-one (64726-93-8)

Guidance literature:

Yield given. Multistep reaction. Title compound not separated from byproducts;

DOI:10.1021/ja00334a042

Reference yield:

(S)-5-<(Z)-dec-1-enyl>dihydrofuran-2(3H)-one (64726-93-8) → japonilure (64726-91-6)

Guidance literature:

With potassium hydroxide; triphenylphosphine; diethylazodicarboxylate; Yield given. Multistep reaction; 1.) MeOH, 60 deg C, 3 h, 2.) THF, 20 deg C, 13 h;

upstream raw materials:

methyl 4-oxo-5-tetradecyonate

Downstream raw materials:

japonilure

Refernces

• 1、 Baker, Raymond,Rao, V. Bhaskar. "Synthesis of Optically Pure (R,Z)-5-Dec-1-enyloxacyclopentan-2-one, the Sex Pheromone of the Japanese Beetle". . p. 69 - 72. Retrieved 2007/10/02.