Tetrabutylphosphonium bromide

Base Information

• Chemical Name: Tetrabutylphosphonium bromide
• CAS No.: 3115-68-2
• Deprecated CAS: 34283-24-4,64267-87-4,64267-87-4
• Molecular Formula: C16H36BrP
• Molecular Weight: 339.34
• Hs Code.: HOSPHONIUM BROMIDE PRODUCT IDENTIFICATION
• European Community (EC) Number: 221-487-8
• NSC Number: 41942
• UNII: 2953275L2K
• DSSTox Substance ID: DTXSID6047945
• Wikidata: Q27254381
• ChEMBL ID: CHEMBL3185844
• Mol file: 3115-68-2.mol

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

Chemical Property of Tetrabutylphosphonium bromide

Chemical Property:

• Appearance/Colour: white to cream crystalline powder
• Vapor Pressure: 0.018Pa at 25℃
• Melting Point: 99-104 ºC
• Flash Point: 290 ºC
• PSA: 13.59000
• Density: 1.8[at 20℃]
• LogP: 3.20840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Hygroscopic
• Water Solubility.: ca 70 g/100 mL
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 338.17380
• Heavy Atom Count: 18
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

Tetrabutylphosphonium bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi,T
• Hazard Codes: Xn,T,Xi
• Statements: 21/22-36/37/38-24-20/21/22
• Safety Statements: 26-37/39-45-36/37/39-28A-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC[P+](CCCC)(CCCC)CCCC.[Br-]
• Uses: Tetrabutylphosphonium bromide is a useful synthetic reagent used in proteomics research. Tetra-n-butylphosphonium bromide is used as a phase-transfer catalyst at high temperatures, at which nitrogen analogues tend to undergo elimination e.g. as catalyst for the dealkoxycarbonylation of malonates and -keto esters by heating in stearic acid. used as an ionic liquid solvent in the regioselective O-alkylation of C/O ambident nucleophiles. It is a synthetic reagent used in proteomics research. Tetrabutylphosphonium bromide (TBPB) is a quaternary salt which can be used:As a medium to disperse ruthenium catalyst for the synthesis of ethylene glycol from synthesis gas via ruthenium melt catalysis.As a catalyst supported on silica or alumina for the halogen exchange reaction to synthesize alkyl bromide from alkyl chloride.To synthesize various ionic liquids on mixing with different proportions of 1,3-dimethylurea for capturing NO gas.As a hydrogen-bond acceptor along with levulinic acid as a hydrogen-bond donor for the preparation of deep eutectic solvents to separate toluene from toluene/n-hexane mixtures.To prepare ionic semiclathrate hydrates.

Technology Process of Tetrabutylphosphonium bromide

There total 4 articles about Tetrabutylphosphonium bromide 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: 10.0%

1-bromo-butane (109-65-9) → tetrabutyl phosphonium bromide (3115-68-2)

Guidance literature:

With samarium(III) chloride; phosphorous; In acetonitrile; at 50 ℃; electrosynthesis;

Reference yield:

1-bromo-butane (109-65-9) + tributylphosphine (998-40-3) → tetrabutyl phosphonium bromide (3115-68-2)

Guidance literature:

DOI:10.1021/ja01500a033 DOI:10.1016/S0022-328X(00)89952-0

Reference yield:

1-bromo-butane (109-65-9) + n-butyl magnesium bromide (693-03-8) → tetrabutyl phosphonium bromide (3115-68-2)

Guidance literature:

With P;

DOI:10.1021/jo01037a049

upstream raw materials:

1-bromo-butane

n-butyl magnesium bromide

tributylphosphine

Downstream raw materials:

tetrabutylphosphonium nonafluorobutane-1-sulfonate

(3,5-dichlorophenyl)(methyl)sulfane

4-chlorophenyl methyl sulfide

2-chloro-4,5-difluorobenzonitrile

Refernces

• 1、 Rauber, Daniel,Zhang, Peng,Huch, Volker,Kraus, Tobias,Hempelmann, Rolf. "Lamellar structures in fluorinated phosphonium ionic liquids: The roles of fluorination and chain length". . p. 27251 - 27258. Retrieved 2017/10/27.
• 2、 -. "Process for the preparation of substantially fluorinated alkyl bromides". . . Retrieved 2008/06/13.