2-Ethylbutanedioic acid

Base Information

• Chemical Name: 2-Ethylbutanedioic acid
• CAS No.: 636-48-6
• Molecular Formula: C6H10 O4
• Molecular Weight: 146.143
• Hs Code.: 2917190090
• European Community (EC) Number: 211-259-6
• DSSTox Substance ID: DTXSID70979815
• Nikkaji Number: J136.985G
• Mol file: 636-48-6.mol

Synonyms:2-Ethylbutanedioic acid;636-48-6;2-ethylsuccinic acid;Ethylsuccinic acid;Ethyl succinic acid;EINECS 211-259-6;Athylbernsteinsaure;monoethylsuccinic acid;Succinic acid, ethyl-;Butanedioic acid, ethyl-;SCHEMBL61510;DTXSID70979815;AKOS000282821;EN300-211722;Z1205493643

Chemical Property of 2-Ethylbutanedioic acid

Chemical Property:

• Vapor Pressure: 0.00674mmHg at 25°C
• Melting Point: 83.5-85 °C
• Boiling Point: 250.7°C at 760 mmHg
• PKA: pK1:4.08(0) (25°C)
• Flash Point: 119.7°C
• PSA: 74.60000
• Density: 1.246g/cm³
• LogP: 0.57190
• 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:

99% ^*data from raw suppliers

2-Ethylsuccinic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Ethylbutanedioic acid

There total 62 articles about 2-Ethylbutanedioic 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%

(E)-2-ethylidenesuccinic acid (144368-21-8) → monoethylsuccinic acid (636-48-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; at 20 ℃; for 3h;

DOI:10.1016/S0968-0896(99)00110-8

Reference yield: 93.0%

3-(tert-butoxycarbonyl)pentanoic acid (123475-49-0) → monoethylsuccinic acid (636-48-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1055/s-2000-7110

Reference yield:

3-pentenoic acid (5204-64-8) + carbon monoxide (201230-82-2) → Adipic acid (124-04-9) + 2-methylglutaric acid (18069-17-5) + monoethylsuccinic acid (636-48-6) + 5-methyl-dihydro-furan-2-one (108-29-2) + valeric acid (109-52-4)

Guidance literature:

With water; hydrogen iodide; chloro(1,5-cyclooctadiene)iridium(I) dimer; at 185 ℃; for 0.5h; under 15001.5 Torr; Product distribution / selectivity;

upstream raw materials:

diethyl ethylsuccinate

monoethylmaleic acid

ethylfumaric acid

2-ethylidenesuccinic acid

Downstream raw materials:

(R)-2-Ethylbutannedioic acid

ethylsuccinic anhydride

(S)-dimethyl 2-ethylsuccinate

(S)-ethylsuccinic anhydride

Refernces

• 1、 Tortajada, Andreu,Ninokata, Ryo,Martin, Ruben. "Ni-Catalyzed Site-Selective Dicarboxylation of 1,3-Dienes with CO2". supporting information. p. 2050 - 2053. Retrieved 2018/02/19.
• 2、 Low, Choon Heng,Nobbs, James D.,Van Meurs, Martin,Stubbs, Ludger P.,Drent, Eite,Aitipamula, Srinivasulu,Pung, Michelle H. L.. "Palladium Complexes with Bulky Diphosphine Ligands as Highly Selective Catalysts for the Synthesis of (Bio-) Adipic Acid from Pentenoic Acid Mixtures.". . p. 4281 - 4292. Retrieved 2015/09/22.