Ethyltriphenylphosphonium iodide

Base Information

• Chemical Name: Ethyltriphenylphosphonium iodide
• CAS No.: 4736-60-1
• Deprecated CAS: 20667-20-3,856366-43-3,856366-43-3
• Molecular Formula: C20H20IP
• Molecular Weight: 418.257
• Hs Code.: HOSPHONIUM IODIDE PRODUCT IDENTIFICATION
• European Community (EC) Number: 225-245-2
• UNII: XXZ2V239JN
• DSSTox Substance ID: DTXSID1052117
• Wikidata: Q27294049
• Mol file: 4736-60-1.mol

Synonyms:Ethyltriphenylphosphonium iodide;4736-60-1;Phosphonium, ethyltriphenyl-, iodide;Phenylphosphonium ethyl iodide;ethyl triphenylphosphonium iodide;Triphenylethylphosphonium iodide;ethyl(triphenyl)phosphanium;iodide;ethyl(triphenyl)phosphonium iodide;EINECS 225-245-2;UNII-XXZ2V239JN;XXZ2V239JN;ethyltriphenylphosphanium iodide;Phosphonium, ethyltriphenyl-, iodide (1:1);Hishicolin ETPPI;Ethyl triphenyl phosphonium iodide;ETPPI;C20H20IP;ethyl(triphenyl)phosphanium iodide;MFCD00040352;SCHEMBL41863;Ethyltriphenlyphosphonium Ioddide;ethyltriphenyl phosphonium iodide;DTXSID1052117;C20H20P.I;Ethyl-triphenyl-phosphonium;C20-H20-P.I;Ethyltriphenylphosphonium iodide, 95%;AKOS015833268;CS-W011657;Fosfonio, etiltripenil, yoduro (1:1);AS-11632;J263.335C;LS-106911;E0549;FT-0604964;D90540;EN300-6487552;A827191;J-521359;Q27294049;F1905-7044

Chemical Property of Ethyltriphenylphosphonium iodide

Chemical Property:

• Appearance/Colour: white to slightly yellowish crystalline powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 164-168 °C(lit.)
• Boiling Point: 337 °C
• Flash Point: 226 °C
• PSA: 13.59000
• Density: 1 g/cm3
• LogP: 1.00440
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Light Sensitive & Hygroscopic
• Solubility.: Acetone, Chloroform, Dichloromethane, Methanol
• Water Solubility.: slightly soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 418.03474
• Heavy Atom Count: 22
• Complexity: 247

Purity/Quality:

99% ^*data from raw suppliers

Ethyltriphenylphosphonium iodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn
• Hazard Codes: T,Xn
• Statements: 25-36/38-21-36/37/38-20/21/22
• Safety Statements: 45-36/37/39-28A-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[I-]
• Uses: Ethyltriphenylphosphonium iodide is used as a Wittig reagent and phase transfer catalyst in organic synthesis. It can also be used in asymmetric hydrogenation and to make Bismuth(III) polynuclear complexes. Ethyltriphenylphosphonium iodide is involved in synthesis of diarylmethine derivatives, phosphonium salts, and bismuth(III) polynuclear halide complexes, asymmetric hydrogenation.

Technology Process of Ethyltriphenylphosphonium iodide

There total 6 articles about Ethyltriphenylphosphonium 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: 99.0%

ethyl iodide (75-03-6) + triphenylphosphine (603-35-0) → ethyltriphenylphosphonium iodide (4736-60-1)

Guidance literature:

at 150 ℃; for 4h; Microwave irradiation;

DOI:10.1002/adsc.200800645

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:

phosphorane (7723-14-0) + 2-(triphenylphosphoranylidene)propionaldehyde (24720-64-7) + ethyl iodide (75-03-6) + triphenylphosphine (603-35-0) → ethyltriphenylphosphonium iodide (4736-60-1)

Guidance literature:

In pentane; benzene;

upstream raw materials:

ethyl iodide

triphenylphosphine

Methylenetriphenylphosphorane

methyl iodide

Downstream raw materials:

ethydiphenylphosphine oxide

4'-chloropropiophenone

1-Ethyliden-5-methylcyclohex-2-en

1-Ethyliden-5-methylcyclohex-2-en

Refernces

• 1、 Zhang, Wen-Ting,Liu, Jian-Zhi,Liu, Jing-Bo,Song, Kai-Yue,Li, Yi,Chen, Zhi-Rong,Li, Hao-Hong,Jiang, Rong. "Quaternary Phosphorus-Induced Iodocuprate(I)-Based Hybrids: Water Stabilities, Tunable Luminescence and Photocurrent Responses". supporting information. p. 4234 - 4244. Retrieved 2018/10/15.
• 2、 Uchiyama, Yosuke,Ohtsuki, Takemaru,Murakami, Rikiya,Shibata, Munenori,Sugimoto, Jun. "(E)-Selective Wittig Reactions between a Nonstabilized Phosphonium Ylide Bearing a Phosphastibatriptycene Skeleton and Benzaldehydes". . p. 159 - 174. Retrieved 2017/01/14.