2,3-Dimethylsuccinic acid

Base Information

• Chemical Name: 2,3-Dimethylsuccinic acid
• CAS No.: 13545-04-5
• Molecular Formula: C6H10O4
• Molecular Weight: 146.143
• Hs Code.: 29171990
• European Community (EC) Number: 210-163-1,236-915-9
• NSC Number: 400523,41215
• DSSTox Substance ID: DTXSID40871958
• Nikkaji Number: J8.124H
• Metabolomics Workbench ID: 71509
• Mol file: 13545-04-5.mol

Synonyms:2,3-dimethylsuccinic acid

Chemical Property of 2,3-Dimethylsuccinic acid

Chemical Property:

• Appearance/Colour: white to almost white crystalline powder
• Vapor Pressure: 0.0116mmHg at 25°C
• Melting Point: 118-122 ºC
• Refractive Index: 1.4328 (estimate)
• Boiling Point: 241.9 °C at 760 mmHg
• PKA: 3.94±0.10(Predicted)
• Flash Point: 114.4 °C
• PSA: 74.60000
• Density: 1.242 g/cm³
• LogP: 0.42780
• Water Solubility.: 30g/L(14 oC)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3-Dimethylsuccinic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C)C(=O)O)C(=O)O
• Uses: 2,3-Dimethylsuccinic acid is a useful research chemical.

Technology Process of 2,3-Dimethylsuccinic acid

There total 57 articles about 2,3-Dimethylsuccinic 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: 82.0%

N'-Acetyl-N,N-dimethyl-guanidine + benzaldehyde (100-52-7) → 2,3-dimethylsuccinic acid (13545-04-5)

Guidance literature:

With titanium tetrachloride; In tetrahydrofuran; for 20h; Ambient temperature;

DOI:10.1016/S0040-4039(00)84601-8

Reference yield:

thiophenol (108-98-5) + 2-Bromopropionic acid (598-72-1,10327-08-9) → rac-2,3-dimethylsuccinic acid (608-40-2,5866-39-7,5866-40-0,13545-04-5,57694-62-9,608-39-9,143291-17-2) + diphenyldisulfane (882-33-7)

Guidance literature:

With tin(IV) chloride; benzene; nachfolgenden Behandeln des entstandenen Produkts mit heissem Wasser;

Reference yield:

methanol (67-56-1) + monoethyl methylmalonate (2985-33-3) → meso 2,3-dimethylsuccinic acid (608-40-2) + rac-2,3-dimethylsuccinic acid (608-40-2,5866-39-7,5866-40-0,13545-04-5,57694-62-9,608-39-9,143291-17-2)

Guidance literature:

With sodium; Electrolysis_.Behandlung des Reaktionsprodukts mit heisser konz. wss.Salzsaeure;

DOI:10.1007/BF03345110

upstream raw materials:

diacetyl peroxide

propionic acid

2,3-dimethylbutane-1,4-diol

(Z,Z)-d,l-2,3-dimethyl-1,4-butanedithial S,S'-dioxide

Downstream raw materials:

meso 2,3-dimethylsuccinic acid

trans-3,4-dimethylsuccinimide

meso-2,3-dimethylsuccinic anhydride

trans-2,3-dimethylsuccinic anhydride

Refernces

• 1、 Mahler et al.. "". . p. 3959,3963. Retrieved 1963.
• 2、 Block,Bayer. "(Z,Z)-d,l-2,3-dimethyl-1,4-butanedithial S,S'-dioxide: A novel biologically active organosulfur compound from onion. Formation of vic-disulfoxides in onion extracts(1)". . p. 4584 - 4585. Retrieved 1990.
• 3、 Depres, Jean-Pierre,Coelho, Fernando,Greene, Andrew E.. "A Simple Procedure for Stereospecific Vicinal Dicarboxylation of Olefins". . p. 1972 - 1973. Retrieved 1985.
• 4、 Sutton, Scott C.,Nantz, Michael H.,Hitchcock, Shawn R.. "AN IMPROVED PROCEDURE FOR THE PREPARATION AND RESOLUTION OF DL-2,3-DIMETHYLSUCCINIC ACID". . p. 39 - 44. Retrieved 2007/10/03.