Tetraphenylphosphonium iodide

Base Information

• Chemical Name: Tetraphenylphosphonium iodide
• CAS No.: 2065-67-0
• Molecular Formula: C24H20IP
• Molecular Weight: 466.301
• Hs Code.: 2931900090
• European Community (EC) Number: 218-179-0
• DSSTox Substance ID: DTXSID60942851
• Mol file: 2065-67-0.mol

Synonyms:Tetraphenylphosphonium iodide;2065-67-0;tetraphenylphosphanium iodide;tetraphenylphosphanium;iodide;EINECS 218-179-0;Tetraphenylphosphoniumiodide;MFCD00011917;tetraphenylphosphanium,iodide;SCHEMBL158514;C24H20P.I;DTXSID60942851;Phosphonium, tetraphenyl-, iodide;C24-H20-P.I;?TETRAPHENYLPHOSPHONIUM IODIDE;AC8939;AKOS015833279;CS-0199363;FT-0634015;T1450;A814787;J-013501

Chemical Property of Tetraphenylphosphonium iodide

Chemical Property:

• Appearance/Colour: WHITE FINE CRYSTALLINE POWDER
• Melting Point: 343-348oC
• Flash Point: 280 °C
• PSA: 13.59000
• LogP: 1.31000
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 466.03474
• Heavy Atom Count: 26
• Complexity: 301

Purity/Quality:

98%, ^*data from raw suppliers

Tetraphenylphosphonium iodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[I-]

Technology Process of Tetraphenylphosphonium iodide

There total 16 articles about Tetraphenylphosphonium 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: 98.0%

iodobenzene (591-50-4) + triphenylphosphine (603-35-0) → tetraphenylphosphonium iodide (2065-67-0)

Guidance literature:

With palladium diacetate; In benzene; at 120 ℃; for 25h;

DOI:10.1246/bcsj.56.2869

Reference yield: 84.0%

trans[iodobis(triphenylphosphine)phenylpalladium(II)] → diiodobis(triphenylphosphino)palladium(II) (23523-32-2,22180-54-7) + tetraphenylphosphonium iodide (2065-67-0) + palladium (7440-05-3)

Guidance literature:

In toluene; byproducts: PPh3; under N2 at 110 °C for 16 h;

DOI:10.1021/om0001265

Reference yield: 75.0%

iodobenzene (591-50-4) → tetraphenylphosphonium iodide (2065-67-0) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

With phosphorus; nickel dibromide; at 200 ℃; for 72h; Product distribution; with PTC bsic hydrolysis or iron reduction;

DOI:10.1016/S0040-4039(00)97873-0

upstream raw materials:

bromobenzene

triphenylphosphine

iodobenzene

(o-carboxyphenyl)triphenylphosphonium iodide

Downstream raw materials:

pentaphenylphosphorane

tetraphenyl-p-tolyl-phosphorane

Triphenylphosphine oxide

tetraphenylphosphonium(V) azide

Refernces

• 1、 Chen, Guilin,Zhou, Jin,Feng, Hui,Feng, Feifei,Xu, Pengfei,Pan, Saifei,Xu, Jing,Qian, Zhaosheng. "A simple and efficient phosphorescent probe for iodide-specific detection based on crystallization-induced phosphorescence of organic ionic crystals". . p. 43 - 47. Retrieved 2019.
• 2、 Aubert, Emmanuel,Mamane, Victor,Pale, Patrick,Weiss, Robin. "Chalcogen-Bonding Catalysis with Telluronium Cations". supporting information. p. 19281 - 19286. Retrieved 2021/07/25.
• 3、 Cammarata, Jose,Gschwind, Ruth M.,Lennert, Ulrich,Rothfelder, Robin,Scott, Daniel J.,Streitferdt, Verena,Wolf, Robert,Zeitler, Kirsten. "Photocatalytic Arylation of P4 and PH3: Reaction Development Through Mechanistic Insight". supporting information. p. 24650 - 24658. Retrieved 2021/10/14.