trans-2,trans-6-octadiene

Base Information

• Chemical Name: trans-2,trans-6-octadiene
• CAS No.: 18152-31-3
• Molecular Formula: C8H14
• Molecular Weight: 110.199
• Hs Code.: 2901299090
• Mol file: 18152-31-3.mol

Synonyms:2,6-Octadiene,(E,E)- (8CI,9CI); (E,E)-2,6-Octadiene; trans,trans-2,6-Octadiene

Chemical Property of trans-2,trans-6-octadiene

Chemical Property:

• PSA: 0.00000
• LogP: 2.91880

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-2,trans-6-octadiene

There total 12 articles about trans-2,trans-6-octadiene 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:

1-butylene (106-98-9,9003-28-5) + 1-chloro-2-butene (591-97-9) → (E)-octa-2,5-diene + (E,E)-2,6-octadiene (18152-31-3) + (1E,4E)-hepta-1,4-dien-1-ylbenzene (913187-51-6)

Guidance literature:

With rhodium(III) chloride trihydrate; In 1,4-dioxane; at 70 ℃; for 18h; Overall yield = 12 %; Autoclave;

DOI:10.1016/j.apcata.2014.02.013

Reference yield:

(E)-1-Bromo-2-butene (4784-77-4,39616-19-8,29576-14-5) → (E,E)-2,6-octadiene (18152-31-3) + rac.-trans-3-Methyl-heptadien-(1.5) (50592-72-8)

Guidance literature:

With bis(cyclopentadienyl)titanium dichloride; manganese; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo062630a

Reference yield:

crotylmagnesium bromide (36306-56-6) → (2Z,6E)-Octa-2,6-diene (18152-32-4) + (E,E)-2,6-octadiene (18152-31-3) + rac.-trans-3-Methyl-heptadien-(1.5) (50592-72-8)

Guidance literature:

With maleic anhydride; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) ether, -30 deg C, 2 h; 2.) ether, THF, -30 deg C, 2 h, -30 deg C to RT;

DOI:10.1021/ja00329a079

upstream raw materials:

2-chloro-3-butene

(E)-crotylmagnesium chloride

trans-but-2-enyl chloride

crotylmagnesium bromide

Downstream raw materials:

(4S,5R)-5-Methyl-4-((E)-pent-3-enyl)-3-trityl-4,5-dihydro-isoxazole

(+/-)-trans-(Z)-4-methyl-5-(3-pentenyl)-3-(triphenylmethyl)-2-isoxazoline

Refernces

• 1、 Barrero, Alejandro F.,Herrador, M. Mar,Quilez Del Moral, Jose F.,Arteaga, Pilar,Arteaga, Jesus F.,Dieguez, Horacio R.,Sanchez, Elena M.. "Mild TiIII- and Mn/ZrIV-catalytic reductive coupling of allylic halides: Efficient synthesis of symmetric terpenes". . p. 2988 - 2995. Retrieved 2007/10/03.
• 2、 Stevenson, John,Bell, William,Ferry, Joseph,Cole-Hamilton, David J.,Hails, Janet E.. "Evidence for a free radical mechanism in the decomposition of bis(but-2-enyl)tellurium". . p. 141 - 145. Retrieved 2007/10/02.