Tetrabutylammonium thiophenolate

Base Information

• Chemical Name: Tetrabutylammonium thiophenolate
• CAS No.: 4670-62-6
• Molecular Formula: C16H36N.C6H5S
• Molecular Weight: 351.64
• European Community (EC) Number: 625-051-1
• DSSTox Substance ID: DTXSID60472305
• Mol file: 4670-62-6.mol

Synonyms:Tetrabutylammonium thiophenolate;4670-62-6;benzenethiolate;tetrabutylazanium;Thiophenol tetrabutylammonium salt;SCHEMBL5067989;tetrabutylammonium phenylthiolate;Tetrabutylammoniumbenzenethiolate;Tetrabutylammonium benzenethiolate;DTXSID60472305;Tetrabutylammonium Thiophenolate Technical,

Chemical Property of Tetrabutylammonium thiophenolate

Chemical Property:

• Melting Point: 77-85oC
• PSA: 0.00000
• LogP: 6.59600
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 351.29597149
• Heavy Atom Count: 24
• Complexity: 162

Purity/Quality:

95% ^*data from raw suppliers

TETRABUTYLAMMONIUM THIOPHENOLATE 95.00% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.C1=CC=C(C=C1)[S-]

Technology Process of Tetrabutylammonium thiophenolate

There total 3 articles about Tetrabutylammonium thiophenolate 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: 100.0%

tetrabutyl-ammonium chloride (1112-67-0) + sodium thiophenolate (930-69-8) → tetra-N-butylammonium benzenethiolate (4670-62-6)

Guidance literature:

In tetrahydrofuran; for 4h; Inert atmosphere;

DOI:10.1002/anie.201000695

Reference yield: 97.0%

tetra(n-butyl)ammonium hydroxide (2052-49-5) + thiophenol (108-98-5) → tetra-N-butylammonium benzenethiolate (4670-62-6)

Guidance literature:

In benzene; at 6 - 10 ℃; for 1h;

DOI:10.1007/BF00960427

Reference yield:

thiophenol (108-98-5) + di-tert-butyl phosphoric acid tetra-n-butylammonium salt (68695-48-7) → 2C8H18O4P(1-)*H(1+)*C16H36N(1+) + tetra-N-butylammonium benzenethiolate (4670-62-6)

Guidance literature:

In dichloromethane-d2;

DOI:10.1021/jacs.0c08673

upstream raw materials:

tetra(n-butyl)ammonium hydroxide

thiophenol

tetrabutyl-ammonium chloride

sodium thiophenolate

Downstream raw materials:

thiophene

2-(methylsulfanyl)thiophene

2-(Phenylthio)thiophene

diphenyl sulfide

Refernces

• 1、 Berg, Nele,Bergwinkl, Sebastian,Nuernberger, Patrick,Horinek, Dominik,Gschwind, Ruth M.. "Extended Hydrogen Bond Networks for Effective Proton-Coupled Electron Transfer (PCET) Reactions: The Unexpected Role of Thiophenol and Its Acidic Channel in Photocatalytic Hydroamidations". supporting information. p. 724 - 735. Retrieved 2021/02/01.
• 2、 Rybakova, I. A.,Shekhtman, R. I.,Prilezhaeva, E. N.. "SYNTHESIS OF TETRAALKYLAMMONIUM THIOLATES". . p. 1903 - 1905. Retrieved 2007/10/02.