Skip to Content
MilliporeSigma
All Photos(2)

Documents

358681

Sigma-Aldrich

Tetrabutylammonium p-toluenesulfonate

99%

Synonym(s):

p-Toluenesulfonic acid tetrabutylammonium salt

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(CH3C6H4SO3)
CAS Number:
7182-86-7
Molecular Weight:
413.66
Beilstein/REAXYS Number:
3643278
EC Number:
230-548-8
MDL number:
MFCD00043227
UNSPSC Code:
12352116
PubChem Substance ID:
24861983
NACRES:
NA.22

Quality Level

200

assay

99%

mp

70-72 °C (lit.)

SMILES string

Cc1ccc(cc1)S([O-])(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/C16H36N.C7H8O3S/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-6-2-4-7(5-3-6)11(8,9)10/h5-16H2,1-4H3;2-5H,1H3,(H,8,9,10)/q+1;/p-1

InChI key

REAVCZWUMGIGSW-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 5

1 of 5

Sodium p-toluenesulfonate 95%

Sigma-Aldrich

152536

Sodium p-toluenesulfonate

Tetrabutylammonium perchlorate ≥95.0% (T)

Sigma-Aldrich

86885

Tetrabutylammonium perchlorate

Tetrabutylammonium hydrogensulfate 97%

Sigma-Aldrich

155837

Tetrabutylammonium hydrogensulfate

Tetrabutylammonium hexafluorophosphate 98%

Sigma-Aldrich

281026

Tetrabutylammonium hexafluorophosphate

Methyl p-toluenesulfonate 98%

Sigma-Aldrich

158992

Methyl p-toluenesulfonate

Synthesis, Structure, and Reaction of 1-Alkynyl (aryl)-λ-bromanes
Ochiai M, et al.
Journal of the American Chemical Society, 125(50), 15304-15305 (2003)
Tetrabutylammonium tosylate as inert phase-transfer catalyst: The key to high efficiency SN2 radiofluorinations
Orlovskaya V, et al.
Applied Radiation and Isotopes, 109195-109195 (2020)
Actuator based on doping/undoping-induced volume change in anisotropic polypyrrole film
Okamoto T, et al.
Thin Solid Films, 393(1-2), 383-387 (2001)
Michelle L Ingalsbe et al.
Bioorganic & medicinal chemistry letters, 19(17), 4984-4987 (2009-08-08)
Due to the increasing number of strains of drug-resistant bacteria, the development of new antibiotics has become increasingly important. The antibacterial properties of quaternary amines and their derivatives on both Gram-positive and Gram-negative bacteria are well known. However, an encompassing

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service