ISOPROPYLTRIPHENYLPHOSPHONIUM IODIDE

Base Information

• Chemical Name: ISOPROPYLTRIPHENYLPHOSPHONIUM IODIDE
• CAS No.: 24470-78-8
• Molecular Formula: C21H22 P . I
• Molecular Weight: 432.284
• Hs Code.: 2931900090
• European Community (EC) Number: 246-281-5
• NSC Number: 140615
• UNII: JY7N4HF6BS
• DSSTox Substance ID: DTXSID80947368
• Mol file: 24470-78-8.mol

Synonyms:Isopropyltriphenylphosphoniumiodide (6CI,7CI); Phosphonium, (1-methylethyl)triphenyl-, iodide (9CI); Phosphonium,isopropyltriphenyl-, iodide (8CI); (1-Methylethyl)triphenylphosphonium iodide;NSC 140615; Triphenylisopropylphosphonium iodide

Chemical Property of ISOPROPYLTRIPHENYLPHOSPHONIUM IODIDE

Chemical Property:

• Appearance/Colour: slightly yellow powder.
• Melting Point: 194-197 °C(lit.)
• PSA: 13.59000
• LogP: 1.39290
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light Sensitive & Hygroscopic
• Solubility.: Solubility in methanol, very faint turbidity.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 432.05039
• Heavy Atom Count: 23
• Complexity: 271

Purity/Quality:

98%, ^*data from raw suppliers

Isopropyltriphenylphosphonium Iodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[I-]
• Uses: Isopropyltriphenylphosphonium Iodide is a synthetic reagent used in various olfeination and chiral-auxiliary-mediated synthesis of pharmaceutical goods. Employed in Wittig and cyclopropanation reactions.

Technology Process of ISOPROPYLTRIPHENYLPHOSPHONIUM IODIDE

There total 6 articles about ISOPROPYLTRIPHENYLPHOSPHONIUM 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: 85.0%

2-iodo-propane (75-30-9) + triphenylphosphine (603-35-0) → isopropyltriphenylphosphonium iodide (24470-78-8)

Guidance literature:

In acetonitrile; for 120h; Reflux;

DOI:10.1246/bcsj.20130091

Reference yield: 10.0%

Methylenetriphenylphosphorane (19493-09-5) + methyl iodide (74-88-4) → methyl-triphenylphosphonium iodide (2065-66-9) + isopropyltriphenylphosphonium iodide (24470-78-8) + ethyltriphenylphosphonium iodide (4736-60-1)

Guidance literature:

In tetrahydrofuran; hexane; at 25 ℃; Product distribution;

DOI:10.1016/S0040-4039(00)98568-X

Reference yield:

triphenylphosphonio-1-methylethanide (16666-80-1) → isopropyltriphenylphosphonium iodide (24470-78-8)

Guidance literature:

With ethylthioacetic acid ethyl ester; lithium iodide; In tetrahydrofuran; Heating;

DOI:10.1246/bcsj.41.2742

upstream raw materials:

2-iodo-propane

triphenylphosphine

triphenylphosphonio-1-methylethanide

Methylenetriphenylphosphorane

Downstream raw materials:

isopropyl-diphenyl-phosphine oxide

Diphenyl-<2-(α-phenyl-isopropyl)-phenyl>-phosphin

(2-methylprop-1-en-1-yl)cyclohexane

2-methyl-2-(4-methyl-3-pentenyl)-1,3-dioxolane

Refernces

• 1、 Afanas’ev, V. V.,Bespalova, N. B.,Cheredilin, D. N.,Kozlova, G. A.,Senin, A. A.,Sheloumov, A. M.. "Catalytic Systems for Production of 1-Hexene by Selective Ethylene Trimerization". . p. 55 - 68. Retrieved 2020/02/25.
• 2、 Moore, Peter W.,Read, Christopher D. G.,Bernhardt, Paul V.,Williams, Craig M.. "ATP3 and MTP3: Easily Prepared Stable Perruthenate Salts for Oxidation Applications in Synthesis". supporting information. p. 4556 - 4561. Retrieved 2018/03/13.