53129-28-5

Upstream product

• 139-02-6 sodium phenoxide 
• 112-26-5 1,2-bis(2-chloroethoxy)ethane 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 108-95-2 phenol 

Downstream Products

• 73776-01-9 1,10-bis-(2-nitrophenyl)-1,4,7,10-tetraoxadecane 
• 128134-56-5 1-(4'-nitrophenoxy)-8-phenoxy-3,6-dioxaoctane 
• 128134-55-4 1-(2'-nitrophenoxy)-8-phenoxy-3,6-dioxaoctane 
• 83841-01-4 triethyleneglycol bis(p-nitrophenyl)ether 
• 128134-59-8 1-(2'-nitrophenoxy)-8-(4'-nitrophenoxy)-3,6-dioxaoctane 

Relevant academic research and scientific papers

Synthesis of podands bearing aromatic end groups and complex formation with tropylium tetrafluoroborate in 1,2-dichloroethane

A series of podands bearing phenyl, naphthyl and anthryl end groups were prepared and characterized. UV-visible spectrophotometry was used to investigate the host-guest chemistry of the podands in complexation with tropylium tetrafluoroborate in 1,2-dichloroethane. The results, are discussed and compared with those for previously studied systems containing crown ethers. The stability constants for these open-chain polyethers are in the range 5,1-8,4 dm3 mol-1, except for the podand having anthryl end groups [1,12 bis(anthryl-9)-2,5,8,11-tetraoxadodecane], which gives a 10-fold increase in the stability constant. Copyright

Dicyclohexylethyleneglycol,-diethyleneglycol,-triethyleneglycol, and related monosubstituted cyclohexanes. Conformational analysis using low-temperature 13C and 1H NMR spectroscopy

Two conformations of each of the title molecules have been detected by 100 MHz 13C NMR at 210 K.For the dicyclohexyl systems, the conformations are related via a single ring inversion.In each case the equatorial-axial conformer is 4,7+/-0.4 kJ/mol less stable than the diequatorially substituted form in CD2Cl2 solution.For monosubstituted models, the conformational free energy (-ΔG deg) values of the -O-CH2-CH2-OCH3, -OCH2-CH2-O-CH2-CH3, and -O-CH2-CH2-O-CH-(CH3)2 groups have been determined to be 5.4, 6.1, and 6.1+/-0.2 kJ/mol, respectively.In methanol, the latter equilibria are slightly more biased towards the axially substituted conformers. Key words: substituted ethylene glycols, conformational equilibria.

The Development of a New Nitrating Agent: The Unusual Regioselective Nitration of Diphenylpolyethylene Glycols and Phenylpolyethylene Glycols with Trimethylsilyl Nitrate - BF3OEt2

We have investigated the nitration of the following podands, 1-phenoxy-8-(2'-nitrophenoxy)-, 1-phenoxy-8-(4'-nitrophenoxy)-, and 1-(2',4'-dinitrophenoxy)-8-phenoxy-3,6-dioxaoctane (2, 3, and 4), and 1-(2',4'-dinitrophenoxy)-11-phenoxy-3,6,9-trioxaundecane (5), 1-phenoxy-3,6,9-trioxadecane (6), and 1-phenoxy-3,6,9,12-tetraoxatridecane (7), with trimethylsilyl nitrate catalyzed by BF3OEt2, which is soluble in nonpolar solvents.The reaction selectivity was measured by the ortho:para ratio of the nitrated products and was unusually large in CCl4.The structures of all isolated products, 1,8-bis(2'-nitrophenoxy)-, 1-(2'-nitrophenoxy)-8-(4'-nitrophenoxy)-, 1,8-bis(4'-nitrophenoxy)-, 1-(2',4'-dinitrophenoxy)-8-(2'-nitrophenoxy)-, and 1-(2',4'-dinitrophenoxy)-8-(4'-nitrophenoxy)-3,6-dioxaoctane (8, 9, 10, 11, and 12), 1-(2',4'-dinitrophenoxy)-11-(2'-nitrophenoxy)- and 1-(2',4'-dinitrophenoxy)-11-(4'-nitrophenoxy)-3,6,9-trioxaundecane (13 and 14), 1-(2'-nitrophenoxy)- and 1-(4'-nitrophenoxy)-3,6,9-trioxadecane (15 and 16), and 1-(2'-nitrophenoxy)- and 1-(4'-nitrophenoxy)-3,6,9,12-tetraoxatridecane (17 and 18), were confirmed by the independent preparation of these compounds using a modification of Joeger's method.We have invented a new nitrating system (trimethylsilyl nitrate and BF3OEt2) and have shown that the selectivity (o/p ratio of nitrated products) is unusually high in CCl4.