Tetrabutylammonium 4-toluenesulfonate

Base Information

• Chemical Name: Tetrabutylammonium 4-toluenesulfonate
• CAS No.: 7182-86-7
• Molecular Formula: C16H36N^.C7H7O3S
• Molecular Weight: 413.665
• Hs Code.: 29239000
• European Community (EC) Number: 230-548-8
• DSSTox Substance ID: DTXSID80222102
• ChEMBL ID: CHEMBL1077952
• Mol file: 7182-86-7.mol

Synonyms:7182-86-7;TETRABUTYLAMMONIUM 4-TOLUENESULFONATE;tetrabutylammonium 4-methylbenzenesulfonate;Tetrabutylammonium p-toluenesulfonate;4-methylbenzenesulfonate;tetrabutylazanium;Tetrabutyl-ammonium p-Toluenesulfonate;EINECS 230-548-8;Tetrabutylammonium, salt with 4-methylbenzenesulphonic acid (1:1);Tetrabutylammonium tosylate;tetrabutylammonium toluene-4-sulfonate;p-Toluenesulfonic acid tetrabutylammonium salt;SCHEMBL157620;C16H36N.C7H7O3S;CHEMBL1077952;DTXSID80222102;MFCD00043227;tetrabutylammonium p-toluene sulfonate;AKOS025243482;tetrabutylammonium4-methylbenzenesulfonate;AS-65795;C16-H36-N.C7-H7-O3-S;TETRABUTYLAMMONIUMTOLUENE-4-SULFONATE;FT-0636384;T3660;tetrabutylazanium 4-methylbenzene-1-sulfonate;D92730;Tetrabutylammonium 4-toluenesulfonate [N4,4,4,4]TsO

Chemical Property of Tetrabutylammonium 4-toluenesulfonate

Chemical Property:

• Melting Point: 70-72 °C(lit.)
• PSA: 65.58000
• LogP: 6.98350
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: acetonitrile: 0.1 g/mL, clear, colorless
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 413.29636541
• Heavy Atom Count: 28
• Complexity: 309

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tetrabutylammonium p-Toluenesulfonate ^*data from reagent suppliers

Safty Information:

• 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.CC1=CC=C(C=C1)S(=O)(=O)[O-]
• Uses: Tetrabutylammonium p-toluenesulfonate (TBAOTs) can be used as: A phase transfer catalyst (PTC) in SN2 fluorinations.An electrolyte in the preparation of conducting polymer polypyrrole (PPy) by electrochemical polymerization technique. A reagent to synthesize 1-alkynyl sulfonates from 1-alkynyl-bromanes by Michael-carbene rearrangement reaction.

Technology Process of Tetrabutylammonium 4-toluenesulfonate

There total 5 articles about Tetrabutylammonium 4-toluenesulfonate 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: 95.0%

tetrabutylammomium bromide (1643-19-2) + toluene-4-sulfonic acid (104-15-4) → tetrabutylammonium p-toluenesulfonate (7182-86-7)

Guidance literature:

With trimethyl phosphite; at 0 - 60 ℃; for 15h; Inert atmosphere; neat (no solvent);

DOI:10.1002/ejoc.201200370

Reference yield: 63.0%

tetra(n-butyl)ammonium hydroxide (2052-49-5) + toluene-4-sulfonic acid (104-15-4) → tetrabutylammonium p-toluenesulfonate (7182-86-7)

Guidance literature:

In methanol; water; for 0.25h; pH=7;

DOI:10.1021/jacs.9b01885

Reference yield:

tetrabutylammomium bromide (1643-19-2) + p-toluenesulfonyl chloride (98-59-9) → tetrabutylammonium p-toluenesulfonate (7182-86-7)

Guidance literature:

With silver(l) oxide; Multistep reaction; 1.) water, heating, 10 min; 2.) acetone, warming, 20 min;

DOI:10.1016/S0040-4020(01)93682-8

upstream raw materials:

tetra(n-butyl)ammonium hydroxide

toluene-4-sulfonic acid

tetrabutylammomium bromide

p-toluenesulfonyl chloride

Downstream raw materials:

n-chlorooctane

1-octyl p-toluenesulfonate

2-chloroethyl tosylate

1,2-dichloro-ethane

Refernces

• 1、 Farney, Elliot P.,Chapman, Steven J.,Swords, Wesley B.,Torelli, Marco D.,Hamers, Robert J.,Yoon, Tehshik P.. "Discovery and Elucidation of Counteranion Dependence in Photoredox Catalysis". supporting information. p. 6385 - 6391. Retrieved 2019/05/02.
• 2、 -. "POSITIVE RESIST COMPOSITION AND PATTERNING PROCESS". . . Retrieved 2010/04/23.