4,4'-(Ethane-1,2-diylbis(oxy))bis(4-oxobutanoic acid)

Base Information

• Chemical Name: 4,4'-(Ethane-1,2-diylbis(oxy))bis(4-oxobutanoic acid)
• CAS No.: 35415-14-6
• Molecular Formula: C10H14O8
• Molecular Weight: 262.216
• DSSTox Substance ID: DTXSID80490622
• Wikidata: Q82334492
• Mol file: 35415-14-6.mol

Synonyms:4,4'-(ethane-1,2-diylbis(oxy))bis(4-oxobutanoic acid);35415-14-6;Ethylene Glycol bis(succinic acid);4-[2-(3-carboxypropanoyloxy)ethoxy]-4-oxobutanoic acid;4-(2-(3-carboxypropanoyloxy)ethoxy)-4-oxobutanoic acid;4,4'-[Ethane-1,2-diylbis(oxy)]bis(4-oxobutanoic acid);starbld0005566;SCHEMBL409092;DTXSID80490622;BP-24400;CS-0254661;E86011;4,4''-(Ethane-1,2-diylbis(oxy))bis(4-oxobutanoicacid);4-{2-[(3-CARBOXYPROPANOYL)OXY]ETHOXY}-4-OXOBUTANOIC ACID;37684-51-8

Chemical Property of 4,4'-(Ethane-1,2-diylbis(oxy))bis(4-oxobutanoic acid)

Chemical Property:

• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 262.06886740
• Heavy Atom Count: 18
• Complexity: 290

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)OCCOC(=O)CCC(=O)O)C(=O)O

Technology Process of 4,4'-(Ethane-1,2-diylbis(oxy))bis(4-oxobutanoic acid)

There total 2 articles about 4,4'-(Ethane-1,2-diylbis(oxy))bis(4-oxobutanoic acid) 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%

succinic acid anhydride (108-30-5) + ethylene glycol (107-21-1) → 4,4'-(ethane-1,2-diylbis(oxy))bis(4-oxobutanoic acid) (35415-14-6)

Guidance literature:

With pyridine; for 16h; Reflux;

DOI:10.1016/j.bmc.2012.05.014

Reference yield: 79.0%

succinic acid anhydride (108-30-5) + ethylene glycol (107-21-1) → succinic acid mono-(2-hydroxy-ethyl ester) (21583-38-0) + 4,4'-(ethane-1,2-diylbis(oxy))bis(4-oxobutanoic acid) (35415-14-6) + 1,4,9,12-tetraoxacyclohexadecane-5,8,13,16-tetrone (62538-52-7)

Guidance literature:

With Candida antarctica B lipase (Novozyme 435); In toluene; at 30 ℃; for 24h;

DOI:10.1055/s-2005-917099

Reference yield: 1.0%

4,4'-(ethane-1,2-diylbis(oxy))bis(4-oxobutanoic acid) (35415-14-6) + N-2'-hydroxyethyl-5-(α-hydroxy-α-2-pyridylbenzyl)-7-(α-2-pyridylbenzylidene)-5-norbornene-2,3-dicarboximide → N-[2'-ethylenebis(hydrogensuccinoyloxy)ethyl]-5-(α-hydroxy-α-2-pyridylbenzyl)-7-(α-2-pyridylbenzylidene)-5-norbornene-2,3-dicarboximide dimer (1453195-98-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1016/j.bmc.2013.06.071

upstream raw materials:

succinic acid anhydride

ethylene glycol

Downstream raw materials:

4-benzyl-1,7,12,15-tetraoxa-4-aza-cyclononadecane-8,11,16,19-tetraone

N-[2'-ethylenebis(hydrogensuccinoyloxy)ethyl]-5-(α-hydroxy-α-2-pyridylbenzyl)-7-(α-2-pyridylbenzylidene)-5-norbornene-2,3-dicarboximide dimer