1,4-Dioxin, 2,3-dihydro-

Base Information

• Chemical Name: 1,4-Dioxin, 2,3-dihydro-
• CAS No.: 543-75-9
• Molecular Formula: C4H6 O2
• Molecular Weight: 86.0904
• European Community (EC) Number: 679-798-3
• NSC Number: 2295
• UNII: 964XEE4JQL
• DSSTox Substance ID: DTXSID0074714
• Nikkaji Number: J79.648D
• Wikipedia: 1,4-Dioxene
• Wikidata: Q13423013
• Mol file: 543-75-9.mol

Synonyms:1,4-Dioxene;543-75-9;2,3-Dihydro-1,4-dioxine;1,4-Dioxin, 2,3-dihydro-;2,3-Dihydro-1,4-dioxin;Dioxene;p-Dioxin, 2,3-dihydro-;964XEE4JQL;NSC-2295;NSC2295;P-DIOXENE;UNII-964XEE4JQL;2,3-Dihydro-1,4-dioxine #;DTXSID0074714;NSC 2295;MFCD00082537;D2287;FT-0695212;EN300-135281;T71041;Q13423013

Chemical Property of 1,4-Dioxin, 2,3-dihydro-

Chemical Property:

• Vapor Pressure: 54.8mmHg at 25°C
• Refractive Index: 1.437
• Boiling Point: 94.1°Cat760mmHg
• Flash Point: 25.6°C
• PSA: 18.46000
• Density: 1.052g/cm³
• LogP: 0.50440
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 86.036779430
• Heavy Atom Count: 6
• Complexity: 50.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4-Dioxene ^*data from reagent suppliers

Safty Information:

• Statements: 11-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC=CO1
• Uses: It is ideally suited for use in closed-loop applications such as vented reactors for the manufacture of active pharmaceutical ingredients. Also find serviceable application in the synthesis of this useful heterocyclic intermediate.

Technology Process of 1,4-Dioxin, 2,3-dihydro-

There total 6 articles about 1,4-Dioxin, 2,3-dihydro- 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: 84.0%

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + tert-butylethylene (558-37-2) → 1,4-dioxene (543-75-9) + 2,2-Dimethylbutane (75-83-2)

Guidance literature:

With (PSCOP)IrHCl; sodium t-butanolate; In para-xylene; at 120 ℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube;

DOI:10.1002/anie.201306559

Reference yield:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + 2-phenoxy-1-phenylethanol (4249-72-3) → 1,4-dioxene (543-75-9) + ethylbenzene (100-41-4,27536-89-6) + acetophenone (98-86-2)

Guidance literature:

With 5%-palladium/activated carbon; at 160 ℃; for 15h;

DOI:10.1002/cssc.201301253

Reference yield:

2,3-dihydroxy-1,4-dioxane (4845-50-5) → 2-methyl-1,3-dioxolane (497-26-7) + 1,4-dioxene (543-75-9)

Guidance literature:

With toluene-4-sulfonic acid; Multistep reaction; 1.) ethylene glycol, 100 deg C, 15 min; 2.) ethylene glycol;

upstream raw materials:

2,3-dihydroxy-1,4-dioxane

diethylene glycol

1,4-dioxane

tert-butylethylene

Downstream raw materials:

cis-2,3-bis-diethoxythiophosphorylmercapto-[1,4]dioxane

trans-2,3-dichloro-1,4-dioxane

cis-2,3-dichloro-1,4-dioxane

(Z)-(4-bromo-4-fluorobut-3-enyl)benzene

Refernces

• 1、 Zhou, Xiaoyuan,Mitra, Joyee,Rauchfuss, Thomas B.. "Lignol cleavage by Pd/C under mild conditions and without hydrogen: A role for benzylic C=H activation?". . p. 1623 - 1626. Retrieved 2014/07/08.
• 2、 Davies, Alwyn G.,Shields, Charles J.,Evans, Jeffrey C.,Rowlands, Christopher C.. "The electron spin resonance spectra of dioxene radical cations". . p. 1748 - 1752. Retrieved 2007/10/02.