Butanedioic acid, ethyl-, (S)-

Base Information

• Chemical Name: Butanedioic acid, ethyl-, (S)-
• CAS No.: 687-28-5
• Molecular Formula: C6H10O4
• Molecular Weight: 146.143
• DSSTox Substance ID: DTXSID10426419
• Nikkaji Number: J84.097A
• Wikidata: Q82239342
• Mol file: 687-28-5.mol

Synonyms:Butanedioic acid, ethyl-, (S)-;687-28-5;[S,(?)]-Ethylsuccinic acid;DTXSID10426419

Chemical Property of Butanedioic acid, ethyl-, (S)-

Chemical Property:

• Vapor Pressure: 0.00674mmHg at 25°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CC(=O)O)C(=O)O
• Isomeric SMILES: CC[C@@H](CC(=O)O)C(=O)O

Technology Process of Butanedioic acid, ethyl-, (S)-

There total 2 articles about Butanedioic acid, ethyl-, (S)- 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:

(E)-2-ethylidenesuccinic acid (144368-21-8) → (R)-2-Ethylbutannedioic acid (4074-24-2) + S-(-)-2-ethylsuccinic acid (687-28-5)

Guidance literature:

With RuCl₂(C₆F₅CN)2((S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl); hydrogen; triethylamine; In tetrahydrofuran; ethanol; at 50 ℃; for 24h; under 3800 Torr; Title compound not separated from byproducts;

DOI:10.1016/0022-328X(92)83466-U

Reference yield:

N,N'-bis[(2R)-bornane-10,2-sultam]-2-ethylsuccinamide → (R)-2-Ethylbutannedioic acid (4074-24-2) + S-(-)-2-ethylsuccinic acid (687-28-5)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 7h; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2003.12.010

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + S-(-)-2-ethylsuccinic acid (687-28-5) → (S)-dimethyl 2-ethylsuccinate (14035-95-1,58310-00-2)

Guidance literature:

With diethyl ether;

upstream raw materials:

(E)-2-ethylidenesuccinic acid

Downstream raw materials:

(S)-dimethyl 2-ethylsuccinate

(S)-ethylsuccinic anhydride

(R)-2-Ethyl-N¹,N⁴-diphenyl-succinamide

(S)-2-Ethyl-N¹,N⁴-diphenyl-succinamide