Phosphonium, [3-(2-methyl-1,3-dioxolan-2-yl)propyl]triphenyl-, iodide

Base Information

• Chemical Name: Phosphonium, [3-(2-methyl-1,3-dioxolan-2-yl)propyl]triphenyl-, iodide
• CAS No.: 21955-58-8
• Molecular Formula: C25H28O2P.I
• Molecular Weight: 518.374
• DSSTox Substance ID: DTXSID00434407
• Mol file: 21955-58-8.mol

Synonyms:[3-(2-methyl-1,3-dioxolan-2-yl)propyl)(triphenyl)phosphonium iodide;[3-(2-methyl-1,3-dioxolan-2-yl)propyl](triphenyl)phosphonium iodide;21955-58-8;Phosphonium, [3-(2-methyl-1,3-dioxolan-2-yl)propyl]triphenyl-, iodide;SCHEMBL6105906;DTXSID00434407;PPRMKOWIZUUSFE-UHFFFAOYSA-M

Chemical Property of Phosphonium, [3-(2-methyl-1,3-dioxolan-2-yl)propyl]triphenyl-, iodide

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 518.08716
• Heavy Atom Count: 29
• Complexity: 410

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCCO1)CCC[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[I-]

Technology Process of Phosphonium, [3-(2-methyl-1,3-dioxolan-2-yl)propyl]triphenyl-, iodide

There total 9 articles about Phosphonium, [3-(2-methyl-1,3-dioxolan-2-yl)propyl]triphenyl-, iodide 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: 83.8%

1-chloro-4-(1,3-dioxolane)-n-pentane (5978-08-5) + triphenylphosphine (603-35-0) → (3-(2-methyl-1,3-dioxolan-2-yl)propyl)triphenylphosphonium iodide (21955-58-8)

Guidance literature:

With sodium iodide; In acetonitrile; at 80 ℃; for 44h;

DOI:10.1248/cpb.42.2154

Reference yield: 80.0%

5-(2-oxopentyl)triphenylphosphonium iodide (21955-71-5) + ethylene glycol (107-21-1) → (3-(2-methyl-1,3-dioxolan-2-yl)propyl)triphenylphosphonium iodide (21955-58-8)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 130 ℃; for 12h; Dean-Stark;

Reference yield:

5-iodo-2-pentanone (3695-29-2) → (3-(2-methyl-1,3-dioxolan-2-yl)propyl)triphenylphosphonium iodide (21955-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: p-toluenesulfonic acid

With toluene-4-sulfonic acid;

DOI:10.1016/j.tet.2005.02.018

upstream raw materials:

5-iodo-2-pentanone ethylene ketal

triphenylphosphine

1-chloro-4-(1,3-dioxolane)-n-pentane

5-(2-oxopentyl)triphenylphosphonium iodide

Downstream raw materials:

[3-(2-Methyl-[1,3]dioxolan-2-yl)-propylidene]-triphenyl-λ⁵-phosphane

[(E)-4-Methyl-7-(2-methyl-[1,3]dioxolan-2-yl)-hept-4-enyl]-triphenyl-phosphonium; iodide

1-[(1R,4S)-4-(4,4-Dimethoxy-1-methylene-butyl)-2,2-dimethyl-cyclobutyl]-4-(diphenyl-phosphinoyl)-3-methyl-6-(2-methyl-[1,3]dioxolan-2-yl)-hexan-3-ol

1-diphenylphosphinoyl-4-(2-methyl-[1,3]dioxolan-2-yl)-propane