5,6-Diphenyl-2,3-dihydro-1,4-dioxine

Base Information

• Chemical Name: 5,6-Diphenyl-2,3-dihydro-1,4-dioxine
• CAS No.: 4344-45-0
• Molecular Formula: C16H14O2
• Molecular Weight: 238.286
• NSC Number: 53722
• DSSTox Substance ID: DTXSID20287977
• Nikkaji Number: J1.054.775J
• Wikidata: Q82024212
• Mol file: 4344-45-0.mol

Synonyms:4344-45-0;5,6-diphenyl-2,3-dihydro-1,4-dioxine;NSC53722;DTXSID20287977;NSC-53722

Chemical Property of 5,6-Diphenyl-2,3-dihydro-1,4-dioxine

Chemical Property:

• Vapor Pressure: 1.87E-05mmHg at 25°C
• Boiling Point: 373.8°Cat760mmHg
• Flash Point: 153.4°C
• Density: 1.155g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 238.099379685
• Heavy Atom Count: 18
• Complexity: 266

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=C(O1)C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 5,6-Diphenyl-2,3-dihydro-1,4-dioxine

There total 9 articles about 5,6-Diphenyl-2,3-dihydro-1,4-dioxine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

→ 5,6-Diphenyl-2,3-dihydro-[1,4]dioxine (4344-45-0)

Guidance literature:

With palladium diacetate; triethylamine; at 20 ℃; for 2h;

DOI:10.1021/ja002497i

Reference yield: 66.0%

1,2-bis-tosyloxyethane (6315-52-2) + 2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) → 5,6-Diphenyl-2,3-dihydro-[1,4]dioxine (4344-45-0)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In benzene; at 76 ℃; for 15h;

DOI:10.1021/jo00225a035

Reference yield: 43.0%

phenyl-(2-phenyl-[1,3]dioxolan-2-yl)-methanol (5694-69-9) → 5,6-Diphenyl-2,3-dihydro-[1,4]dioxine (4344-45-0)

Guidance literature:

With toluene-4-sulfonic acid; In xylene; at 135 ℃; for 15h;

DOI:10.1080/00397919808003073

upstream raw materials:

tetrachloromethane

phenyl-(2-phenyl-[1,3]dioxolan-2-yl)-methanol

toluene-4-sulfonic acid

2-hydroxy-2-phenylacetophenone

Downstream raw materials:

2,3-Dimethoxy-2,3-diphenyl-1,4-dioxan

2,3-Diethoxy-2,3-diphenyl-1,4-dioxan

4a,8a-Diphenyl-2,3,4a,6,7,8a-hexahydro-p-dioxino<2,3-b>-p-dioxin

cis-1,6-Diphenyl-2,5,7,10-tetraoxabicyclo<4.4.0>decane

Refernces

• 1、 Togashi, Denisio Masaharu,Nicodem, David Ernest,Marchiori, Roberto,Marchiori, Maria Luisa P. De F. C.. "Synthesis of 9,10-phenanthrenequinones by photocyclization of derivatives of benzoins: Scope and limitation of the methodology". . p. 1051 - 1063. Retrieved 2007/10/03.
• 2、 Handley, Richard S.,Stern, Alan J.,Schaap, A. Paul. "EFFECTS OF HETEROATOM SUBSTITUENTS ON THE PROPERTIES OF 1,2-DIOXETANES". . p. 3183 - 3186. Retrieved 2007/10/02.