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Tetrabutylammonium nitrate

Catalog Number
ACM1941271-2
Product Name
Tetrabutylammonium nitrate
Structure
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CAS
1941-27-1
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Synonyms
N,N,N-tributyl-1-butanaminiunitrate
IUPAC Name
tetrabutylazanium;nitrate;
Molecular Weight
304.47
Molecular Formula
C16H36N2O3
Canonical SMILES
CCCC[N+](CCCC)(CCCC)CCCC.[N+](=O)([O-])[O-];
InChI
InChI=1S/C16H36N.NO3/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;2-1(3)4/h5-16H2,1-4H3;/q+1;-1;
InChI Key
QHOKENWFMZXSEU-UHFFFAOYSA-N;
Purity
98%
Complexity
135
Covalently-Bonded Unit Count
2
EC Number
217-726-0
Exact Mass
304.273g/mol
H-Bond Acceptor
3
Heavy Atom Count
21
Monoisotopic Mass
304.273g/mol
Physical State
Off-white solid
Rotatable Bond Count
12
Topological Polar Surface Area
62.9A^2
Application
Tetrabutylammonium nitrate, a versatile white powder, finds utility across various applications. It is integral in coatings, printing inks, rubber, glass, leather, and cosmetics. In chemical processes, it functions as a supporting electrolyte in liquid ammonia and aids in transforming triflates into nitrates. Its role extends to facilitating the inversion of alcohol configurations with tosylates and serving as a NO3- ion source for nucleophilic substitution reactions. Additionally, it assists in converting halides into ketones and provides nitronium ions essential for the nitration of olefins, amides, ribonucleosides, glycols, and aromatic compounds, highlighting its broad utility in industrial and chemical contexts.
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