cis-4-Tridecene

Base Information

• Chemical Name: cis-4-Tridecene
• CAS No.: 41446-54-2
• Molecular Formula: C13H26
• Molecular Weight: 182.349
• UNII: SM83676HZO
• DSSTox Substance ID: DTXSID30880852
• Nikkaji Number: J364.004C
• Wikidata: Q27289278
• Metabolomics Workbench ID: 4782
• Mol file: 41446-54-2.mol

Synonyms:cis-4-Tridecene;4-Tridecene, (Z)-;(z)-4-tridecene;4-Tridecene, (4Z)-;4Z-Tridecene;41446-54-2;(4Z)-4-Tridecene;4-Tridecene, (Z);UNII-SM83676HZO;SM83676HZO;(Z)-tridec-4-ene;.DELTA.-CIS-TRIDECENE;DTXSID30880852;UJZLNVCZGZKIHR-CLFYSBASSA-N;LMFA11000081;Q27289278

Chemical Property of cis-4-Tridecene

Chemical Property:

• Vapor Pressure: 0.0903mmHg at 25°C
• Boiling Point: 232.3°C at 760 mmHg
• Flash Point: 87.2°C
• PSA: 0.00000
• Density: 0.77g/cm³
• LogP: 5.09330
• 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:

SDS file from LookChem

Useful:

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

Technology Process of cis-4-Tridecene

There total 15 articles about cis-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: 75.0%

1-Decene (872-05-9,17438-89-0,25189-70-2) + (Z)-oct-4-ene (7642-15-1) → (Z)-tridec-4-ene (41446-54-2)

Guidance literature:

With C₄₃H₅₂Cl₂N₂ORuS₂; In tetrahydrofuran; at 20 ℃; for 1h; Time; Reagent/catalyst; stereoselective reaction; Catalytic behavior; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.6b00031

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

upstream raw materials:

nonan-1-al

n-butyl(triphenyl)phosphonium bromide

1-Pentyne

oct-1-ene

Refernces

• 1、 da Silva, Maycon R.,Vidal, Diogo M.,Figueiredo, Leonardo,Bandeira, Pamela T.,Bergmann, Jan,Zarbin, Paulo H. G.. "Tergal Gland Secretion of the Rove Beetle Aleochara pseudochrysorrhoa (Staphylinidae: Aleocharinae): Chemical Composition and Biological Roles". . . Retrieved 2020/10/12.
• 2、 Ahmed, Tonia S.,Grubbs, Robert H.. "Fast-initiating, ruthenium-based catalysts for improved activity in highly E-selective cross metathesis". supporting information. p. 1532 - 1537. Retrieved 2017/02/10.