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tetrabutylammonium

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EntityQ25323965· pop 5· linked from 30 articles

tetrabutylammonium

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Also known as tetra-n-butylammonium, tetrabutyl ammonium

Tetrabutylammonium is a quaternary ammonium cation with the formula , also denoted (where Bu = butyl group). It is used in the research laboratory to prepare lipophilic salts of inorganic anions. Relative to tetraethylammonium derivatives, tetrabutylammonium salts are more lipophilic but crystallize less readily. It is useful for phase-transfer catalysis.

In the Vinony graph

Within Vinony's link graph, tetrabutylammonium is referenced by 30 other articles, and connects out to International Standard Book Number, digital object identifier and International Standard Serial Number.

It is catalogued under topics including Cations, Quaternary ammonium compounds and Reagents for organic chemistry.

Its subject is documented across 4 Wikipedia language editions.

Chemical data

Formula
C16H36N+
Molecular weight
242.46 g/mol
IUPAC name
tetrabutylazanium
SMILES
CCCC[N+](CCCC)(CCCC)CCCC
InChIKey
DZLFLBLQUQXARW-UHFFFAOYSA-N
XLogP
5.3
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
1

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
cation
Has part
hydrogen
Mass
242.285
Has use
detergent
Show 3 more facts
canonical SMILES
CCCC[N+](CCCC)(CCCC)CCCC
chemical formula
C₁₆H₃₆N⁺
Commons category
Tetrabutylammonium cation
Sources (1)

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Encyclopedic overview

3 sections
Contents
  • Derivatives
  • See also
  • References

Tetrabutylammonium is a quaternary ammonium cation with the formula , also denoted (where Bu = butyl group). It is used in the research laboratory to prepare lipophilic salts of inorganic anions. Relative to tetraethylammonium derivatives, tetrabutylammonium salts are more lipophilic but crystallize less readily. It is useful for phase-transfer catalysis.

==Derivatives== Some tetrabutylammonium salts of simple anions include: tetrabutylammonium fluoride, a desilylation reagent. tetrabutylammonium bromide, a precursor to other tetrabutylammonium salts via salt metathesis reactions. tetrabutylammonium iodide, a low cost catalyst. tetrabutylammonium triiodide, a common carrier of the triiodide anion used in chemical synthesis. tetrabutylammonium hydroxide, a precursor to other tetrabutylammonium salts via acid-base reactions. tetrabutylammonium hexafluorophosphate, an electrolyte for nonaqueous electrochemistry. Some tetrabutylammonium salts of more complex examples include: polyoxometalates. NS. metal carbonyl anions. Synthetic iron-sulfur clusters such as Octachlorodirhenate ().

Excerpted from Wikipedia’s “tetrabutylammonium” article, available under the CC BY-SA 4.0 licence.

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