2-Ethyl-2-methylsuccinic acid

Base Information

• Chemical Name: 2-Ethyl-2-methylsuccinic acid
• CAS No.: 631-31-2
• Molecular Formula: C7H12O4
• Molecular Weight: 160.17
• Hs Code.: 2917190090
• European Community (EC) Number: 211-154-5
• NSC Number: 38752
• UNII: 1IN25EXW9T
• DSSTox Substance ID: DTXSID201031616
• Nikkaji Number: J135.606B
• Mol file: 631-31-2.mol

Synonyms:2-Ethyl-2-methylsuccinic acid;631-31-2;2-ethyl-2-methylbutanedioic acid;1-ETHYL-1-METHYLSUCCINIC ACID;1IN25EXW9T;EINECS 211-154-5;NSC-38752;Butanedioic acid, 2-ethyl-2-methyl-;(2RS)-2-Ethyl-2-methylbutanedioic Acid;Isopimelic Acid;1-ETHYL-1-METHYLSUCCINICACID;Methylaethylbernsteinsaure;.alpha.-Ethyl-.alpha.-methyl succinic acid;UNII-1IN25EXW9T;2-Ethyl-2-methylsuccinicacid;SCHEMBL503894;2-methyl-2-ethylsuccinic acid;DTXSID201031616;NSC38752;(S)-2-ethyl-2-methylsuccinic acid;alpha-ethyl-alpha-methylsuccinic acid;NSC 38752;ZB1119;AKOS004903766;AS-76284;CS-0199192;ETHOSUXIMIDE IMPURITY A [EP IMPURITY];FT-0632678;D97584;A834227

Chemical Property of 2-Ethyl-2-methylsuccinic acid

Chemical Property:

• Vapor Pressure: 0.00431mmHg at 25°C
• Melting Point: 64.6-65.4 °C
• Refractive Index: 1.475
• Boiling Point: 257.8 °C at 760 mmHg
• PKA: 3.83±0.15(Predicted)
• Flash Point: 124 °C
• PSA: 74.60000
• Density: 1.2 g/cm³
• LogP: 0.96200
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 160.07355886
• Heavy Atom Count: 11
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

2-Ethyl-2-methylsuccinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)(CC(=O)O)C(=O)O
• Uses: 2-Ethyl-2-methylsuccinic Acid is an inhibitor of plasmid-borne IMP-1 metallo-β-lactamase.

Technology Process of 2-Ethyl-2-methylsuccinic acid

There total 18 articles about 2-Ethyl-2-methylsuccinic 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:

carbon dioxide (124-38-9,18923-20-1) + isoprene (78-79-5,9003-31-0) → 3-methyladipic acid (3058-01-3,81177-02-8) + 2-ethyl-2-methylsuccinic acid (631-31-2)

Guidance literature:

carbon dioxide; isoprene; With manganese; {tetrabutylammonium}2{NiBr₄}; 2-methyl-4,7-diphenyl-1,10-phenanthroline; In N,N-dimethyl acetamide; at 50 ℃; for 60h; under 760.051 Torr; Schlenk technique;

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 24h; Reagent/catalyst; Overall yield = 65 %; Overall yield = 20.8 mg; regioselective reaction; Schlenk technique;

DOI:10.1021/jacs.7b13220

Reference yield:

2,3-dicyano-3-methyl-valeric acid ethyl ester (1795-47-7) + acetic acid (64-19-7,77671-22-8) → 2-ethyl-2-methylsuccinic acid (631-31-2)

Guidance literature:

With sulfuric acid; In water;

DOI:10.1016/j.molstruc.2018.12.083

Reference yield:

dimethyl malonate sodium salt (18424-76-5) → 2-ethyl-2-methylsuccinic acid (631-31-2)

Guidance literature:

With xylene; die erhaltene Tricarbonestern werden mit verd.Schwefelsaeure verseift; man erhitzt auf 200grad, so geht die Methylaethylbernsteinsaeure in ihr Anhydrid ueber. Das Anhydrid wird abdestilliert und mit Wasser in die Saeure uebergefuehrt;

upstream raw materials:

2,3-dicyano-3-methyl-valeric acid ethyl ester

1-ethoxy-3-ethyl-3-methyl-cyclopropane-1,2-dicarboxylic acid

water

2-ethyl-3-methylsuccinic anhydride

Downstream raw materials:

2-ethyl-2-methylsuccinic anhydride

ethosuximide

(S)-2-ethyl-2-methyl-eicosanoic acid methyl ester

1-(4-carboxyphenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione

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.