1,2-Bis(4-ethoxyphenyl)ethane-1,2-dione

Base Information

• Chemical Name: 1,2-Bis(4-ethoxyphenyl)ethane-1,2-dione
• CAS No.: 2132-59-4
• Molecular Formula: C18H18 O4
• Molecular Weight: 298.339
• Hs Code.: 2914509090
• DSSTox Substance ID: DTXSID10402490
• Nikkaji Number: J688.217J
• ChEMBL ID: CHEMBL236337
• Mol file: 2132-59-4.mol

Synonyms:1,2-bis(4-ethoxyphenyl)ethane-1,2-dione;2132-59-4;4,4'-diethoxybenzil;1,2-Bis(4-ethoxyphenyl)-1,2-ethanedione;CHEMBL236337;SCHEMBL1367365;1,2-Dione-Based Compound, 4;BDBM22847;DTXSID10402490;1,2-Bis(4-ethoxyphenyl)ethanedione;MFCD03450589;AKOS002131657;SY275826;1,2-Bis-(4-ethoxy-phenyl)-ethane-1,2-dione;SR-01000143935;SR-01000143935-1

Chemical Property of 1,2-Bis(4-ethoxyphenyl)ethane-1,2-dione

Chemical Property:

• PSA: 52.60000
• LogP: 3.54960
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 298.12050905
• Heavy Atom Count: 22
• Complexity: 327

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)C(=O)C(=O)C2=CC=C(C=C2)OCC

Technology Process of 1,2-Bis(4-ethoxyphenyl)ethane-1,2-dione

There total 15 articles about 1,2-Bis(4-ethoxyphenyl)ethane-1,2-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: 89.0%

oxalyl dichloride (79-37-8) + Phenetole (103-73-1) → 4,4'-diethoxybenzil (2132-59-4)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; for 6h; Reflux; Large scale reaction;

DOI:10.1039/b900464e

Reference yield: 60.0%

1,2-bis(4-ethoxyphenyl)-2-hydroxyethanone (53458-15-4) → (R)-1,2-bis(4-ethoxyphenyl)-2-hydroxyethanone + (S)-1,2-bis(4-ethoxyphenyl)-2-hydroxyethanone + 4,4'-diethoxybenzil (2132-59-4)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; copper(II) bis(trifluoromethanesulfonate); (R)-1,1'-binaphthyl-2,2'-diamine; In toluene; at 60 ℃; for 14h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/chem.200802064

Reference yield: 54.0%

4-ethoxybenzaldehyde (10031-82-0) → 4,4'-diethoxybenzil (2132-59-4)

Guidance literature:

With samarium; potassium iodide; copper(l) chloride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1080/00397911.2013.804572

upstream raw materials:

4,4'-diethoxy-deoxybenzoin

oxalyl dichloride

Phenetole

ethanedinitrile

Downstream raw materials:

5,5-bis-(4-ethoxy-phenyl)-imidazolidine-2,4-dione

4-(ethoxy)benzoic acid

2,3-bis(4-ethoxyphenyl)benzoquinoxaline

2,3-bis(4-ethoxyphenyl)quinoxaline

Refernces

• 1、 Liu, Yongjun,Wang, Hui,Fu, Yulong,Qi, Yan,Yang, Kuiwei. "Unexpected transformation of aldehydes into benzoins with Copper(I)/Samarium". . p. 259 - 266. Retrieved 2013/12/04.
• 2、 Alamsetti, Santosh Kumar,Mannam, Sreedevi,Mutupandi, Pandi,Sekar, Govindasamy. "Galactose oxidase model: Biomimetic enantiomer-differentiating oxidation of alcohols by a chiral copper complex". supporting information; experimental part. p. 1086 - 1090. Retrieved 2009/10/23.