86770-70-9

Basic information

• Product Name: ((2-(2-(2-azidoethoxy)ethoxy)ethoxy)methyl)benzene
• Synonyms: ((2-(2-(2-azidoethoxy)ethoxy)ethoxy)methyl)benzene
• CAS NO: 86770-70-9
• Molecular Weight: 265.312
• Mol File: 86770-70-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: ((2-(2-(2-azidoethoxy)ethoxy)ethoxy)methyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: ((2-(2-(2-azidoethoxy)ethoxy)ethoxy)methyl)benzene(86770-70-9)
• EPA Substance Registry System: ((2-(2-(2-azidoethoxy)ethoxy)ethoxy)methyl)benzene(86770-70-9)

Safety Data

• Hazardous Substances Data: 86770-70-9(Hazardous Substances Data)

Usage

Description

((2-(2-(2-azidoethoxy)ethoxy)ethoxy)methyl)benzene is a complex organic molecule that features a benzene ring connected to a chain of carbon and oxygen atoms. This molecule is characterized by multiple ethoxy groups, each composed of two carbon atoms and three oxygen atoms, with an azide group (N3) attached to one of these ethoxy groups. Additionally, the carbon atoms in the chain are bonded to a methyl group. ((2-(2-(2-azidoethoxy)ethoxy)ethoxy)methyl)benzene is frequently utilized in organic synthesis and serves as a reagent in a variety of chemical reactions. The inclusion of the azide group endows it with potential applications in click chemistry and other reactions that result in the creation of nitrogen-containing compounds.

Uses

Used in Organic Synthesis:
((2-(2-(2-azidoethoxy)ethoxy)ethoxy)methyl)benzene is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, contributing to the formation of a wide range of complex organic molecules.
Used in Click Chemistry:
In the field of click chemistry, ((2-(2-(2-azidoethoxy)ethoxy)ethoxy)methyl)benzene is used as a reactant for its azide group, which allows for efficient and selective reactions, particularly the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. This reaction is highly useful for the rapid and modular assembly of complex molecules and macromolecules.
Used in the Production of Nitrogen-Containing Compounds:
The presence of the azide group in ((2-(2-(2-azidoethoxy)ethoxy)ethoxy)methyl)benzene makes it a valuable precursor in the synthesis of nitrogen-containing compounds, which are important in various chemical and pharmaceutical applications.
Used in Research and Development:
((2-(2-(2-azidoethoxy)ethoxy)ethoxy)methyl)benzene is also utilized in research and development settings to explore new reaction pathways, develop novel synthetic methods, and investigate the properties of complex organic molecules, including their potential applications in material science, pharmaceuticals, and other industries.

Upstream product

• 702701-70-0 methanesulfonic acid 2-[2-(2-benzyloxy-ethoxy)-ethoxy]-ethyl ester 
• 100-39-0 benzyl bromide 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 100-44-7 benzyl chloride 
• 55489-58-2 triethylene glycol monobenzyl ether 
• 105891-50-7 1-chloro-10-phenyl-3,6,9-trioxadecane 
• 84131-04-4 triethylene glycol monobenzyl tosyl ether 

Downstream Products

• 139115-92-7 tert-butyl 2-(2-(2-hydroxyethoxy)ethoxy)ethylcarbamate 
• 6338-55-2 2-(2-(2-aminoethoxy)ethoxy)ethan-1-ol 
• 86770-75-4 2-(2-(2-(benzyloxy)ethoxy)ethoxy)ethan-1-amine 

Relevant articles and documents

A MedChem toolbox for cereblon-directed PROTACs

A modular chemistry toolbox was developed for cereblon-directed PROTACs. A variety of linkers was attached to a CRBN ligand via the 4-amino position of pomalidomide. We used linkers of different constitution to modulate physicochemical properties. We equipped one terminus of the linker with a set of functional groups, e.g. protected amines, protected carboxylic acids, alkynes, chloroalkanes, and protected alcohols, all of which are considered to be attractive for PROTAC design. We also highlight different opportunities for the expansion of the medicinal chemists' PROTAC toolbox towards heterobifunctional molecules, e.g. with biotin, fluorescent, hydrophobic and peptide tags.

8034

Abstract A series of arabinose glycosyl sulfamides with varying alkyl chain types and lengths were synthesised as mimics of decaprenolphosphoarabinose (DPA), and as potential inhibitors of mycobacterial cell wall biosynthesis. Unprecedented conversion of

Lack of effect of the length of oligoglycine- and oligo(ethylene glycol)-derived para-substituents on the affinity of benzenesulfonamides for carbonic anhydrase II in solution

Using 1H NMR spectroscopy, values of T2 have been determined for the methylene protons of the oligoglycine moieties of para-substituted benzenesulfonamides having structures H2NO2SC6H4CO(Gly)(n)OH (n = 1-6) bound at the active site of bovine carbonic anhydrase II (CA, EC 4.2.1.1). These values have been correlated with measurements of dissociation constants of these complexes, in order to infer motion of these ligands when bound to the enzyme. Motion of glycines 1-3 (those closest to the aryl ring) is hindered by their proximity to the protein; motion of glycines 4-6 is relatively unhindered. Despite the restriction to motion inferred for glycines 1-3, the values of K(d) for the six compounds (n = 1-6, 1-6) are indistinguishable within experimental uncertainty (± 20%): K(d) in μM (n) 0.30 (1); 0.26 (2); 0.33 (3); 0.37 (4); 0.37 (5); 0.34 (6). There is, therefore, an unexpected compensation of the loss in conformational entropy on binding by another contributor to the free energy.