5787-50-8

Usage

Uses

Used in Organic Synthesis:
Sodium p-tert-butylphenolate is used as a strong base and nucleophile for deprotonation of acidic protons in organic reactions. Its strong basic properties enable it to facilitate the formation of new chemical bonds and promote various synthetic transformations.
Used in Catalyst Applications:
In the chemical industry, sodium p-tert-butylphenolate is used as a catalyst to accelerate various organic reactions. Its ability to act as a nucleophile and a base makes it suitable for promoting C-C bond formation, polymerization, and deprotonation of carbon acids, thereby enhancing the efficiency and selectivity of these processes.
Used in Pharmaceutical Industry:
Sodium p-tert-butylphenolate can be employed as a reagent or intermediate in the synthesis of pharmaceutical compounds. Its strong basic and nucleophilic properties allow for the modification of organic molecules, which can be crucial for the development of new drugs and active pharmaceutical ingredients.
Used in Material Science:
In the field of material science, sodium p-tert-butylphenolate may be utilized in the synthesis of advanced materials, such as polymers and composites, where its strong basic nature can be leveraged to control the polymerization process or to modify the properties of the resulting materials.

InChI:InChI=1/C22H17BrN4O/c1-14(15-8-10-19(23)11-9-15)24-27-22(28)21-13-20(25-26-21)18-7-6-16-4-2-3-5-17(16)12-18/h2-13H,1H3,(H,25,26)(H,27,28)/b24-14+

Upstream product

• 35645-16-0 p-tert-Butylphenoxyl radical 
• 98-54-4 para-tert-butylphenol 

Downstream Products

• 63403-36-1 α-(4-tert. butylphenoxy)-isovaleric acid ethyl ester 
• 116858-45-8 Thiocarbonic acid O,O-bis-(4-tert-butyl-phenyl) ester 
• 98399-94-1 C₁₈H₂₅NO₄ 
• 78-33-1 tri-p-tert-butylphenol phosphate ester 
• 73675-45-3 N,N-dimethyl-2-<4-ter-butylphenoxy>-ethylamine 
• 78533-01-4 Phosphorsaeure-(4-tert-butylphenylester)-methylester-chlorid 
• 3344-19-2 4-tert-butyl-phenoxyacetic acid ethyl ester 
• 1942-71-8 (+/-)-2-<4-(tert-butylphenoxy)>cyclohexan-1-ol 
• 13522-39-9 Thiobenzoesaeure-O-<4-tert.butyl-phenylester> 
• 13522-61-7 N,N-Dimethyl-thiocarbamidsaeure-O-<4-tert.-butyl-phenylester> 
• 4021-36-7 2,4,6-tris-(4-tert-butyl-phenoxy)-[1,3,5]triazine 
• 24806-16-4 allyl p-cymyl ether 
• 872371-74-9 Ru(CC₆H₄CH₃)(OC₆H₄C(CH₃)3)(P(C₆H₁₁)3)2 
• 57477-80-2 2-trifluoromethyl-4-(1,1-dimethylethyl)phenol 

Relevant academic research and scientific papers

Copper complexes of superpodal amine ligands and reactivity studies towards dioxygen

