Germacrone 4,5-epoxide

Base Information

• Chemical Name: Germacrone 4,5-epoxide
• CAS No.: 92691-35-5
• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.338
• ChEMBL ID: CHEMBL4211912
• Wikidata: Q104990529
• Mol file: 92691-35-5.mol

Synonyms:Germacrone 4,5-epoxide;(1S,10S,E)-6,10-dimethyl-3-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-4-one;92691-35-5;CHEMBL4211912;(1S,6E,10S)-6,10-dimethyl-3-(propan-2-ylidene)-11-oxabicyclo[8.1.0]undec-6-en-4-one;HY-N8402;AKOS026674272;CS-0144081

Chemical Property of Germacrone 4,5-epoxide

Chemical Property:

• Boiling Point: 340.8±41.0 °C(Predicted)
• Density: 1.011±0.06 g/cm3(Predicted)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 234.161979940
• Heavy Atom Count: 17
• Complexity: 399

Purity/Quality:

Analysis control,96.5% ^*data from raw suppliers

Germacrone4,5-epoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CCCC2(C(O2)CC(=C(C)C)C(=O)C1)C
• Isomeric SMILES: C/C/1=C\CC[C@]2([C@@H](O2)CC(=C(C)C)C(=O)C1)C

Technology Process of Germacrone 4,5-epoxide

There total 12 articles about Germacrone 4,5-epoxide 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: 79.0%

germacrone (6902-91-6) → germacrone-1,10-epoxide + (4S,5S)-(+)-germacrone 4,5-epoxide (32179-17-2,70680-71-6,92691-35-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 6h; Inert atmosphere;

DOI:10.1002/chem.201300662

Reference yield: 19.0%

germacrone (6902-91-6) → 1,10-epoxygermacrone (52061-45-7,106862-05-9,142794-64-7) + (+/-)-germacrone-4,5-epoxide (32179-17-2,70680-71-6,92691-35-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃;

DOI:10.3390/molecules24162898

Reference yield: 2.0%

(4S,5S)-epoxy-(+)-4,5-dihydrogermacrone (32179-17-2,70680-71-6,92691-35-5) → (+/-)-Germacron-5,6-epoxid (32179-17-2,70680-71-6,92691-35-5) + (1S,10S),(4S,5S)-germacrone-1(10),4-diepoxide (32179-18-3,70629-66-2,70629-67-3,120787-82-8,133098-06-3,135682-22-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Ambient temperature;

upstream raw materials:

germacrone

(4S,5S)-epoxy-(+)-4,5-dihydrogermacrone

Downstream raw materials:

C₁₅H₂₀O

C₁₅H₂₂O₂

C₁₅H₂₂O₂

curcumadione