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358681

Tetrabutylammonium p-toluenesulfonate

Name: Tetrabutylammonium<I> p</I>-toluenesulfonate
Brand: ALDRICH

99%

Synonym(s):

p-Toluenesulfonic acid tetrabutylammonium salt

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About This Item

Linear Formula:

(CH₃CH₂CH₂CH₂)₄N(CH₃C₆H₄SO₃)

CAS Number:

7182-86-7

Molecular Weight:

413.66

UNSPSC Code:

12352116

NACRES:

NA.22

PubChem Substance ID:

24861983

EC Number:

230-548-8

Beilstein/REAXYS Number:

3643278

MDL number:

MFCD00043227

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Properties

Quality Level

200

assay

99%

form

powder

reaction suitability

core: ammonium

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

Description

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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)

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)

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Global Trade Item Number

SKU	GTIN
358681-10G	04061833424605
358681-2G	04061833322413