Dimethyl sebacate

Base Information

• Chemical Name: Dimethyl sebacate
• CAS No.: 106-79-6
• Molecular Formula: C12H22O4
• Molecular Weight: 230.304
• Hs Code.: DERIVATION
• European Community (EC) Number: 203-431-4
• NSC Number: 9415
• UNII: G87745M355
• DSSTox Substance ID: DTXSID1026740
• Nikkaji Number: J3.246H
• Wikidata: Q27278920
• Metabolomics Workbench ID: 130651
• ChEMBL ID: CHEMBL3186083
• Mol file: 106-79-6.mol

Synonyms:sebacic acid dimethyl ester

Chemical Property of Dimethyl sebacate

Chemical Property:

• Appearance/Colour: colourless melt or liquid
• Vapor Pressure: 0.00123mmHg at 25°C
• Melting Point: 29-31 °C(lit.)
• Refractive Index: 1.4300
• Boiling Point: 299 °C at 760 mmHg
• Flash Point: 145 °C
• PSA: 52.60000
• Density: 0.985 g/cm³
• LogP: 2.45320
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 230.15180918
• Heavy Atom Count: 16
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl Sebacate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: COC(=O)CCCCCCCCC(=O)OC
• Uses: Polytetramethylene sebacate was prepared from dimethyl sebacate. Dimethyl sebacate was used in the biosynthesis of oligomeric sebacates as lubricant oils. Dimethyl sebacate was a convenient starting material for cyclization of N-Succinylglycine dimethyl ester.

Technology Process of Dimethyl sebacate

There total 73 articles about Dimethyl sebacate 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: 100.0%

methanol (67-56-1) + 1,10-decanedioic acid (111-20-6,26776-29-4) → dimethyl sebacate (106-79-6)

Guidance literature:

With boron trifluoride; at 65 ℃; for 0.333333h;

DOI:10.1021/ac049919h

Reference yield: 99.0%

1,10-decanedioic acid (111-20-6,26776-29-4) + carbonic acid dimethyl ester (616-38-6) → dimethyl sebacate (106-79-6)

Guidance literature:

With triethylamine; at 160 ℃; for 5h; Autoclave; Green chemistry;

DOI:10.1134/S107042801702004X

Reference yield: 95.0%

methanol (67-56-1) + Methyl 10-undecenoate (111-81-9) → dimethyl sebacate (106-79-6)

Guidance literature:

methanol; Methyl 10-undecenoate; With ozone; In methanol; at 0 ℃;

With semicarbazide hydrochloride; at 0 - 20 ℃; Reagent/catalyst; Inert atmosphere;

DOI:10.1134/S1070427215060075

upstream raw materials:

diazomethane

1,10-decanedioic acid

methanol

adipic acid monomethyl ester

Downstream raw materials:

sebacic acid mono methyl ester

2-hydroxycyclodecanone

decanedial

sebacic acid dihydrazide

Refernces

• 1、 Bhunia, Subhajit,Banerjee, Biplab,Bhaumik, Asim. "A new hypercrosslinked supermicroporous polymer, with scope for sulfonation, and its catalytic potential for the efficient synthesis of biodiesel at room temperature". . p. 5020 - 5023. Retrieved 2015.
• 2、 Phung, Peter,Rowlands, William N.,Thiyakesan, Appadurai,Benndorf, Paul,Masters, Anthony F.,Maschmeyer, Thomas. "Metal/bromide autoxidation of triglycerides for the preparation of FAMES to improve the cold-flow characteristics of biodiesel". . p. 162 - 168. Retrieved 2014.
• 3、 Lindner, Ekkehard,Leibfritz, Thomas,Fawzi, Riad,Steimann, Manfred. "Dinuclear metal complexes with saturated and unsaturated hydrocarbon bridges". . p. 167 - 175. Retrieved 1997.
• 4、 Li, Xing-Long,Zhang, Kun,Jiang, Ju-Long,Zhu, Rui,Wu, Wei-Peng,Deng, Jin,Fu, Yao. "Synthesis of medium-chain carboxylic acids or α,ω-dicarboxylic acids from cellulose-derived platform chemicals". . p. 362 - 368. Retrieved 2018.
• 5、 Nikishin,G.I. et al.. "-". . . Retrieved 1975.
• 6、 Schwarz. "". . p. 384,388. Retrieved 1975.
• 7、 Husain, Shahid,Ahmad, Moghis U.,Osman, S. M.. "NEW HYDROXY FATTY ACID FROM SEED OIL OF BALIOSPERMUM AXILLARE". . p. 75 - 78. Retrieved 1980.
• 8、 Canonica,L. et al.. "". . p. 1 - 11. Retrieved 1969.
• 9、 Legostaeva,Botsman,Nazarov,Yakovleva,Garifullina,Khalikov,Ishmuratov. "One-pot ozonolytic synthesis of acyclic α,ω-bifunctional compounds from methyl 10-undecenoate and 10-undecen-1-ol". . p. 935 - 940. Retrieved 2015.
• 10、 Andronova, Valeriya L.,Charushin, Valery N.,Galegov, Georgii А.,Krasnov, Victor P.,Levit, Galina L.,Vozdvizhenskaya, Olga А.. "Synthesis and antiherpetic activity of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine". . p. 490 - 497. Retrieved 2021/06/26.