CID 10102

Base Information

• Chemical Name: CID 10102
• CAS No.: 469-92-1
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• DSSTox Substance ID: DTXSID10963697
• Wikidata: Q105166345
• Mol file: 469-92-1.mol

Synonyms:CLOVENE;469-92-1;(1S,5S,8S)-4,4,8-Trimethyltricyclo[6.3.1.01,5]dodec-2-ene;DTXSID10963697;1,1,7-Trimethyl-1,4,5,6,7,8,9,9a-octahydro-3a,7-methanocyclopenta[8]annulene

Chemical Property of CID 10102

Chemical Property:

• Vapor Pressure: 0.019mmHg at 25°C
• Refractive Index: n20/D 1.495
• Boiling Point: 261.1°Cat760mmHg
• Flash Point: 109.3°C
• PSA: 0.00000
• Density: 0.95g/cm³
• LogP: 4.55910
• Storage Temp.: 2-8°C
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 312

Purity/Quality:

99% ^*data from raw suppliers

(?)-Clovene technical, ≥90% (sum of enantiomers, GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(C=CC23C1CCC(C2)(CCC3)C)C
• Isomeric SMILES: C[C@@]12CCC[C@]3(C1)C=CC([C@@H]3CC2)(C)C

Technology Process of CID 10102

There total 16 articles about CID 10102 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: 57.1%

β-caryophyllene (87-44-5) → β-caryolanol (58404-89-0,82008-48-8,129445-45-0,472-97-9) + (1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene (31887-51-1) + α-neoclovene (4545-68-0) + 4,5-dihydrocaryophyllen-4β-ol (86834-01-7) + (-)-Clovene (469-92-1) + (1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol (60269-12-7)

Guidance literature:

In hexane; at 68 ℃; for 24h;

DOI:10.1007/s11172-018-2179-3

Reference yield: 48.6%

β-caryophyllene (87-44-5) → (1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol (62560-57-0) + β-caryolanol (58404-89-0,82008-48-8,129445-45-0,472-97-9) + (1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene (31887-51-1) + α-neoclovene (4545-68-0) + ginsenol + 4,5-dihydrocaryophyllen-4β-ol (86834-01-7) + (-)-Clovene (469-92-1) + isocaryolan-8-ol (131717-65-2) + (1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol (60269-12-7)

Guidance literature:

With sulfuric acid; In diethyl ether; at 20 ℃; for 72h;

DOI:10.1007/s11172-018-2179-3

Reference yield: 44.7%

β-caryophyllene (87-44-5) → (1S,2S,5S,8S)-4,4,8-trimethyltricyclo<6.3.1.01,5>dodecan-2-ol (62560-57-0) + β-caryolanol (58404-89-0,82008-48-8,129445-45-0,472-97-9) + (1R,2S,7S,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,7>undec-5-ene (31887-51-1) + α-neoclovene (4545-68-0) + ginsenol + isocaryophyllene + 4,5-dihydrocaryophyllen-4β-ol (86834-01-7) + (-)-Clovene (469-92-1) + isocaryolan-8-ol (131717-65-2) + (1R,3Z,9S)-4,11,11-trimethyl-8-methylenebicyclo<7.2.0>undeca-3-ene (136296-35-0) + (1R,3Z,7Z,9S)-4,8,11,11-tetramethylbicyclo<7.2.0>undeca-3,7-diene (136296-37-2) + (1S,2S,5R)-1,4,4-trimethyltricyclo<6.3.1.02,5>dodec-8-ene (136376-06-2) + (1S,2R,5Z,9R)-2,6,10,10-tetramethyltricyclo<7.2.0.02,5>undec-5-ene + (1R,2S,5R,9S)-1,4,4-trimethyl-8-methylenetricyclo<7.2.0.02,5>undecane (169220-03-5) + (1S,2R,9R,E)-2,6,10,10-tetramethylbicyclo[7.2.0]undec-5-en-2-ol (60269-12-7)

Guidance literature:

With sulfuric acid; In diethyl ether; at 20 ℃; for 0.5h;

DOI:10.1007/s11172-018-2179-3

upstream raw materials:

β-caryophyllene

β-caryophyllene

Downstream raw materials:

Clovensaeure

Clovan

Refernces

• 1、 Rocha, Kelly A. da Silva,Rodrigues, Nathália V.S.,Kozhevnikov, Ivan V.,Gusevskaya, Elena V.. "Heteropoly acid catalysts in the valorization of the essential oils: Acetoxylation of β-caryophyllene". experimental part. p. 87 - 94. Retrieved 2010/10/21.