trans-4-Tridecene

Base Information

• Chemical Name: trans-4-Tridecene
• CAS No.: 41446-55-3
• Molecular Formula: C13H26
• Molecular Weight: 182.349
• UNII: 05501937B5
• Nikkaji Number: J364.003E
• Wikidata: Q27236077
• Metabolomics Workbench ID: 5133
• Mol file: 41446-55-3.mol

Synonyms:trans-4-tridecene;4-Tridecene;4-Tridecene, (E)-;4-Tridecene, (4E)-;delta-trans-Tridecene;4-Tridecene, (E);UNII-05501937B5;05501937B5;41446-55-3;(E)-4-Tridecene;(4E)-4-tridecene;.DELTA.-TRANS-TRIDECENE;UJZLNVCZGZKIHR-VQHVLOKHSA-N;LMFA11000435;Q27236077

Chemical Property of trans-4-Tridecene

Chemical Property:

• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 9
• Exact Mass: 182.203450829
• Heavy Atom Count: 13
• Complexity: 103

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCC=CCCC
• Isomeric SMILES: CCCCCCCC/C=C/CCC

Technology Process of trans-4-Tridecene

There total 6 articles about trans-4-Tridecene 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: 77.0%

nonan-1-al (124-19-6) + n-butyl(triphenyl)phosphonium bromide (1779-51-7) → (Z)-tridec-4-ene (41446-54-2) + trans-4-tridecene (41446-55-3)

Guidance literature:

n-butyl(triphenyl)phosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

nonan-1-al; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1002/cbdv.202000483

Reference yield:

lead(IV) tetraacetate (546-67-8) + n-tetradecanoic acid (544-63-8) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → (+/-)-2-Tridecanyl acetate (41015-28-5,136376-56-2) + 3-acetoxytridecane (60826-31-5) + Tridecane (629-50-5) + 1-tridecene (2437-56-1) + n-tridecyl acetate (1072-33-9) + cis-tridec-6-ene (6508-77-6) + (E)-tridec-6-ene (6434-76-0) + (Z)-tridec-5-ene (25524-42-9) + trans-5-tridecene (23051-84-5) + (Z)-tridec-4-ene (41446-54-2) + trans-4-tridecene (41446-55-3) + cis-3-tridecene (41446-53-1) + trans-3-tridecene (41446-57-5) + (Z)-tridec-2-ene (41446-59-7) + (E)-tridec-2-ene (41446-58-6) + tridecylbenzene (123-02-4) + 6-acetoxytridecane (60826-27-9) + 5-acetoxytridecane (60826-29-1) + 4-acetoxytridecane (60826-30-4)

Guidance literature:

at 81 ℃;

DOI:10.1016/j.molstruc.2013.02.020

Reference yield:

1-Methoxy-(E)-1-decene (93222-35-6) → 1-Decene (872-05-9,17438-89-0,25189-70-2) + trans-4-tridecene (41446-55-3)

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; methylmagnesium bromide; isopropylmagnesium bromide; Yield given. Multistep reaction. Yields of byproduct given; 1.) ether, benzene, room temperature, 15 min 2.) reflux, 20 h;

DOI:10.1021/jo00199a030

upstream raw materials:

nonan-1-al

n-butyl(triphenyl)phosphonium bromide

1-Methoxy-(E)-1-decene

isopropylmagnesium bromide

Refernces

• 1、 Teodorovi?, Aleksandar V.,Badjuk, Dalibor M.,Stevanovi?, Nenad,Pavlovi?, Radoslav Z.. "Stabilization of long-chain intermediates in solution. octyl radicals and cations". . p. 19 - 24. Retrieved 2013/06/26.
• 2、 Wenkert, Ernest,Michelotti, Enrique L.,Swindell, Charles S.,Tingoli, Marco. "Transformation of Carbon-Oxygen into Carbon-Carbon Bonds Mediated by Low-Valent Nickel Species". . p. 4894 - 4899. Retrieved 2007/10/02.