Butanedioic acid, 2,2'-[1,3-propanediylbis(oxy-4,1-phenylene)]bis-

Base Information

• Chemical Name: Butanedioic acid, 2,2'-[1,3-propanediylbis(oxy-4,1-phenylene)]bis-
• CAS No.: 78546-42-6
• Molecular Formula: C₂₃H₂₄O₁₀
• Molecular Weight: 460.438
• DSSTox Substance ID: DTXSID70389278
• Mol file: 78546-42-6.mol

Synonyms:78546-42-6;Butanedioic acid, 2,2'-[1,3-propanediylbis(oxy-4,1-phenylene)]bis-;SCHEMBL11140422;DTXSID70389278;STL003377;AKOS000505153;AKOS022095020;NCGC00324093-01;AB01320073-02;2,2'-[propane-1,3-diylbis(oxybenzene-4,1-diyl)]dibutanedioic acid

Chemical Property of Butanedioic acid, 2,2'-[1,3-propanediylbis(oxy-4,1-phenylene)]bis-

Chemical Property:

• PSA: 167.66000
• LogP: 2.82030
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 14
• Exact Mass: 460.13694696
• Heavy Atom Count: 33
• Complexity: 606

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CC(=O)O)C(=O)O)OCCCOC2=CC=C(C=C2)C(CC(=O)O)C(=O)O

Technology Process of Butanedioic acid, 2,2'-[1,3-propanediylbis(oxy-4,1-phenylene)]bis-

There total 3 articles about Butanedioic acid, 2,2'-[1,3-propanediylbis(oxy-4,1-phenylene)]bis- 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:

1,3-bis(4-formylphenoxy)propane (3722-80-3) → 1,3-bis-[4-(1,2-dicarboxyethyl)phenoxy]propane (78546-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82.3 percent / piperidine, glacial acetic acid / benzene / Heating

2: 2.) NaOH / 1.) water, ethanol, heating, 2 h, 2.) ethylene glycol, heating, 40 h

With piperidine; sodium hydroxide; acetic acid; In benzene;

DOI:10.1007/BF00765771

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 1,3-bis-[4-(1,2-dicarboxyethyl)phenoxy]propane (78546-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaOEt / 1.) ethanol, reflux, 4 h, 2.) reflux, 48 h

2: 82.3 percent / piperidine, glacial acetic acid / benzene / Heating

3: 2.) NaOH / 1.) water, ethanol, heating, 2 h, 2.) ethylene glycol, heating, 40 h

With piperidine; sodium hydroxide; sodium ethanolate; acetic acid; In benzene;

DOI:10.1007/BF00765771

Reference yield:

sodium cyanide (143-33-9,25596-52-5) + 2-(4-{3-[4-(2,2-Bis-ethoxycarbonyl-vinyl)-phenoxy]-propoxy}-benzylidene)-malonic acid diethyl ester (87367-69-9) → 1,3-bis-[4-(1,2-dicarboxyethyl)phenoxy]propane (78546-42-6)

Guidance literature:

With sodium hydroxide; Yield given. Multistep reaction; 1.) water, ethanol, heating, 2 h, 2.) ethylene glycol, heating, 40 h;

DOI:10.1007/BF00765771

upstream raw materials:

sodium cyanide

2-(4-{3-[4-(2,2-Bis-ethoxycarbonyl-vinyl)-phenoxy]-propoxy}-benzylidene)-malonic acid diethyl ester

1,3-bis(4-formylphenoxy)propane

4-hydroxy-benzaldehyde

Downstream raw materials:

C₂₃H₂₂N₂O₆

Refernces