Tetrabutylphosphonium iodide

Base Information

• Chemical Name: Tetrabutylphosphonium iodide
• CAS No.: 3115-66-0
• Molecular Formula: C16H36 P . I
• Molecular Weight: 386.34
• Hs Code.: 2931900090
• NSC Number: 104836
• DSSTox Substance ID: DTXSID20953241
• Mol file: 3115-66-0.mol

Synonyms:Bu4PBr;TBP Br;tetrabutylphosphonium;tetrabutylphosphonium bromide;tetrabutylphosphonium cation;tetrabutylphosphonium chloride;tetrabutylphosphonium iodide

Chemical Property of Tetrabutylphosphonium iodide

Chemical Property:

• Melting Point: 98-100℃
• PSA: 13.59000
• LogP: 3.20840
• Sensitive.: Hygroscopic
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 386.15994
• Heavy Atom Count: 18
• Complexity: 116

Purity/Quality:

99%, ^*data from raw suppliers

TETRA-N-BUTYLPHOSPHONIUM IODIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[P+](CCCC)(CCCC)CCCC.[I-]
• Uses: Tetra-n-butylphosphonium iodide is used as phase transfer catalysts, antistatic agents, curing agents for epoxy resins, flame retardants, detergents.

Technology Process of Tetrabutylphosphonium iodide

There total 1 articles about Tetrabutylphosphonium 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: 96.0%

1-iodo-butane (542-69-8) + tributylphosphine (998-40-3) → tetra-n-butylphosphonium iodide (3115-66-0)

Guidance literature:

at 20 - 100 ℃; for 21h; Inert atmosphere; Darkness;

DOI:10.1016/j.molcata.2013.07.020

Reference yield: 60.0%

[Zn2I2(μ2-I)2(As(SiMe3)3)2] + tetra-n-butylphosphonium iodide (3115-66-0) → [PnBu4]2[Zn6I6(μ3-AsSiMe3)4(THF)2]*C6H6

Guidance literature:

In tetrahydrofuran; byproducts: ISiMe3; N2 atm.; molar ratio 7:4, 1 d; layering (n-hexane/benzene 10:1), crystn. (24 h);

DOI:10.1002/(SICI)1521-3749(199907)625:7<1229::AID-ZAAC1229>3.0.CO;2-U

Reference yield:

4-Cyanochlorobenzene (623-03-0) + tetra-n-butylphosphonium iodide (3115-66-0) → 1-(4-chlorophenyl)pentan-1-one (25017-08-7)

Guidance literature:

Multistep reaction; (i) nBuLi, (ii) /BRN= 1072122/, (iii) aq. HCl;

DOI:10.1021/ja01002a033

upstream raw materials:

1-iodo-butane

tributylphosphine

Downstream raw materials:

1-(4-chlorophenyl)pentan-1-one

n-butyl p-tolyl ketone

Refernces

• 1、 Rodriguez-Zubiri, Mireia,Anguille, Stéphane,Brunet, Jean-Jacques,Daran, Jean-Claude. "Pt-catalysed intermolecular hydroamination of non-activated olefins using a novel family of catalysts: Arbuzov-type phosphorus metal complexes". . p. 103 - 111. Retrieved 2013/09/24.
• 2、 Rodriguez-Zubiri, Mireia,Baudequin, Christine,Bethegnies, Aurelien,Brunet, Jean-Jacques. "Intermolecular rhodium-catalysed hydroamination of non-activated olefins: Effect of olefin, amine, phosphine and phosphonium salt". . p. 445 - 454. Retrieved 2014/01/17.