(6R/S,10R/S)-2,6,10-trimethyl-2-dodecene

Base Information

• Chemical Name: (6R/S,10R/S)-2,6,10-trimethyl-2-dodecene
• CAS No.: 78774-68-2
• Molecular Formula: C₁₅H₃₀
• Molecular Weight: 210.403
• Mol file: 78774-68-2.mol

Synonyms:(6R/S,10R/S)-2,6,10-trimethyl-2-dodecene

Chemical Property of (6R/S,10R/S)-2,6,10-trimethyl-2-dodecene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R/S,10R/S)-2,6,10-trimethyl-2-dodecene

There total 4 articles about (6R/S,10R/S)-2,6,10-trimethyl-2-dodecene 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: 85.0%

1-bromo-2-methyl-butane (10422-35-2,99032-67-4,534-00-9,5973-11-5) + (+/-)-citronellyl tosylate (41144-01-8) → (6R/S,10R/S)-2,6,10-trimethyl-2-dodecene (78774-68-2)

Guidance literature:

1-bromo-2-methyl-butane; With magnesium; In tetrahydrofuran;

(+/-)-citronellyl tosylate; With dilithium tetrachlorocuprate; In tetrahydrofuran; at 20 ℃;

DOI:10.1023/A:1026433608967

Reference yield:

2,6,10-Trimethyldodeca-2,8-diene (78774-67-1) → 2,6,10-trimethyldodecane (3891-98-3) + (6R/S,10R/S)-2,6,10-trimethyl-2-dodecene (78774-68-2) + 3,7,11-Trimethyldodec-(Z)-4-ene

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Yield given. Yields of byproduct given;

Reference yield:

1-bromo-2-methyl-butane (10422-35-2,99032-67-4,534-00-9,5973-11-5) + (S)-3,7-dimethyl-6-octenyl tosylate (41144-01-8,67214-54-4,93303-23-2,116661-43-9) → (6R,10RS)-2,6,10-trimethyldodec-2-ene (11024-35-4,78774-68-2,86414-33-7,143519-64-6)

Guidance literature:

With lithium chloride; copper dichloride; In tetrahydrofuran; at -50 - 20 ℃;

upstream raw materials:

2,6,10-Trimethyldodeca-2,8-diene

1-bromo-2-methyl-butane

(+/-)-citronellyl tosylate

(S)-3,7-dimethyl-6-octenyl tosylate

Downstream raw materials:

4,8-dimethyldecan-1-al

Refernces

• 1、 Zarbin, Paulo H. G.,Reckziegel, Aurelia,Plass, Ernst,Borges, Miguel,Francke, Wittko. "Synthesis and biological activity of methyl 2,6,10-trimethyldodecanoate and methyl 2,6,10-trimethyltridecanoate: Male-produced sexual pheromones of stink bugs Euschistus heros and Piezodorus guildinii". . p. 2737 - 2746. Retrieved 2007/10/03.
• 2、 Suzuki, Takahisa. "A Facile Synthesis of 4,8-Dimethyldecanal, Aggregation Pheromone of Flour Beetles, and Its Analogues". . p. 2641 - 2644. Retrieved 2007/10/02.