Dimethyl succinate

Base Information

• Chemical Name: Dimethyl succinate
• CAS No.: 106-65-0
• Molecular Formula: C6H10O4
• Molecular Weight: 146.143
• Hs Code.: H3O2CCH2CH2CO2CH3 MOL WT. 146.14
• European Community (EC) Number: 203-419-9
• NSC Number: 52209
• UN Number: 1993
• UNII: 914I2127JR
• DSSTox Substance ID: DTXSID5025152
• Nikkaji Number: J3.244A
• Wikidata: Q27271375
• RXCUI: 2393581
• Metabolomics Workbench ID: 46231
• ChEMBL ID: CHEMBL556489
• Mol file: 106-65-0.mol

Synonyms:dimethyl succinate;succinic acid, dimethyl ester

Chemical Property of Dimethyl succinate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.422mmHg at 25°C
• Melting Point: 18-19 °C
• Refractive Index: n20/D 1.419(lit.)
• Boiling Point: 195.3 °C at 760 mmHg
• Flash Point: 88.4 °C
• PSA: 52.60000
• Density: 1.086 g/cm³
• LogP: 0.11260
• Storage Temp.: Store below +30°C.
• Solubility.: 75g/l
• Water Solubility.: 8.5 g/L (20℃)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 114
• Transport DOT Label: Combustible Liquid

Purity/Quality:

98% ^*data from raw suppliers

Dimethyl Succinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: S24/25:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: COC(=O)CCC(=O)OC
• Description: Dimethyl succinate belong to the diester of methyl alcohol and succinic acid, which can be found in nuts. It is a biodegradable ester with low odor and low volatility and commonly serves as a flavoring agent that can be used in perfumery and personal are products, including skin-conditioning agents and emollient. It also has a variety of industrial usages such as functional fluids (open systems), intermediates, paint additives and coating additives, pigments, viscosity adjustors, etc. Besides, dimethyl succinate can be used in the production of pharmaceuticals as well as agrochemicals and for manufacturing additives, plastics and other organic compounds. In spite of its slightly water-soluble property, it can also act as a surfactant applied in water based systems.
• Uses: Dimethyl succinate is used as a flavoring agent. It have wide range of industrial applications such as Functional fluids (open systems), Intermediates, Paint additives and coating additives, Pigments Solvents, Viscosity adjustors.

Technology Process of Dimethyl succinate

There total 194 articles about Dimethyl succinate 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: 23.0%

[(1-methoxyvinyl)oxy]trimethylsilane (36850-80-3) + benzil (134-81-6) → methyl 3-oxo-3-phenylpropionate (614-27-7) + benzoic acid (65-85-0,8013-63-6) + Dimethyl succinate (106-65-0)

Guidance literature:

In benzene; for 14.5h; Irradiation;

DOI:10.1021/jo800473x

Reference yield: 23.0%

1,3,5-Trioxan (110-88-3) + methyl hydrogen succinate (3878-55-5) → succinic acid anhydride (108-30-5) + citraconic acid anhydride (616-02-4) + carbon dioxide (124-38-9,18923-20-1) + Dimethyl succinate (106-65-0)

Guidance literature:

With gamma-alumina; at 380 ℃; under 3750.38 Torr; Autoclave; Flow reactor;

DOI:10.1021/op020210r

Reference yield:

methanol (67-56-1) + Butane-1,4-diol (110-63-4) → 2-methoxytetrahydrofuran (13436-45-8) + Dimethyl succinate (106-65-0)

Guidance literature:

With trichloroisocyanuric acid; In dichloromethane; cooling;

DOI:10.1081/SCC-120021026

upstream raw materials:

diazomethane

succinic acid anhydride

diethyl ether

methanol

Downstream raw materials:

(E)-4-(1,3-benzodioxol-5-yl)-3-(methoxycarbonyl)but-3-enoic acid

cyclohex-1-enyl-succinic acid-1-methyl ester

((E)-4-methoxy-benzylidene)-succinic acid

(E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-3-butenoic acid

Refernces

• 1、 Consiglio, Giambattista,Nefkens, Sylvia C. A.,Pisano, Carmelina,Wenzinger, Fritz. "30. On the Regioselectivity Control in the Palladium-Catalyzed Hydro-alkoxycarbonylation of α,β-Unsaturated Esters". . p. 323 - 325. Retrieved 1991.
• 2、 Bernath et al.. "". . p. 2413,2414, 2419. Retrieved 1975.
• 3、 Atobe, Mahito,Okamoto, Mayuko,Fuchigami, Toshio,Park, Jong-Eun. "Selective hydrogenation by polymer-encapsulated platinum nanoparticles prepared by an easy single-step sonochemical synthesis". . p. 26 - 29. Retrieved 2010.
• 4、 Jia, Xiuquan,Ma, Jiping,Wang, Min,Du, Zhongtian,Lu, Fang,Wang, Feng,Xu, Jie. "Promoted role of Cu(NO3)2 on aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran over VOSO4". . p. 231 - 236. Retrieved 2014.
• 5、 Shekhawat, Dushyant,Nagarajan, Kirthivasan,Jackson, James E.,Miller, Dennis J.. "Kinetics of citraconic anhydride formation via condensation of formaldehyde and succinates". . p. 611 - 617. Retrieved 2002.
• 6、 Xia, Fei,Du, Zhongtian,Liu, Junxia,Ma, Yangyang,Xu, Jie. "Catalytic oxidative C-C bond cleavage route of levulinic acid and methyl levulinate". . p. 72744 - 72749. Retrieved 2016.
• 7、 Tomida, Shinsuke,Tsuda, Ryohei,Furukawa, Shiho,Saito, Marie,Tajima, Toshiki. "Electroreductive hydrogenation of activated olefins using the concept of site isolation". . p. 46 - 49. Retrieved 2016.
• 8、 Hudlicky, Milos. "HYDROGENOLYSIS OF CARBON-FLUORINE BONDS IN CATALYTIC HYDROGENATION. II". . p. 241 - 260. Retrieved 1983.
• 9、 Tajima, Toshiki,Ishino, Satomi,Kurihara, Hitoshi. "An environmentally friendly electrolytic system based on the acid-base reaction between water and solid-supported bases". . p. 1036 - 1037. Retrieved 2008.
• 10、 D'Agostino, Carmine,Brett, Gemma L.,Miedziak, Peter J.,Knight, David W.,Hutchings, Graham J.,Gladden, Lynn F.,Mantle, Mick D.. "Understanding the solvent effect on the catalytic oxidation of 1,4-butanediol in methanol over Au/TiO2 catalyst: NMR diffusion and relaxation studies". . p. 14426 - 14433. Retrieved 2012.