4722-59-2

Usage

Uses

Used in Chemical Processes:
1,4-Dioxan-2-yl hydroperoxide is used as a reactive intermediate for various chemical processes due to its high reactivity.
Used in Laboratory Settings:
1,4-Dioxan-2-yl hydroperoxide is used as a research compound in controlled laboratory settings, where strict safety measures are in place to prevent accidents and exposure.
Used in Industrial Processes:
1,4-Dioxan-2-yl hydroperoxide is used in specific industrial processes that require its high reactivity, with strict safety measures to ensure stability and prevent decomposition.

InChI:InChI=1/C4H8O4/c5-8-4-3-6-1-2-7-4/h4-5H,1-3H2

Upstream product

• 100-22-1 N,N,N',N'-tetramethyl-para-phenylenediamine 
• 119437-68-2 1,4-dioxanyl-2-peroxyl 
• 123-91-1 1,4-dioxane 

Downstream Products

• 78187-13-0 (2R,3S)-3-(2-Chloro-phenyl)-2-cyano-oxirane-2-carboxylic acid (2-hydroxy-ethoxymethyl)-amide 
• 3513-09-5 (R)-3-(2-Chloro-phenyl)-2-cyano-oxirane-2-carboxylic acid amide 
• 3513-09-5 (2R,3S)-3-(2-Chloro-phenyl)-2-cyano-oxirane-2-carboxylic acid amide 

Relevant academic research and scientific papers

Aerobic C-H Functionalization Using Pyrenedione as the Photocatalyst

We disclose a visible-light-promoted aerobic alkylation of activated C(sp 3)-H bonds using pyrenedione (PYD) as the photocatalyst. Direct C-H bond alkylation of tetrahydrofuran with alkylidenemalononitriles is accomplished in over 90% yield in the presence of 5 mol% of PYD and 18 W blue LED light under ambient conditions. The substrate scope is extended to ethers, thioethers, and allylic C-H bonds in reactions with various electrophilic Michael acceptors. The catalytic turnover process is facilitated by oxygen. Our work represents the first example of using PYD as a photocatalyst to promote C(sp 3)-H alkylation, revealing the unique character of PYD as a novel organophotocatalyst.

Rate Constants for Reduction of substituted Methylperoxyl Radicals by Ascorbate Ions and N,N,N',N'-tetramethyl-p-phenylenediamine

Absolute rate constants (k) for reduction of substituted methylperoxyl radicals by ascorbate ions and by TMPD (N,N,N',N'-tetramethyl-p-phenylenediamine) in aqueous solutions have been determined by pulse radiolysis.The rate constants vary from 1E6 to 1E9 M-1 s-1, increasing as the electron-withdraving capacity of the substituent on the peroxyl group increases.Linear correlations are observed between log k and the Taft substituents ?* for a wide variety of substituents, but not all substituents fit the same line.In the case of ascorbate as reductant, the points for peroxyl radicals that contain halogens on the α-carbon lie on a different line (ρ*=0.41) than that for the other substituents (ρ*=1.25).In the case of TMPD there are alsotwo families of peroxyl radicals: Those comprimising the electron-donating groups Me through t-Bu (ρ=5.6) and those containing electron-withdrawing substituents (ρ*=0.64).