543-75-9

Usage

Uses

Used in Pharmaceutical Industry:
1,4-Dioxene is used as a key intermediate for the synthesis of active pharmaceutical ingredients (APIs). Its ability to undergo various chemical reactions makes it suitable for the production of a wide range of drugs, including those used in the treatment of various diseases and conditions.
Used in Chemical Synthesis:
1,4-Dioxene is used as a versatile building block in the synthesis of heterocyclic compounds, which are important in the development of new drugs and materials. Its reactivity and structural properties make it an ideal candidate for the creation of complex molecules with specific functions and properties.
Used in Closed-Loop Applications:
1,4-Dioxene is used in closed-loop applications, such as vented reactors, for the manufacture of active pharmaceutical ingredients. Its stability and compatibility with various reaction conditions make it an ideal choice for these processes, ensuring efficient and controlled production of APIs.

InChI:InChI=1/C4H6O2/c1-2-6-4-3-5-1/h1-2H,3-4H2

Upstream product

• 4845-50-5 2,3-dihydroxy-1,4-dioxane 
• 111-46-6 diethylene glycol 
• 123-91-1 1,4-dioxane 
• 558-37-2 tert-butylethylene 
• 4249-72-3 2-phenoxy-1-phenylethanol 

Downstream Products

• 23358-10-3 7-phenyl-(4ar,9ac)-tetrahydro-[1,4]dioxino[2',3':3,4][1,2]diazeto[1,2-a][1,2,4]triazole-6,8-dione 
• 629-15-2 ethylene glycol diformate 
• 23918-30-1 2,3-dimethoxy-[1,4]dioxane 
• 116840-80-3 2,6-dimethyl-1-<2-(1,4-dioxenyl)>-1-cyclohexanol 
• 55241-50-4 exo-7-chloro-endo-7-phenyl-2,5-dioxabicyclo<4.1.0>heptane 
• 108165-08-8 7,7-diphenyl-2,5,8-trioxatricyclo<4.2.0> octane 
• 108165-09-9 cis-2,3,5,7,10-pentaoxa-4,4-diphenylbicyclo<4.4.0>dodecane 
• 144018-68-8 3-phenyl-1-(phenylmethoxy)-2-propanone 
• 144018-69-9 cis-3,3-dibenzyl-2,5,7,10-tetraoxabicyclo<4.4.0>decane 
• 102-04-5 1,3-Diphenylpropanone 
• 116809-79-1 2,2,6-trimethyl-1-<2-(1,4-dioxenyl)>-1-cyclohexanol 
• 101823-09-0 1-<2-(1,4-dioxenyl)>-1-cyclohexanol 
• 104208-61-9 (5,6-Dihydro-[1,4]dioxin-2-yl)-phenyl-methanol 
• 101823-08-9 (5,6-Dihydro-[1,4]dioxin-2-yl)-(4-methoxy-phenyl)-methanol 

Relevant academic research and scientific papers

Lignol cleavage by Pd/C under mild conditions and without hydrogen: A role for benzylic C=H activation?

The cleavage of C=O bonds in lignin model compounds without hydrogen was developed using the commercially available Pd/C. Hydrogen donor solvents are helpful for this reaction through transfer hydrogenation, but not necessary. A redox neutral process that utilizes the internal hydrogen source for the cleavage is also possible. An initial mechanistic study indicates that the β-benzylic-H atom in the substrate plays a critical role and that the present system undergoes a process different from previous reports. Cleavage within: The selective cleavage of β-O-4 bond linkage in lignin has received great attention. We developed a method using the commercially available heterogeneous catalyst, Pd/C, to cleave the C=O bond in β-O-4 linkage model compound without hydrogen. A mechanistic study shows that the present catalytic system undergoes a process different from previous reports, in which the β-benzylic-H atom in the substrates plays a critical role.

Selective catalytic transfer dehydrogenation of alkanes and heterocycles by an iridium pincer complex

Catalytic alkane dehydrogenation is a reaction with tremendous potential for application. We describe a highly active PSCOP-pincer iridium catalyst for transfer dehydrogenation of cyclic and linear alkanes. The dehydrogenation of linear alkanes occurs under relatively mild conditions with high regioselectivity for a-olefin formation. In addition, the catalyst system is very effective in the dehydrogenation of heterocycles to form heteroarenes and olefinic products.

Synthesis of 1,4-dioxene from diethylene glycol in the presence of bifunctional copper-containing catalysts. Effect of support on the selectivity of dioxene formation

In the synthesis of 1,4-dioxene from diethylene glycol in the presence of a bifunctional copper-containing catalyst, the composition of the by-products has been studied and the effect of the support on the overall direction of the reactions has been investigated. It has been established that on Cu/SiO2, 1,4-dioxanone is formed together with dioxene, the yield of the former increasing with an increase in the content of copper in the catalyst. This is due to an increase in the dehydrogenating function of the latter. On the more acidic Cu/Al2O3, 1,4-dioxane is mainly obtained together with, to a lesser degree, methyl-1,3-dioxolane. This is due to the predominance of dehydration reactions followed by isomerization. Dioxene, dioxane, and methyldioxolane are formed on Cu/HNaY, and the yield of the latter increases with an increase in the degree of acidity (degree of decationization) of the zeolite. It is possible to increase the selectivity of dioxene formation substantially with the use of a catalyst with a moderately acidic zeolite, by varying its copper content and by dilution with water vapor. 1996 Plenum Publishing Corporation.

The electron spin resonance spectra of dioxene radical cations

The electron spin resonance spectra of the radical cations of dioxene (1a), 2,3-dimethyldioxene (1b), 2,3-diphenyldioxene (1c), and benzodioxane (2) in fluid solution have been observed and analysed, with the help of ENDOR spectroscopy in the case of 1c.It is concluded that in 1c the molecule has overall C2 molecular symmetry.In all four compounds, the pseudo-axial and pseudo-equatorial protons of the methylene groups in the half-chair dioxene rings are distinguished by different hyperfine coupling constants, and simulation of the spectra over a range of temperatures has given the Arrhenius parameters for the ring inversion of 1a, 1b, and 2.Key words: ESR spectra, radical cation, 1,4-dioxene, inversion barrier.