2,5-Diethoxycyclohexa-2,5-diene-1,4-dione

Base Information

• Chemical Name: 2,5-Diethoxycyclohexa-2,5-diene-1,4-dione
• CAS No.: 20765-04-2
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 2914690090
• NSC Number: 157891
• DSSTox Substance ID: DTXSID50303331
• Nikkaji Number: J60.237J
• Wikidata: Q72468882
• Mol file: 20765-04-2.mol

Synonyms:20765-04-2;2,5-diethoxycyclohexa-2,5-diene-1,4-dione;2,5-Diethoxybenzo-1,4-quinone;2,5-diethoxy-1,4-benzoquinone;2,5-Cyclohexadiene-1,4-dione, 2,5-diethoxy-;NSC157891;SCHEMBL5441061;DTXSID50303331;AKOS006272531;NSC-157891

Chemical Property of 2,5-Diethoxycyclohexa-2,5-diene-1,4-dione

Chemical Property:

• Vapor Pressure: 0.000135mmHg at 25°C
• Refractive Index: 1.498
• Boiling Point: 333.7 °C at 760 mmHg
• Flash Point: 148.5 °C
• PSA: 52.60000
• Density: 1.16 g/cm³
• LogP: 0.97900
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 280

Purity/Quality:

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

2,5-DIETHOXY-1,4-BENZOQUINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC(=O)C(=CC1=O)OCC

Technology Process of 2,5-Diethoxycyclohexa-2,5-diene-1,4-dione

There total 10 articles about 2,5-Diethoxycyclohexa-2,5-diene-1,4-dione 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: 95.0%

ethanol (64-17-5) + p-benzoquinone (106-51-4) → 2,5-diethoxy-[1,4]benzoquinone (20765-04-2)

Guidance literature:

With oxygen; manganese(III) triacetate dihydrate; at 80 ℃; for 96h; Reagent/catalyst; Darkness;

DOI:10.1002/anie.201805580

Reference yield: 43.0%

2,5-diethoxy-4-morpholin-4-yl-phenylamine (51963-82-7) → 2,5-diethoxy-[1,4]benzoquinone (20765-04-2)

Guidance literature:

In aq. phosphate buffer; pH=2; Electrochemical reaction;

DOI:10.1016/j.electacta.2013.09.063

Reference yield:

ethanol (64-17-5) + p-benzoquinone (106-51-4) → 2,5-diethoxy-[1,4]benzoquinone (20765-04-2) + hydroquinone (123-31-9,8027-02-9)

Guidance literature:

With zinc(II) chloride;

upstream raw materials:

ethanol

2,5-dihydroxy-1,4-benzoquinone

p-benzoquinone

4,5-diethoxy-1,2-benzoquinone

Downstream raw materials:

2,5-dimethoxyquinone

α,α'-(2,5-diethoxy-p-phenylenedioxy)-di-isobutyronitrile

3-acetoxy-1,4-diethoxy-2,5-dichloro-benzene

2-<3-(benzyloxy)-1-propynyl>-5-phenyl-1,4-benzoquinone

Refernces

• 1、 Yu, Wanwan,Hjerrild, Per,Jacobsen, Kristian M.,Tobiesen, Henriette N.,Clemmensen, Line,Poulsen, Thomas B.. "A Catalytic Oxidative Quinone Heterofunctionalization Method: Synthesis of Strongylophorine-26". supporting information. p. 9805 - 9809. Retrieved 2018/07/31.
• 2、 Novak, Lajos,Kovacs, Peter,Pirok, Gyoergy,Kolonits, Pal,Hanania, Michel,Donath, Katalin,Szantay, Csaba. "Rearrangement of allyl aryl ethers III1 reaction of alkoxyhydroquinone with cycloalkenediols". . p. 9789 - 9798. Retrieved 2007/10/03.