Octadecylidene(triphenyl)-lambda~5~-phosphane

Base Information

• Chemical Name: Octadecylidene(triphenyl)-lambda~5~-phosphane
• CAS No.: 57243-06-8
• Molecular Formula: C36H51P
• Molecular Weight: 514.775
• DSSTox Substance ID: DTXSID80560652
• Wikidata: Q82444124
• Mol file: 57243-06-8.mol

Synonyms:57243-06-8;Octadecylidene(triphenyl)-lambda~5~-phosphane;DTXSID80560652

Chemical Property of Octadecylidene(triphenyl)-lambda~5~-phosphane

Chemical Property:

• XLogP3: 12.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 19
• Exact Mass: 514.37283862
• Heavy Atom Count: 37
• Complexity: 521

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of Octadecylidene(triphenyl)-lambda~5~-phosphane

There total 2 articles about Octadecylidene(triphenyl)-lambda~5~-phosphane 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:

Phosphonium salt of [1-BROMOOCTADECANE] (42036-79-3) → Octadecyltriphenylphosphorane (57243-06-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -30 ℃;

DOI:10.1055/s-1989-27435

Reference yield:

triphenylphosphine (603-35-0) + 1-Bromooctadecane (112-89-0) → Octadecyltriphenylphosphorane (57243-06-8)

Guidance literature:

With n-butyllithium; Multistep reaction; 2) ether, hexane, 1.5 h, room temperature;

Reference yield:

Octadecyltriphenylphosphorane (57243-06-8) → 3,11-dimethylnonacosan-2-one (53623-10-2)

Guidance literature:

Multi-step reaction with 6 steps

1: dimethylformamide; tetrahydrofuran / 36 h / 25 °C

2: H₂ / PtO₂

3: LiAlH₄ / diethyl ether / 6 h / 25 °C

4: aq. HBr, H₂SO₄ / 5 h / Heating

5: KOH / ethanol / 0.75 h / 180 - 185 °C

6: diethyl ether

With potassium hydroxide; lithium aluminium tetrahydride; sulfuric acid; hydrogen bromide; hydrogen; platinum(IV) oxide; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jo00911a039

upstream raw materials:

Phosphonium salt of [1-BROMOOCTADECANE]

triphenylphosphine

1-Bromooctadecane

Downstream raw materials:

7(Z),11(Z)-nonacosadiene

melissyl alcohol

3,11-dimethylnonacosan-2-one