Filicene

Base Information

• Chemical Name: Filicene
• CAS No.: 2472-29-9
• Molecular Formula: C30H50
• Molecular Weight: 410.727
• DSSTox Substance ID: DTXSID201118038
• Nikkaji Number: J17.076C
• Wikidata: Q104398782
• Mol file: 2472-29-9.mol

Synonyms:filicene

Chemical Property of Filicene

Chemical Property:

• Melting Point: 224-226 °C
• Boiling Point: 456.9±12.0 °C(Predicted)
• PSA: 0.00000
• Density: 0.946±0.06 g/cm3(Predicted)
• LogP: 9.05400
• XLogP3: 10.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 410.391251595
• Heavy Atom Count: 30
• Complexity: 745

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCCC2C1(CCC3C2(CCC4(C3(CCC5(C4CCC5C(C)C)C)C)C)C)C
• Isomeric SMILES: CC1=CCC[C@@H]2[C@@]1(CC[C@H]3[C@]2(CC[C@@]4([C@@]3(CC[C@]5([C@H]4CC[C@@H]5C(C)C)C)C)C)C)C

Technology Process of Filicene

There total 5 articles about Filicene 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:

Filicanon-(3) (1910-16-3) → 3-Felicen (2472-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether

2: POCl₃, Py

With pyridine; lithium aluminium tetrahydride; trichlorophosphate; In diethyl ether;

DOI:10.1016/S0040-4020(01)82826-X

Reference yield:

3β,4α-dihydroxyfilicane (23983-66-6) → 3-Felicen (2472-29-9)

Guidance literature:

Multi-step reaction with 3 steps

1: BF₃-Et₂O

2: LiAlH₄ / diethyl ether

3: POCl₃, Py

With pyridine; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; trichlorophosphate; In diethyl ether;

DOI:10.1016/S0040-4020(01)82826-X

Reference yield:

(3R,3aR,5aR,5bS,7aS,8R,11aS,11bR,13aS,13bR)-3-Isopropyl-3a,5a,7a,8,11b,13a-hexamethyl-icosahydro-cyclopenta[a]chrysen-8-ol → filic-3-ene (2472-29-9)

Guidance literature:

With trichlorophosphate; In pyridine; Heating;

upstream raw materials:

adiantoxide

Filican-3β-ol

Filicanon-⁽³⁾

3β,4α-dihydroxyfilicane

Downstream raw materials:

neohop-13⁽¹⁸⁾-ene

hop-17⁽²¹⁾-ene

8Η-fern-9(11)-ene

fern-8-ene

Refernces