(Z,Z)-Undeca-1,3,5-triene

Base Information

• Chemical Name: (Z,Z)-Undeca-1,3,5-triene
• CAS No.: 19883-26-2
• Molecular Formula: C11H18
• Molecular Weight: 150.264
• European Community (EC) Number: 243-396-2
• UNII: 2EZ8JM5Y94
• DSSTox Substance ID: DTXSID201311254
• Wikidata: Q27254639
• Mol file: 19883-26-2.mol

Synonyms:(Z,Z)-Undeca-1,3,5-triene;(3Z,5Z)-undeca-1,3,5-triene;19883-26-2;1,3,5-Undecatriene, (3Z,5Z)-;UNII-2EZ8JM5Y94;2EZ8JM5Y94;(3Z,5Z)-1,3,5-undecatriene;1,3,5-Undecatriene, (Z,Z)-;EINECS 243-396-2;1,3,5-undecatrieno;undeca - 1,3,5 - triene;C11-H18;DTXSID201311254;(Z,Z)-1,3,5-UNDECATRIENE;CIS,CIS-UNDECA-1,3,5-TRIENE;Q27254639

Chemical Property of (Z,Z)-Undeca-1,3,5-triene

Chemical Property:

• Vapor Pressure: 0.336mmHg at 25°C
• Boiling Point: 206.7°Cat760mmHg
• Flash Point: 65.8°C
• PSA: 0.00000
• Density: 0.78g/cm³
• LogP: 3.86510
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 150.140850574
• Heavy Atom Count: 11
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CC=CC=C
• Isomeric SMILES: CCCCC/C=C\C=C/C=C

Technology Process of (Z,Z)-Undeca-1,3,5-triene

There total 52 articles about (Z,Z)-Undeca-1,3,5-triene 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: 90.0%

trans,trans-2,4-decadienal (25152-84-5,65909-91-3) + Methyltriphenylphosphonium bromide (1779-49-3) → (3E,5E)-1,3,5-undecatriene (16356-11-9,19883-26-2,19883-27-3,51447-08-6,151123-08-9,19883-29-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.01.066

Reference yield: 90.0%

vinyl magnesium bromide (1826-67-1) + (E,E)-1-chloro-1,3-nonadiene (111649-77-5) → (3E,5E)-1,3,5-undecatriene (16356-11-9,19883-26-2,19883-27-3,51447-08-6,151123-08-9,19883-29-5)

Guidance literature:

tetrakis(triphenylphosphine)nickel⁽⁰⁾; In tetrahydrofuran; diethyl ether; benzene; at 20 ℃; for 1.5h;

Reference yield: 90.0%

trans,trans-2,4-decadienal (25152-84-5,65909-91-3) + Methylenetriphenylphosphorane (19493-09-5) → (3E,5E)-1,3,5-undecatriene (16356-11-9,19883-26-2,19883-27-3,51447-08-6,151123-08-9,19883-29-5)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/S0040-4039(00)73742-7

upstream raw materials:

trans,trans-2,4-decadienal

Methyltriphenylphosphonium bromide

pyridazinyl-N-oxide

1-heptynylmagnesium bromide

Downstream raw materials:

N,N'-((2E,4E)-undeca-2,4-diene-1,6-diyl)bis(4-methyl-N-tosylbenzenesulfonamide)

(Z,Z,E)-2,4,6-undecatriene

3-((E)-Hept-1-enyl)-4-((1E,3E)-nona-1,3-dienyl)-cyclohexene