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Tetrabutylammonium nitrate

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Tetrabutylammonium nitrate Basic information

Product Name:
Tetrabutylammonium nitrate
Synonyms:
  • TETRABUTYLAMMONIUM NITRATE
  • TETRA-N-BUTYLAMMONIUM NITRATE
  • n,n,n-tributyl-1-butanaminiunitrate
  • n-n-n-tributyl-1-butanaminiumnitrate
  • n-n-n-tributyl-1-butanaminiunitrate
  • tetrabutyl-ammoniunitrate
  • Tetrabutylazanium nitrate
  • Tetrabutylammonium n
CAS:
1941-27-1
MF:
C16H36N2O3
MW:
304.48
EINECS:
217-726-0
Product Categories:
  • Ammonium Salts
  • Greener Alternatives: Catalysis
  • quarternary ammonium salts
  • Phase Transfer Catalysts
Mol File:
1941-27-1.mol
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Tetrabutylammonium nitrate Chemical Properties

Melting point:
116-118 °C (lit.)
Boiling point:
445.28°C (rough estimate)
Density 
0.9580 (rough estimate)
refractive index 
1.5500 (estimate)
solubility 
acetonitrile: 0.1 g/mL, clear, colorless
form 
Fine Crystalline Powder
color 
White
Water Solubility 
<2 g/100 mL
Sensitive 
Hygroscopic
BRN 
3921016
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents. Hygroscopic - protect from moisture.
CAS DataBase Reference
1941-27-1(CAS DataBase Reference)
EPA Substance Registry System
1-Butanaminium, N,N,N-tributyl-, nitrate (1941-27-1)
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Safety Information

Hazard Codes 
O,Xi
Risk Statements 
8-36/37/38-9
Safety Statements 
17-26-37/39
RIDADR 
UN 1479 5.1/PG 2
WGK Germany 
3
RTECS 
BS5475000
TSCA 
Yes
HazardClass 
5.1
PackingGroup 
III
HS Code 
29239000

MSDS

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Tetrabutylammonium nitrate Usage And Synthesis

Chemical Properties

white powder

Uses

Tetra-n-butylammonium nitrate is used in coatings, printing ink, rubber, glass, leather and cosmetics. It serves as a supporting electrolyte in liquid ammonia. It is also used in the preparation of nitrates from triflates. It is employed in the inversion of configuration of alcohols through tosylates. It is also a source of NO3- used in nucleophilic substitution reactions. Further, it is used in the conversion of halides into ketones. In addition to this, it is used as a source of nitronium ions for the nitration of olefins, amides, ribonucleosides, glycols and aromatic compounds.

Preparation

Tetrabutylammonium nitrate (TBAN) is prepared from tetrabutylammonium bromide by passing through Amberlite anionic exchange resin with potassium nitrate. The filtrate is evaporated to dryness and recrystallized from benzene to give pure TBAN as a white crystalline solid.

Purification Methods

Crystallise it from *benzene (7mL/g), EtOH or EtOAc (m 121-122o); dry it in a vacuum over P2O5 at 60o for 2 days. [Beilstein 4 IV 558.]

Tetrabutylammonium nitrate Preparation Products And Raw materials

Preparation Products

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