Cyperene

Base Information

• Chemical Name: Cyperene
• CAS No.: 2387-78-2
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• Hs Code.: 2902909090
• NSC Number: 270757,147751,241249
• DSSTox Substance ID: DTXSID20913188
• Nikkaji Number: J187.494B
• Wikidata: Q27155098
• Mol file: 2387-78-2.mol

Synonyms:cyperene

Chemical Property of Cyperene

Chemical Property:

• Boiling Point: 268.9°Cat760mmHg
• Flash Point: 103.8°C
• PSA: 0.00000
• Density: 0.95g/cm³
• LogP: 4.55910
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 334

Purity/Quality:

99%, ^*data from raw suppliers

Cyperene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2CC3=C(CCC13C2(C)C)C
• Uses: Cyperene, a sesquiterpenic hydrocarbon, is one of the major chemical components found in the essential oil of Cyperus rotundus L.

Technology Process of Cyperene

There total 6 articles about Cyperene 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:

cyperotundone (3466-15-7,19419-41-1,92729-40-3) → cyperene (2387-78-2)

Guidance literature:

With boron trifluoride diethyl etherate; In acetic acid;

DOI:10.1002/jps.2600541233

Reference yield:

1,4,9,9-Tetramethyl-8a-hydroxy-1,2,6,7,8,8a-hexahydro-3H-3a,7-methano-azulen (56143-63-6,97118-32-6) → cyperene (2387-78-2)

Guidance literature:

Multi-step reaction with 4 steps

1: B₂H₆

2: (i) Ac₂O, Py, (ii) LiAlH₄, Et₂O

3: aq. Na₂Cr₂O₇ / diethyl ether

4: (i) aq. N₂H₄, EtOH, (ii) KOH, triethylene glycol

With sodium dichromate; diborane; In diethyl ether;

Reference yield:

1,4,9,9-Tetramethyl-5,8a-dihydroxy-1,2,4,5,6,7,8,8a-octahydro-3H-3a,7-methano-azulen (19419-42-2,97062-04-9) → cyperene (2387-78-2)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) Ac₂O, Py, (ii) LiAlH₄, Et₂O

2: aq. Na₂Cr₂O₇ / diethyl ether

3: (i) aq. N₂H₄, EtOH, (ii) KOH, triethylene glycol

With sodium dichromate; In diethyl ether;

upstream raw materials:

cyperotundone

Cyperenon-⁽⁹⁾

1,4,9,9-Tetramethyl-8a-hydroxy-1,2,6,7,8,8a-hexahydro-3H-3a,7-methano-azulen

1,4,9,9-Tetramethyl-5,8a-dihydroxy-1,2,4,5,6,7,8,8a-octahydro-3H-3a,7-methano-azulen

Downstream raw materials:

cyperotundone

(3aS)-1,4t,9,9-tetramethyl-(8aξ)-octahydro-3ar,7c-methano-azulene; dihydro-cyperene

(-)-patchoulenone

cyperene epoxide