6963-24-2

Usage

Uses

Used in Organic Electronic Materials:
2,3,5,6-tetraphenyl-1,4-dioxine is utilized as a key component in the formulation of organic electronic materials due to its structural properties that can enhance the performance of these materials. Its incorporation can improve charge transport and stability, which are critical for applications such as organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and organic field-effect transistors (OFETs).
Used in Building Blocks for Functional Materials:
In the field of materials science, 2,3,5,6-tetraphenyl-1,4-dioxine serves as a building block for the synthesis of functional materials. Its unique structure allows for the creation of new materials with tailored properties, such as improved thermal stability, mechanical strength, or specific chemical reactivity, which can be applied in various industries including pharmaceuticals, polymers, and coatings.
Used in Research and Development:
2,3,5,6-tetraphenyl-1,4-dioxine is also used as a research compound in academic and industrial laboratories. Its unique structure and potential applications make it a valuable tool for studying the properties of dioxin derivatives and their interactions with other molecules. This research can lead to the discovery of new materials and applications, further expanding the utility of 2,3,5,6-tetraphenyl-1,4-dioxine.
Used in Chemical Synthesis:
As a versatile intermediate in chemical synthesis, 2,3,5,6-tetraphenyl-1,4-dioxine can be used to produce a variety of complex organic molecules. Its reactivity and structural features make it a suitable candidate for use in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals, where its properties can be leveraged to create novel and effective products.

InChI:InChI=1/C28H20O2/c1-5-13-21(14-6-1)25-26(22-15-7-2-8-16-22)30-28(24-19-11-4-12-20-24)27(29-25)23-17-9-3-10-18-23/h1-20H

Upstream product

• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 67-56-1 methanol 
• 124-41-4 sodium methylate 
• 1484-50-0 desyl bromide 
• 863-81-0 trans-2,5-dimethoxy-2,3,5,6-tetraphenyl-1,4-dioxane 
• 7664-93-9 sulfuric acid 
• 108-24-7 acetic anhydride 
• 127-09-3 sodium acetate 
• 5653-38-3 α,α'-oxy-bis-deoxybenzoin 
• 720-43-4 2-fluoro-1,2-diphenylethanone 
• 365-01-5 2,2-difluoro-2-phenylacetophenone 
• 591-50-4 iodobenzene 
• 2248-46-6 ethyl 2,2-difluoro-2-phenylacetate 
• 1494-20-8 2,2-difluoro-1,2-diphenylethan-1-ol 

Downstream Products

• 5653-38-3 α,α'-oxy-bis-deoxybenzoin 
• 6963-25-3 3,3,4,5-tetraphenyl-2(3H)-furanone 
• 101973-22-2 cis-2,3,5,6-Tetraphenyl-5,6-diphenyl-5,6-dihydro-1,4-dioxin 
• 805252-19-1 2-Methoxy-2,3,5,6-tetraphenyl-2,3-dihydro-[1,4]dioxin 
• 7770-33-4 2,3-Dimethoxy-2,3,5,6-tetraphenyl-2,3-dihydro-1,4-dioxin 
• 113760-09-1 2,3-Bis(2-hydroxyethoxy)-2,3,5,6-tetraphenyl-2,3-dihydro-1,4-dioxin 
• 134-81-6 benzil 
• 71650-88-9 1,3,6,8-tetraphenyl-2,4,5,7,9,10-hexaoxatricyclo<6.2.0.0^3,6>decane 
• 1924-28-3 cis-stilbenediol dibenzoate 
• 93-97-0 benzoic acid anhydride 

Relevant academic research and scientific papers

Lewis acid-mediated defluorinative [3+2] cycloaddition/aromatization cascade of 2,2-difluoroethanol systems with nitriles

The properties of C?F bonds, including high thermal and chemical stability, make derivatization of organic fluorine-containing compounds by the activation of the C?F bond and subsequent functionalization quite challenging. We herein report a Lewis acid-mediated defluorinative cycloaddition/aromatization cascade of 2,2-difluoroethanols with nitriles as a novel synthetic method for the preparation of 2,4,5-trisubstituted oxazoles. This reaction, which involves cleavage of two C?F bonds and the consecutive formation of C?O and C?N bonds in a one-pot fashion, features a broad substrate scope and moderate to high reaction yields. Mechanistic studies revealed that the reaction is initiated by the Lewis acid-mediated ring closure of the 2,2-difluoroethanol to produce the fluoroepoxide intermediate. (Figure presented.).

Synthesis, Thermal Stability, and Chemiluminescence Properties of Bisdioxetanes Derived from p-Dioxines

By elimination of methanol from 2,5-dimethoxy-1,4-dioxanes and 2,3-dihydro-2-methoxy-1,4-dioxines on treatment with p-toluenesulfonic acid in acetic anhydride, the new tetrakis(4-methoxyphenyl)-, tetrakis(4-chlorophenyl)-, tetra-p-tolyl-, and 2,5-dimethyl-3,6-diphenyl-1,4-dioxines (1) were prepared in good yields.Photosensitized singlet oxygenation of these 1,4-dioxines 1 afforded the corresponding bisdioxetanes 2, the 1,2-diketones, and the enediol diesters 7.Thermal decomposition of the bisdioxetanes 2 yielded the corresponding anhydrides 4 essentially quantitatively.During the thermolysis of 1,6-dimethyl-3,8-diphenyl-2,4,5,7,9,10-hexaoxatricyclo3,6>decane (2f) appreciable amounts of (3R,4S)-3-acetoxy-4-(benzoyloxy)-4-methyl-3-phenyl-1,2-dioxetane (3f) were detected.The bisdioxetanes 2 and monodioxetane 3f exhibited similar thermal stabilities, the free energies of activation (ΔG%) at 298 K falling within 25.5 + 1.5 kcal/mol.The singlet excitation yields (ΦS) ranged between 0.003 and 0.03percent and the triplet excitation yields (ΦT) between 9.5 and 71.5percent.Despite the favorable energy balance, it is concluded that no higher excited states of anhydride 4f are produced during the thermolysis of bisdioxetane 2f.On thermal activation, the bisdioxetanes decompose by sequential cleavage of the two dioxetane rings.