Sesquithujene

Base Information

• Chemical Name: Sesquithujene
• CAS No.: 58319-06-5
• Molecular Formula: C15H24
• Molecular Weight: 204.35
• Nikkaji Number: J10.308J
• Wikidata: Q110079916
• Mol file: 58319-06-5.mol

Synonyms:sesquithujene;UCQHFDKBUHCAFR-UHFFFAOYSA-N;(1S,5S)-2-Methyl-5-((R)-6-methylhept-5-en-2-yl)bicyclo[3.1.0]hex-2-ene

Chemical Property of Sesquithujene

Chemical Property:

• Boiling Point: 257.2±7.0 °C(Predicted)
• PSA: 0.00000
• Density: 0.922±0.06 g/cm3(Predicted)
• LogP: 4.72520
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 204.187800766
• Heavy Atom Count: 15
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC2(C1C2)C(C)CCC=C(C)C

Technology Process of Sesquithujene

There total 2 articles about Sesquithujene 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:

C15H21F3O3S + methylmagnesium bromide (75-16-1) → (1R,5R)-2-methyl-5-((R)-6-methylhept-5-en-2-yl)bicyclo[3.1.0]hex-2-ene (58319-06-5)

Guidance literature:

With iron(III)-acetylacetonate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; diethyl ether; at -30 ℃; Inert atmosphere;

DOI:10.1002/chem.200801382

Reference yield:

C15H21F3O3S (1309584-99-3) + methylmagnesium bromide (75-16-1) → 7‐epi‐sesquithujene (159407-35-9) + (1R,5R)-2-methyl-5-((R)-6-methylhept-5-en-2-yl)bicyclo[3.1.0]hex-2-ene (58319-06-5) + (+)-(2S,6S,7S)-sesquithujene (1309585-05-4) + (-)-(2R,6R,7S)-7-epi-sesquithujene (1309585-04-3)

Guidance literature:

C₁₅H₂₁F₃O₃S; With iron(III)-acetylacetonate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at -30 ℃; for 0.25h;

methylmagnesium bromide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; diethyl ether; at -30 - -27 ℃;

DOI:10.1021/np200098z

upstream raw materials:

methylmagnesium bromide

C₁₅H₂₁F₃O₃S

Refernces

• 1、 Fuerstner, Alois,Schlecker, Andreas. "A gold-catalyzed entry into the sesquisabinene and sesquithujene families of terpenoids and formal total syntheses of cedrene and cedrol". experimental part. p. 9181 - 9191. Retrieved 2009/10/01.