Tetrabutylphosphonium chloride

Base Information

• Chemical Name: Tetrabutylphosphonium chloride
• CAS No.: 2304-30-5
• Molecular Formula: C16H36ClP
• Molecular Weight: 294.889
• Hs Code.: HOSPHONIUM CHLORIDE PRODUCT IDENTIFICATION
• European Community (EC) Number: 218-964-8
• UNII: 5977P51M7G
• DSSTox Substance ID: DTXSID4044616
• Wikidata: Q27261673
• ChEMBL ID: CHEMBL3186347
• Mol file: 2304-30-5.mol

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

Chemical Property of Tetrabutylphosphonium chloride

Chemical Property:

• Appearance/Colour: clear to yellowish liquid
• Vapor Pressure: 0.018Pa at 25℃
• Melting Point: 62-66 °C
• Refractive Index: 1.5
• Boiling Point: 344.8℃[at 101 325 Pa]
• Flash Point: 4°C (39°F)
• PSA: 13.59000
• Density: 0.978[at 20℃]
• LogP: 3.20840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 294.2243158
• Heavy Atom Count: 18
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

Tetrabutylphosphonium chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 22-24-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC[P+](CCCC)(CCCC)CCCC.[Cl-]

Technology Process of Tetrabutylphosphonium chloride

There total 6 articles about Tetrabutylphosphonium chloride 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: 89.0%

n-Butyl chloride (109-69-3) + tributylphosphine (998-40-3) → tetra-n-butylphosphonium chloride (2304-30-5)

Guidance literature:

In diethyl ether; Reflux;

Reference yield: 80.0%

butyl magnesium bromide (693-04-9) + tri-n-butylchlorophosphonium chloride → tetra-n-butylphosphonium chloride (2304-30-5)

Guidance literature:

butyl magnesium bromide; tri-n-butylchlorophosphonium chloride; In tetrahydrofuran; dichloromethane; at 0 ℃; for 0.75h; Inert atmosphere;

With hydrogenchloride; In diethyl ether; water; for 0.166667h;

DOI:10.1039/c8cc02173b

Reference yield:

n-Butyl chloride (109-69-3) → 1-butylene (106-98-9,9003-28-5) + tetra-n-butylphosphonium chloride (2304-30-5)

Guidance literature:

With tributylphosphine; In ⁽²⁾H₈-toluene; at 220 ℃; for 16h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201805787

upstream raw materials:

tetra-n-butylphosphonium hydroxide

n-Butyl chloride

tributylphosphine

butyl magnesium bromide

Downstream raw materials:

perchloropropene

p-toluenesulfonyl fluoride

2,4,6-tris(o-aminophenylthiomethyl)mesitylene

5-(methyloxy)-2-nitro-4-(trifluoromethyl)phenol

Refernces

• 1、 Ding, Kunlun,Lu, Hong,Zhang, Yichi,Snedaker, Matthew L.,Liu, Deyu,Maci-Agull, Juan Antonio,Stucky, Galen D.. "Microwave synthesis of microstructured and nanostructured metal chalcogenides from elemental precursors in phosphonium ionic liquids". . p. 15465 - 15468. Retrieved 2014.
• 2、 Ikeda, Kazuma,Fujita, Kyoko,Ohno, Hiroyuki,Nakamura, Nobuhumi. "Effects of charge balance and hydrophobicity of the surface of cytochrome: C on the distribution behaviour in an ionic liquid/buffer biphasic system". . p. 7337 - 7341. Retrieved 2019/08/15.
• 3、 Santowski, Tobias,Sturm, Alexander G.,Lewis, Kenrick M.,Felder, Thorsten,Holthausen, Max C.,Auner, Norbert. "Synthesis of Functional Monosilanes by Disilane Cleavage with Phosphonium Chlorides". supporting information. p. 3809 - 3815. Retrieved 2019/02/13.