The results of studies focussed on copper complexes of a variety of ligands with an NN4 donor set are reported. The permethylated tetrapodal ligand 2 forms a complex with copper(I) which, upon reaction with dioxygen at -90 °C, yields a product having a bis(μ-oxido)dicopper(III) core ( O-type product, 10), as inferred from UV/Vis and resonance-Raman spectroscopic data. The UV/Vis spectrum of 10 has two bands at 300 and 404 nm, with extinction coefficients of 9400 and 10400 L mol-1 cm -1, respectively. Resonance-Raman spectra display two 16O/18O-sensitive bands which, based on the isotopic shifts and the absolute frequencies, are attributed to the Cu-O stretching modes of the O-type product. Complex 10 shows tyrosinase-like activity, as its reaction with sodium p-tert-butylphenolate at -90 °C in THF yields p-tert-butylcatechol, in an ortho-hydroxylation reaction (yield: 30 %). Two new rigid tetrapodal pentadentate ligands (the superpods 3 and 4) can be synthesized by condensation of the primary polyamine 1 with paraformaldehyde. Their copper(II) complexes (5 and 6) have been spectroscopically characterized. As ascertained by X-ray crystallography, 5 has the CuII ion in a tetragonal-pyramidal environment, with almost uniform Cu-N bond lengths (basal bonds: 2.052 A and 2.070 A; apical bond: 2.077 A). No significant Jahn-Teller distortion is observed here. In 6, the ligand acts as a multinucleating donor, which leads to the formation of a ladder-like cluster of [Cu(μ3-OH)] units containing a total of two ligands, six copper(II) ions, four hydroxido ligands and eight trifluoroacetate ions. Two of the trifluoroacetate ions are non-coordinating. Variable-temperature magnetic susceptibility data are reported for this hexanuclear copper(II) cluster. Copper(I) complexes of 1 and 3 have been characterized and allowed to react with molecular oxygen, which caused the decomposition of the complexes. The IR spectra of the oxygenation products have bands at 1652 and 1632 cm-1, respectively, which are absent in the spectra of 1 and 3, suggesting that amine functions have been oxidized to imines.Copyright

NHC-CDI Betaine Adducts and Their Cationic Derivatives as Catalyst Precursors for Dichloromethane Valorization

Zwitterionic adducts of N-heterocyclic carbene and carbodiimide (NHC-CDI) are an emerging class of organic compounds with promising properties for applications in various fields. Herein, we report the use of the ICyCDI(p-Tol) betaine adduct (1a) and its cationic derivatives2aand3aas catalyst precursors for the dichloromethane valorization via transformation into high added value products CH2Z2(Z = OR, SR or NR2). This process implies selective chloride substitution of dichloromethane by a range of nucleophiles Na+Z-(preformed or generatedin situfrom HZ and an inorganic base) to yield formaldehyde-derived acetals, dithioacetals, or aminals with full selectivity. The reactions are conducted in a multigram-scale under very mild conditions, using dichloromethane both as a reagent and solvent, and very low catalyst loading (0.01 mol %). The CH2Z2derivatives were isolated in quantitative yields after filtration and evaporation, which facilitates recycling the dichloromethane excess. Mechanistic studies for the synthesis of methylal CH2(OMe)2rule out organocatalysis as being responsible for the CH2transfer, and a phase-transfer catalysis mechanism is proposed instead. Furthermore, we observed that1aand2areact with NaOMe to form unusual isoureate ethers, which are the actual phase-transfer catalysts, with a strong preference for sodium over other alkali metal nucleophiles.

METHODS FOR PRODUCING PERFLUOROALKANEDI(SULFONYL CHLORIDE)

Novel methods for preparing perfluoroalkanedi(sulfonyl chloride) are disclosed as are uses for these compounds. In one aspect, a method comprising reacting dibromoperfluoroalkane with Na2S2O4 followed by treating with chlorine, an organic compound, and then chlorine to form perfluoroalkanedi(sulfonyl chloride) is provided. Novel perfluoroalkanedi(sulfonyl bromide) compounds are also disclosed.

Free Radical Combination Reactions Involving Phenoxyl Radicals

The rates of phenoxyl radical reactions with the superoxide anion radical, O2.-, a peroxyl radical, HOC(CH3)2CH2OO., and an alkyl radical, HOC(CH3)2CH2., in aqueous solution have been measured for 15 different phenoxyl radicals by means of pulse radiolysis.In addition, the one-electron reduction potentials of 10 phenoxyl radicals have been determined.The fraction of electron transfer in the reaction of phenoxyl radicals with O2.- was determined by analysis of γ-irradiated samples.The experimental data can be accommodated by the Marcus theory for electron transfer, with the reorganization energy λ0 = 155 kJ/mol for the reaction between O2.- and phenoxyl radicals.