428820-95-5

Usage

Uses

Used in Chemical Synthesis:
2-(3,5-dinitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is used as an intermediate in the synthesis of various organic compounds. Its unique structure allows for versatile reactions and transformations, making it a valuable component in the preparation of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Analytical Chemistry:
In analytical chemistry, 2-(3,5-dinitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane can be employed as a derivatization agent for the detection and quantification of certain analytes. Its reactivity with specific functional groups can enhance the sensitivity and selectivity of analytical methods, such as chromatography and mass spectrometry.
Used in Research and Development:
2-(3,5-dinitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is utilized in research and development settings to explore its potential applications and properties. Its unique structure and reactivity make it an interesting candidate for studying reaction mechanisms, investigating new synthetic routes, and discovering novel compounds with potential applications in various industries.
Used in Material Science:
In the field of material science, 2-(3,5-dinitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane can be used as a building block for the development of new materials with specific properties. Its incorporation into polymers, for example, could lead to materials with enhanced thermal stability, mechanical strength, or other desirable characteristics.

Upstream product

• 6276-04-6 3,5-dinitroiodobenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 618-87-1 3, 5-dinitroaniline 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 912818-48-5 4'-[2''-deoxy-5''-O-(4,4'-dimethoxytriphenylmethyl)-β-D-ribofuranosyl]-3,5-dinitrobiphenyl 

Relevant academic research and scientific papers

Base-Catalyzed Aryl-B(OH)2 Protodeboronation Revisited: From Concerted Proton Transfer to Liberation of a Transient Aryl Anion

Pioneering studies by Kuivila, published more than 50 years ago, suggested ipso protonation of the boronate as the mechanism for base-catalyzed protodeboronation of arylboronic acids. However, the study was limited to UV spectrophotometric analysis under acidic conditions, and the aqueous association constants (Ka) were estimated. By means of NMR, stopped-flow IR, and quenched-flow techniques, the kinetics of base-catalyzed protodeboronation of 30 different arylboronic acids has now been determined at pH > 13 in aqueous dioxane at 70 °C. Included in the study are all 20 isomers of C6HnF(5-n)B(OH)2 with half-lives spanning 9 orders of magnitude: a and Sδ values, kinetic isotope effects (2H, 10B, 13C), linear free-energy relationships, and density functional theory calculations, we have identified a mechanistic regime involving unimolecular heterolysis of the boronate competing with concerted ipso protonation/C-B cleavage. The relative Lewis acidities of arylboronic acids do not correlate with their protodeboronation rates, especially when ortho substituents are present. Notably, 3,5-dinitrophenylboronic acid is orders of magnitude more stable than tetra-and pentafluorophenylboronic acids but has a similar pKa.

COMPOSITIONS FOR THE TREATMENT OF HYPERTENSION AND/OR FIBROSIS

The present invention relates to novel compounds and their use in the prophylactic and/or therapeutic treatment of hypertension and/or fibrosis.

Synthesis of functionalized biphenyl-C-nucleosides and their incorporation into oligodeoxynucleotides

We describe the synthesis of eight novel C-nucleosides in which the nucleobases are replaced by biphenyl residues that carry one or two electron donor (-OCH3, -NH2) or acceptor (-NO2) functional groups in the distal ring. These C-nucleosides were synthesized convergently and in high yields from a common bromophenyl-C-nucleoside precursor via Suzuki coupling with the respective boronic acids or esters. These nucleosides were subsequently converted into the corresponding phosphoramidite building blocks and efficiently incorporated into oligodeoxynucleotides by standard phosphoramidite chemistry.