35733-58-5

Basic information

• Product Name: tetrabutylammonium formate
• Synonyms: tetrabutylammonium formate;N,N,N-Tributyl-1-butanaminium formate
• CAS NO: 35733-58-5
• Molecular Formula: CHO₂*C₁₆H₃₆N
• Molecular Weight: 287.48118
• EINECS: 252-704-4
• Mol File: 35733-58-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: tetrabutylammonium formate(CAS DataBase Reference)
• NIST Chemistry Reference: tetrabutylammonium formate(35733-58-5)
• EPA Substance Registry System: tetrabutylammonium formate(35733-58-5)

Safety Data

• Hazardous Substances Data: 35733-58-5(Hazardous Substances Data)

Usage

General Description

Tetrabutylammonium formate is a chemical compound that consists of a tetrabutylammonium cation and a formate anion. It is commonly used as a catalyst in organic synthesis and as a phase transfer catalyst in chemical reactions. Tetrabutylammonium formate is a stable, water-soluble compound that is often employed in the synthesis of organic compounds and in the preparation of pharmaceuticals. It is also used as a reagent in analytical chemistry and as a component in electrolyte solutions for electrochemical applications. Additionally, tetrabutylammonium formate can act as a buffering agent and is utilized in various chemical processes that require a strong base.

InChI:InChI=1/C16H36N.CH2O2/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;2-1-3/h5-16H2,1-4H3;1H,(H,2,3)/q+1;/p-1

Upstream product

• 64-18-6 formic acid 
• 2052-49-5 tetra(n-butyl)ammonium hydroxide 
• 124-38-9 carbon dioxide 
• 429-42-5 tetrabutylammonium tetrafluoroborate 

Downstream Products

• 106470-33-1 Formic acid (Z)-7-{(1R,2R,3R,5S)-3-[1-(4-methoxy-phenyl)-non-2-ynylsulfanyl]-6-thia-bicyclo[3.1.0]hex-2-yl}-hept-5-enyl ester 
• 444807-47-0 methyl 2-(4-cyanophenyl)-2-methylpropanoate 
• 125670-62-4 α-methyl-4-cyanobenzeneacetic acid methyl ester 
• 77959-48-9 4-(1-methoxycarbonyl-ethyl)-benzoic acid methyl ester 
• 103040-42-2 Methyl-2-(3-chlorophenyl) propanoate 
• 76803-81-1 2-methyl-2-(2-phenylethyl)but-3-enoic acid 

Relevant articles and documents

Mapping the Intricate Reactivity of Nanojars toward Molecules of Varying Acidity and Their Conjugate Bases Leading to Exchange of Pyrazolate Ligands

A comprehensive reactivity study of nanojars toward 18 different acidic compounds with varying pKa, including 12 different carboxylic acids (both aliphatic and aromatic mono- and dicarboxylic acids), p-toluenesulfonic acid, hydrogen sulfate, hydrogen carbonate, carbonic acid, 1-decanethiol, and methanol, as well as four different conjugate bases (formate, acetate, benzoate, 2-bromoethanesulfonate) is carried out with the aid of electrospray-ionization mass spectrometry. Thus, the effect on nanojar substitution and breakdown pattern of a number of variables, such as concentration of reagent (acid or conjugate base), acidity of reagent (pKa), effect of acid vs conjugate base, steric effects, aromaticity, incarcerated anion and size of the nanojar, is evaluated. Of the substitution and breakdown products identified by mass spectrometry, acetate-substituted nanojars (Bu4N)2[CO3?{Cu27(μ-OH)27(μ-pz)27-x(μ-CH3COO)x}] (x = 1 and 2), as well as dimeric complexes (Bu4N)2[Cu2(μ-pz)2A2] (A = CO32- and SO42-) have been isolated and characterized by single-crystal X-ray diffraction. This study offers a detailed understanding of the behavior of nanojars of various sizes and with different incarcerated anions in the presence of the above-mentioned compounds at varying concentrations and tests the limits of the pyrazolate/carboxylate structural analogy in multinuclear metal complexes. The results point to the possibility of obtaining functionalized nanojars via pyrazolate/carboxylate ligand exchange, an aid in the design of anion extraction processes using nanojars or similar complexes as extracting agents.

Synthesis of silyl formates, formamides, and aldehydesviasolvent-free organocatalytic hydrosilylation of CO2

Carbon dioxide (CO2) was used as a C1 source to prepare silyl formates, formamides, and aldehydes. Tetrabutylammonium acetate (TBAA) catalyzed the solvent-freeN-formylation of amines with CO2and hydrosilane to give formamides including Weinreb formamide, Me(MeO)NCHO, which was successively converted into aldehydes by one-pot reactions with Grignard reagents.

Use of formate salts as a hydride and a Co2 source in PGeP -palladium complex-catalyzed hydrocarboxylation of allenes

Use of formate salts as a hydride as well as a CO2 source was achieved in a PGeP-palladium complex-catalyzed hydrocarboxylation of allenes through a highly efficient decarboxylation-carboxylation process. This reaction proceeds under mild conditions and provides an alternative strategy for utilizing formate salts as a C1 source.