1,4-Benzodioxane

Base Information

• Chemical Name: 1,4-Benzodioxane
• CAS No.: 493-09-4
• Molecular Formula: C8H8O2
• Molecular Weight: 136.15
• Hs Code.: 29329995
• European Community (EC) Number: 207-775-6
• NSC Number: 406705
• UNII: ZC5YP57PSW
• DSSTox Substance ID: DTXSID8075419
• Nikkaji Number: J147.224K
• Wikipedia: Benzodioxan
• Wikidata: Q15043328
• ChEMBL ID: CHEMBL19452
• Mol file: 493-09-4.mol

Synonyms:1,4-benzodioxane

Chemical Property of 1,4-Benzodioxane

Chemical Property:

• Appearance/Colour: clear colourless to very slightly yellow liquid
• Vapor Pressure: 0.039mmHg at 25°C
• Melting Point: 213-217 °C
• Refractive Index: n20/D 1.549(lit.)
• Boiling Point: 248.138 °C at 760 mmHg
• Flash Point: 87.778 °C
• PSA: 18.46000
• Density: 1.15 g/cm³
• LogP: 1.45780
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: insoluble
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 136.052429494
• Heavy Atom Count: 10
• Complexity: 99.8

Purity/Quality:

99% ^*data from raw suppliers

1,4-Benzodioxan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC2=CC=CC=C2O1
• Uses: Benzo-1,4-dioxane (2,3-dihydro-1,4-benzodioxin) is used in the synthesis of stereoisomers which were evaluated as α- and β- adrenergic antagonists

Technology Process of 1,4-Benzodioxane

There total 33 articles about 1,4-Benzodioxane 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: 97.0%

2-(2-hydroxy-phenoxy)-ethanol (4792-78-3) → benzo-1,4-dioxane (493-09-4)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; for 3h; Reflux;

DOI:10.1055/s-0037-1611710

Reference yield: 89.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + ethylene dibromide (106-93-4) → benzo-1,4-dioxane (493-09-4)

Guidance literature:

With sodium hydroxide; (C₁₆H₃₃CH₃)2NCH₂CH₂N(CH₃)2C₁₆H₃₃)⁽²⁺⁾*Br^(1-)*Br^(1-); In water; Heating;

DOI:10.1007/BF00516441

Reference yield: 88.0%

2-(2-bromophenoxy)ethan-1-ol (34743-89-0) → benzo-1,4-dioxane (493-09-4)

Guidance literature:

With palladium diacetate; 9-di(2-tert-butylphosphinophenyl)phenanthrene; caesium carbonate; In toluene; at 70 ℃; for 40h;

DOI:10.1021/ja012046d

upstream raw materials:

2-(2-hydroxy-phenoxy)-ethanol

2-(2-bromo-ethoxy)-phenol

1-(benzyloxy)-2-(2-bromoethoxy)benzene

benzene-1,2-diol

Downstream raw materials:

3-(6-<1,4>benzodioxanylcarbonyl)propionic acid

6-(chloromethyl)-2,3-dihydrobenzo[b][1,4]dioxine

1-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-piperidine

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde

Refernces

• 1、 Liu, Wei,Wu, Qiang,Wang, Miao,Huang, Yahao,Hu, Peng. "Iron-Catalyzed C-C Single-Bond Cleavage of Alcohols". supporting information. p. 8413 - 8418. Retrieved 2021/11/01.
• 2、 -. "Method for preparing aldehyde/ketone by breaking C-C key". Paragraph 0119-0122. . Retrieved 2021/11/19.