1941-27-1 Usage
Description
Tetrabutylammonium nitrate is a white powder chemical compound with the formula (C4H9)4N+NO3-. It is an ionic compound consisting of tetrabutylammonium cations and nitrate anions. Due to its unique properties, it finds various applications across different industries.
Uses
Tetrabutylammonium nitrate is used as a supporting electrolyte in liquid ammonia, which is crucial for certain chemical reactions and processes.
Used in Coatings:
Tetrabutylammonium nitrate is used as an additive in the coatings industry to improve the properties of the final product, such as adhesion, durability, and appearance.
Used in Printing Ink:
In the printing ink industry, it is employed to enhance the performance of inks, ensuring better print quality and color consistency.
Used in Rubber:
Tetrabutylammonium nitrate is used in the rubber industry as a catalyst or additive to improve the rubber's processing and end-use properties.
Used in Glass:
In the glass industry, it is utilized as a component in the manufacturing process, contributing to the glass's physical and chemical properties.
Used in Leather:
Tetrabutylammonium nitrate is used in the leather industry as a tanning agent, which helps in the preservation and processing of animal hides.
Used in Cosmetics:
In the cosmetics industry, it is employed as a stabilizing agent, ensuring the consistency and shelf life of various cosmetic products.
Used in the Preparation of Nitrates from Triflates:
Tetrabutylammonium nitrate is used in the chemical synthesis process to convert triflates into nitrates, which are essential intermediates in the production of various chemicals and pharmaceuticals.
Used in the Inversion of Configuration of Alcohols through Tosylates:
It is used as a reagent in organic chemistry to facilitate the inversion of configuration of alcohols, which is an important step in the synthesis of various organic compounds.
Used as a Source of NO3in Nucleophilic Substitution Reactions:
Tetrabutylammonium nitrate serves as a source of nitrate ions in nucleophilic substitution reactions, which are fundamental in organic chemistry for the synthesis of a wide range of compounds.
Used in the Conversion of Halides into Ketones:
It is employed as a reagent in the conversion of halides to ketones, a crucial transformation in organic synthesis.
Used as a Source of Nitronium Ions for the Nitration of Olefins, Amides, Ribonucleosides, Glycols, and Aromatic Compounds:
Tetrabutylammonium nitrate is used as a source of nitronium ions, which are essential for the nitration of various organic compounds, including olefins, amides, ribonucleosides, glycols, and aromatic compounds. This process is vital in the synthesis of numerous chemicals and pharmaceuticals.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 1941-27-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,9,4 and 1 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1941-27:
(6*1)+(5*9)+(4*4)+(3*1)+(2*2)+(1*7)=81
81 % 10 = 1
So 1941-27-1 is a valid CAS Registry Number.
InChI:InChI=1/C16H36N.H2NO3/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;(H2,2,3,4)/q2*+1
1941-27-1Relevant articles and documents
Ion exchange synthesis and thermal characteristics of some [N +4444] based ionic liquids
Bhatt, Vasishta D.,Gohil, Kuldip
, p. 23 - 29 (2013)
Eight salts, derived from tetrabutylammonium cation [N+ 4444] and inorganic anions like BF4-, NO 3-, NO2-, SCN-, BrO 3-, IO3-, PF6- and HCO3- were synthesized using the ion exchange method. These ionic liquids (ILs) were characterized using thermogravimetry, differential scanning calorimetry and infrared spectroscopy. Thermophysical properties such as density, volume expansion, heat of fusion, heat of solid-solid transitions, specific heat capacity and thermal energy storage capacity were determined. The total of heat of solid-solid transitions observed below the melting points exceeded the heat of fusion in some cases. The thermal conductivity of the samples was determined both in solid and liquid phases. High values of thermal energy storage capacity and handsome liquid phase thermal conductivities made many of the ionic liquids under investigation were recommended as Thermal Energy Storage Devices (TESDs) as well as heat transfer fluids.
Efficient method for varying the anions in quaternary onium halides
Jeon, Jong Yeob,Varghese, Jobi Kodiyan,Park, Ji Hae,Lee, Suck-Hyun,Lee, Bun Yeoul
experimental part, p. 3566 - 3569 (2012/08/14)
Quaternary onium salts of halides can be efficiently converted into the corresponding quaternary onium salts of various anions [NO3 -, BF4-, PF6-, CF 3SO3-, CH3SO3 -, ClO4-, p-CH3C6H 4SO3-, CF3CO2 -, 2,4-(NO2)2C6H3O -] by treating the onium halide with trimethyl phosphate under neat condition in the presence of an equivalent amount of conjugate acid of the desired anion.
A safe two-step process for manufacturing glycidyl nitrate from glycidol involving solid-liquid phase-transfer catalysis
Ochoa-Gomez, Jose R.,Blanco-Gomez, Juan J.
experimental part, p. 1454 - 1457 (2012/01/12)
A new and safer two-step process for manufacturing glycidyl nitrate from glycidol is reported. In the first step glycidyl tosylate is obtained by reacting glycidol with p-tosyl chloride in the presence of triethylamine according to any one of the well-known procedures for obtaining tosyl esters described in the literature. In the second step, glycidyl tosylate is reacted with NaNO3 in refluxing acetonitrile under solid-liquid phase-transfer catalysis conditions using tetrabutylammonium nitrate as catalyst. Acetonitrile and the phase-transfer catalyst were recycled 12 times without deactivation, yielding 99% pure glycidyl nitrate in a cumulative isolated yield of 81.5% with a catalyst turnover number of 85.7 mol substrate per mol phase-transfer catalyst. This procedure avoids the use of the dangerous reactants used in the current manufacturing processes of glycidyl nitrate and could be useful as a safe and general method for obtaining nitrate esters.
