27096-30-6

Basic information

• Product Name: diethylammonium nitrate
• Synonyms: diethylammonium nitrate
• CAS NO: 27096-30-6
• Molecular Formula: C₄H₁₂N*NO₃
• Molecular Weight: 136.14968
• EINECS: 248-222-9
• Mol File: 27096-30-6.mol

Chemical Properties

• Boiling Point: 57.3°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 218mmHg at 25°C
• CAS DataBase Reference: diethylammonium nitrate(CAS DataBase Reference)
• NIST Chemistry Reference: diethylammonium nitrate(27096-30-6)
• EPA Substance Registry System: diethylammonium nitrate(27096-30-6)

Safety Data

• Hazardous Substances Data: 27096-30-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H11N.NO3/c1-3-5-4-2;2-1(3)4/h5H,3-4H2,1-2H3;/q;-1/p+1

Upstream product

• 60-29-7 diethyl ether 
• 7732-18-5 water 
• 109-89-7 diethylamine 
• 660-68-4 diethyl amine hydrochloride 
• 10544-72-6 dinitrogen tetraoxide 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 75-05-8 acetonitrile 

Downstream Products

• 55-18-5 N-Nitrosodiethylamine 
• 18240-93-2 1,1-diethylguanidine 
• 7697-37-2 nitric acid 
• 7119-92-8 diethyl-N-nitroamine 

Relevant articles and documents

Thermodynamic studies of aqueous solutions of ammonium based nitrate protic ionic liquids at different temperatures (288.15?K to 303.15?K)and 101.325?kPa: A volumetric approach

We report the synthesis of two protic ionic liquids (PILs)through atom–economic neutralization reaction between alkylamine (diethlyamine (DEA)and triethylamine (TEA))and nitric acid. The product ionic liquids are characterized by 1H NMR spectra. The density property of aqueous solutions of synthesized PILs, namely, diethylammonium nitrate (DEAN)and triethylammonium nitrate (TEAN)were measured in the concentration range of ~0.01 ? ~0.5 mol·kg?1for the temperature range of 288.15 K to 303.15 K and at 101.325 kPa. The measured densities were used to calculate the apparent molar volume (V?), partial molar volume of solvent (Vˉ1)and solute (Vˉ2)at all studied temperatures. The limiting apparent molar volumes (V? 0)are reported. The apparent molar expansivity (E?)of PILs at finite concentrations as well as at infinite dilutions are reported at 293.15 and 298.15 K. It is observed that water structure making effect exhibited by cations is governed by the hydration of the cations, while the overall kosmotropic effect depends upon the basicity and shape factor of the cation concerned. The hydrophobic solute–solute interactions and ion–pair formation may be influencing the deviation parameter (BV)of Debye-Hückel equation for volumes. These results are discussed.

Understanding the Role of Protic Ionic Liquids (PILs) in Reactive Systems: Rational Selection of PILs for the Design of Green Synthesis Strategies for Allylic Amines and β-Amino Esters

The reactive behaviour of protic ionic liquids (PILs) has been shown to be governed not only by their chemical structures but also by their global compositions, which include the presence of free acids and bases at equilibrium with ionic pairs. Six PILs composed of primary, secondary, or tertiary alkyl ammonium cations with two couterions, nitrate or acetate, were tested in model reactions with unsaturated substrates. The free species that were naturally present in these liquids were identified by cyclic voltammetry. Only tributylammonium nitrate was found to be mostly composed just of the ionic pair; the other five PILs also contain variable amounts of free acid and amine. In reactive systems, these free species determine the products of the reaction. In particular, allylic amines and β-amino esters were obtained in good yields (91 and 75 %, respectively) by reaction of conjugated dienes and acrylates in the presence of PILs. By taking into account the actual composition of each PIL, it was possible to direct the reaction path towards a specific product with good yields, to ensure acid catalysis, to avoid polymerization of the substrate, and to promote phase transfer of products. These results establish some useful guidelines for the rational design of new PIL-based one-step synthetic strategies.

Protic ionic liquids as catalysts for a three-component coupling/hydroarylation/dehydrogenation tandem reaction

Protic ionic liquids with nitrate anions were used as solvents and catalysts for a three-component oxidative dehydrogenation tandem reaction via the coupling and hydroarylation of benzaldehyde, aniline, and phenylacetylene to a quinoline derivative. The reaction was supported by air and microwave irradiation. The presence of nitrate as counter anion in the protic ionic liquids was essential for the reaction.

A Metal-Free and Ionic Liquid-Catalyzed Aerobic Oxidative Bromination in Water

A metal-free aerobic oxidative bromination of aromatic compounds in water has been developed. Hydrobromic acid is used as a bromine source and 2-methylpyridinium nitrate ionic liquid is used as a recyclable catalyst. Water is used as the reaction mediate. This is the first report of aerobic oxidative bromination using only catalytic amount of metal-free catalyst. This system shows not only high bromine atom economy, but also high bromination selectivity. The possible mechanism and the role of the catalyst in this system have also been discussed.

Anhydrous proton exchange membranes at elevated temperatures: Effect of protic ionic liquids and crosslinker on proton conductivity

A series of novel anhydrous proton exchange membranes (poly(vinyl alcohol)-citric acid-ionic liquid (PVA-CA-IL)) were prepared using the low cost ionic liquids ethylammonium nitrate (EAN), diethylammonium nitrate (DEAN), and triethylammonium nitrate (TEAN) as conductive fillers in PVA support membrane. The properties of the PVA-CA-IL membranes can be controlled by changing the molar ratio of the PVA, ILs and CA. The thermal stability of PVA-CA-IL membrane was measured by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC), and the microstructure was investigated using scanning electron microscopy (SEM) and the Anton-paar SAX Sess mc2 system (SAXS). The effects of temperature, ILs and crosslinker dosage on proton conductivity were also systematically investigated. The results showed that the PVA-CA-IL membranes had excellent performance. The proton conductivity of PVA-CA-EAN (mole ratio = 1:0.05:0.4) could reach up to 7.8 mS cm-1 at 140 °C. The introduction of ionic liquid into PVA membrane constituted a new and efficient kind of anhydrous proton exchange membrane. This journal is

Synthesis of N,N-dialkylnitramines from secondary ammonium nitrates in liquid or supercritical carbon dioxide

An efficient explosion-proof method was developed for the preparation of N,N-dialkylnitramines by treatment of dialkylammonium nitrates with a mixture of nitric acid and acetic anhydride in the presence of ZnCl2 in liduid or supercritical carbon dioxide.