Dimethyl methylsuccinate

Base Information

• Chemical Name: Dimethyl methylsuccinate
• CAS No.: 1604-11-1
• Deprecated CAS: 21307-96-0,1162674-64-7
• Molecular Formula: C₇H₁₂O₄
• Molecular Weight: 160.17
• Hs Code.: 2917190090
• European Community (EC) Number: 216-506-1
• DSSTox Substance ID: DTXSID10870892
• Nikkaji Number: J569J
• Mol file: 1604-11-1.mol

Synonyms:DIMETHYL METHYLSUCCINATE;1604-11-1;Dimethyl 2-methylsuccinate;dimethyl 2-methylbutanedioate;Butanedioic acid, methyl-, dimethyl ester;2-Methyl-succinic acid dimethyl ester;Succinic acid, methyl-, dimethyl ester;Butanedioic acid, 2-methyl-, 1,4-dimethyl ester;EINECS 216-506-1;AI3-28480;1,4-dimethyl 2-methylbutanedioate;n-methylthiopyrrolidone;dimethyl 2-methyl-succinate;SCHEMBL186433;2-Methylsuccinic acid dimethyl;Dimethyl methylsuccinate, 98%;DTXSID10870892;Methylsuccinic acid dimethyl ester;BAA60411;2-Methylsuccinic Acid Dimethyl Ester;MFCD00008449;AKOS015915773;SB44881;SB45286;AS-19222;Butanedioic acid, 2-methyl-, dimethyl ester;CS-0204877;FT-0638245;FT-0693235;FT-0694960;A816295;A853562;J-009719

Chemical Property of Dimethyl methylsuccinate

Chemical Property:

• Vapor Pressure: 0.408mmHg at 25°C
• Refractive Index: n20/D 1.42(lit.)
• Boiling Point: 196°Cat760mmHg
• Flash Point: 83.3°C
• PSA: 52.60000
• Density: 1.057g/cm³
• LogP: 0.35860
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 160.07355886
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

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

Dimethyl2-Methylsuccinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC(=O)OC)C(=O)OC
• Uses: Dimethyl methylsuccinate was used in the synthesis of β-half esters.

Technology Process of Dimethyl methylsuccinate

There total 95 articles about Dimethyl methylsuccinate 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: 99.0%

methyl (3S)-4,4,4-trimethoxy-3-methylbutanoate (1283688-51-6) → (S)-dimethyl 2-methylsuccinate (1604-11-1,21307-96-0,22644-27-5,63163-08-6)

Guidance literature:

With hydrogenchloride; water; In diethyl ether; for 0.166667h;

DOI:10.1016/j.tetasy.2010.12.014

Reference yield: 99.0%

mesaconic acid dimethyl ester (617-53-8) → (S)-dimethyl 2-methylsuccinate (1604-11-1,21307-96-0,22644-27-5,63163-08-6)

Guidance literature:

With formic acid; TETRACYCLINE; paraquat dichloride; In water; at 40 ℃; for 100h; Clostridium formicoaceticum;

DOI:10.1016/S0040-4020(01)85677-5

Reference yield: 90.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + L-malic acid (2174-58-5) → (S)-dimethyl 2-methylsuccinate (1604-11-1,21307-96-0,22644-27-5,63163-08-6)

Guidance literature:

With sodium hydroxide; acetic acid; In methanol; 1,2-dimethoxyethane; diethyl ether; for 2h;

DOI:10.1016/S0040-4020(01)85910-X

upstream raw materials:

methanol

2-methylbutanedioic acid

5-methyl-(3H,5H)-tetrahydrothiophene-2,4-dione

citraconic acid anhydride

Downstream raw materials:

(R)-methylsuccinic acid dimethyl ester

L-malic acid methyl ester

(R)-2-methyl-succinic acid 4-methyl ester

(S)-dimethyl 2-methylsuccinate

Refernces

• 1、 Clochard, Magali,Mattmann, Eric,Mercier, Francois,Ricard, Louis,Mathey, Francois. "Phosphinites derived from the 7-phosphanorbornene skeleton: First results in asymmetric catalysis". . p. 3093 - 3094. Retrieved 2003.
• 2、 Long, Tyler R.,Gupta, Abhinaba,Miller Ii, A. Lee,Rethwisch, David G.,Bowden, Ned B.. "Selective flux of organic liquids and solids using nanoporous membranes of polydicyclopentadiene". . p. 14265 - 14276. Retrieved 2011.
• 3、 Chen, Weiping,Xiao, Jianliang. "Asymmetric activation of conformationally flexible monodentate phosphites for enantioselective hydrogenation". . p. 8737 - 8740. Retrieved 2001.
• 4、 Dubrovina, Natalia V.,Shuklov, Ivan A.,Birkholz, Mandy-Nicole,Michalik, Dirk,Paciello, Rocco,Boerner, Armin. "Fluorinated alcohols as solvents for enantioselective hydrognation with chiral self-assembling rhodium catalysts". . p. 2183 - 2187. Retrieved 2007.
• 5、 Reetz, Manfred T.,Li, Xiaoguang. "Mixtures of configurationally stable and fluxional atropisomeric monodentate P ligands in asymmetric Rh-catalyzed olefin hydrogenation". . p. 2959 - 2962. Retrieved 2005.
• 6、 De Smet, Koen,Pleysier, Annick,Vankelecom, Ivo F. J.,Jacobs, Pierre A.. "Recycling of homogeneous hydrogenation catalysts by dialysis coupled catalysis". . p. 334 - 338. Retrieved 2003.
• 7、 Reetz, Manfred T.,Sell, Thorsten,Meiswinkel, Andreas,Mehler, Gerlinde. "A new principle in combinatorial asymmetric transition-metal catalysis: Mixtures of chiral monodentate P ligands". . p. 790 - 793. Retrieved 2003.
• 8、 De Bellefon, Claude,Tanchoux, Nathalie,Caravieilhes, Sylvain. "New reactors and methods for the investigation of homogeneous catalysis". . p. 143 - 150. Retrieved 1998.
• 9、 Chen, Dianjun,Schmitkamp, Mike,Francio, Giancarlo,Klankermayer, Juergen,Leitner, Walter. "Enantioselective hydrogenation with racemic and enantiopure binap in the presence of a chiral ionic liquid". . p. 7339 - 7341. Retrieved 2008.
• 10、 Hu, Xiang-Ping,Zheng, Zhuo. "Unsymmetrical hybrid ferrocene-based phosphine-phosphoramidites: A new class of practical ligands for Rh-catalyzed asymmetric hydrogenation". . p. 3585 - 3588. Retrieved 2004.