Isolongifolene epoxide

Base Information

• Chemical Name: Isolongifolene epoxide
• CAS No.: 28370-55-0
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.355
• Mol file: 28370-55-0.mol

Synonyms:

Chemical Property of Isolongifolene epoxide

Chemical Property:

• Vapor Pressure: 0.0212mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Isolongifolene epoxide

There total 10 articles about Isolongifolene 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: 64.0%

(-)-isolongifolene (1135-66-6) → Isolongifolene β-epoxide (26619-69-2,28370-55-0)

Guidance literature:

With oxygen; manganese triacetate; pivalaldehyde; In toluene; at 25 ℃;

DOI:10.1016/S0022-1139(99)00243-2

Reference yield:

(-)-isolongifolene (1135-66-6) → Isolongifolene β-epoxide (26619-69-2,28370-55-0) + 7αH-8-oxoisolongifolane (26839-51-0) + isolongifolene alcohol

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 3.5h; Yield given. Yields of byproduct given;

DOI:10.1021/jf00037a024

Reference yield:

longifolene (475-20-7) → Isolongifolene β-epoxide (26619-69-2,28370-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / BF₃*OEt₂ / CH₂Cl₂ / 8 h / 35 °C

2: 64 percent / Mn(OAc)3*2H₂O; O₂; pivaldehyde / toluene; various solvent(s) / 25 °C

With boron trifluoride diethyl etherate; oxygen; manganese triacetate; pivalaldehyde; In dichloromethane; toluene; 1: Rearrangement / 2: Epoxidation;

DOI:10.1016/S0022-1139(99)00243-2

upstream raw materials:

isolongifolene

(-)-isolongifolene

longifolene

Downstream raw materials:

dehydroisolongifolene

cycloisolongifolol

Refernces

• 1、 Robles-Dutenhefner, Patricia A.,da Silva Rocha, Kelly A.,Sousa, Edesia M.B.,Gusevskaya, Elena V.. "Cobalt-catalyzed oxidation of terpenes: Co-MCM-41 as an efficient shape-selective heterogeneous catalyst for aerobic oxidation of isolongifolene under solvent-free conditions". experimental part. p. 72 - 79. Retrieved 2009/09/25.
• 2、 Bombarda, Isabelle,Smadja, Jacqueline,Gaydou, Emile M.,Conan, Jacques-Yves,Faure, Robert. "Structure Elucidation of Oxidation-Reduction Products of Isolongifolene". . p. 138 - 142. Retrieved 2007/10/02.