Tetramethylphosphonium iodide

Base Information

• Chemical Name: Tetramethylphosphonium iodide
• CAS No.: 993-11-3
• Molecular Formula: C4H12 P . I
• Molecular Weight: 218.018
• Hs Code.: 2931900090
• European Community (EC) Number: 213-605-1
• NSC Number: 617058
• DSSTox Substance ID: DTXSID80912793
• Mol file: 993-11-3.mol

Synonyms:P(CH3)4SbCl6;tetramethylphosphonium;tetramethylphosphonium hexachloroantimonate

Chemical Property of Tetramethylphosphonium iodide

Chemical Property:

• Melting Point: 312-322°C
• PSA: 13.59000
• LogP: -1.47280
• Sensitive.: Light Sensitive & Hygroscopic
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 217.97213
• Heavy Atom Count: 6
• Complexity: 19.1

Purity/Quality:

99%, ^*data from raw suppliers

TETRAMETHYLPHOSPHONIUM IODIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[P+](C)(C)C.[I-]

Technology Process of Tetramethylphosphonium iodide

There total 16 articles about Tetramethylphosphonium 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: 90.0%

trimethyl(methylene)phosphorane (14580-91-7,29218-61-9) + dicarbonyl(η5-cyclopentadienyl)[η1-(2-trimethylphosphonio)propionyl]iron(II) iodide (77812-56-7) → C5H5(CO)2FeC(O)C(CH3)P(CH3)3 (84083-95-4) + tetramethylphosphonium iodide (993-11-3)

Guidance literature:

In diethyl ether; to suspn. of Fe complex in ether Me3PCH2 dissolved in ether added dropwise at room temp., allowed to react for 45 h; filtered, concd. in vac., treated with pentane, ppt. washed with pentane, dried in vac.; elem. anal.;

DOI:10.1016/S0022-328X(00)85729-0

Reference yield: 58.0%

methyl iodide (74-88-4) → tetramethylphosphonium iodide (993-11-3) + Methyl-bis(trimethylphosphinomethyl)-phosphan-diiodid + (Dimethyl-phosphinoylmethyl)-trimethyl-phosphonium; iodide + Dimethyl-bis(trimethylphosphoniomethyl)phosphiumtriiodid

Guidance literature:

In methanol; Further byproducts given;

Reference yield: 53.0%

methyl iodide (74-88-4) → tetramethylphosphonium iodide (993-11-3)

Guidance literature:

With calcium phosphide; water; In methanol; at 0 ℃; for 51h; Reflux;

DOI:10.5560/ZNB.2012-0129

upstream raw materials:

methanol

methyl magnesium iodide

Dimethyl ether

methyl iodide

Downstream raw materials:

2-(1-phenylvinyl)pyridine

2C₁₂H₄N₄*C₄H₁₂P⁽¹⁺⁾*I^(1-)

trimethyl(methylene)phosphorane

Refernces

• 1、 Kolomeitsev, Alexander,Goerg, Michaela,Dieckbreder, Uwe,Lork, Enno,Roeschenthaler, Gerd-Volker. "Advances in trifluoromethylating phosphorus compounds". . p. 597 - 600. Retrieved 2007/10/03.
• 2、 Krannich, Larry K.,Kanjolia, Ravindra K.,Watkins, Charles L.. "13C and 31P NMR Studies of Some Aminophosphonium Chlorides". . p. 320 - 324. Retrieved 2007/10/02.