Dimethyl pimelate

Base Information

• Chemical Name: Dimethyl pimelate
• CAS No.: 1732-08-7
• Molecular Formula: C9H16O4
• Molecular Weight: 188.224
• Hs Code.: 2917190090
• European Community (EC) Number: 217-057-4
• NSC Number: 52563
• UNII: GE1PF3049F
• DSSTox Substance ID: DTXSID8061925
• Nikkaji Number: J576B
• Wikidata: Q63399619
• Mol file: 1732-08-7.mol

Synonyms:Dimethyl pimelate;1732-08-7;Dimethyl heptanedioate;Heptanedioic acid, dimethyl ester;Pimelic acid, dimethyl ester;dimethyl 1,7-heptanedioate;Pimelic acid dimethyl ester;Dimethylpimelate;Heptanedioic acid, 1,7-dimethyl ester;GE1PF3049F;DiMethyl Heptanedioate---d4;Heptanedioic Acid Dimethyl Ester;EINECS 217-057-4;MFCD00008470;NSC 52563;NSC-52563;AI3-32541;120811-82-7;Pimelic acid dimethyl;Dimethyl pimelate, 99%;Dimethyl pimelate, 98+%;UNII-GE1PF3049F;SCHEMBL1286873;DTXSID8061925;Dimethyl ester of heptanedioic acid;NSC52563;Heptanedioic acid,1,7-dimethyl ester;AKOS015839892;CS-W001472;FS-4247;s12124;SY049144;FT-0625045;P-6815;Q63399619

Chemical Property of Dimethyl pimelate

Chemical Property:

• Appearance/Colour: Clear colorless to slightly yellow liquid
• Vapor Pressure: 0.0219mmHg at 25°C
• Melting Point: -21°C
• Refractive Index: n20/D 1.431(lit.)
• Boiling Point: 250.28 °C at 760 mmHg
• Flash Point: 105.444 °C
• PSA: 52.60000
• Density: 1.023 g/cm³
• LogP: 1.28290
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in ethanol, benzene, ether. Slightly soluble in water.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 188.10485899
• Heavy Atom Count: 13
• Complexity: 147

Purity/Quality:

98%, ^*data from raw suppliers

Dimethyl Pimelate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CCCCCC(=O)OC
• Uses: Dimethyl pimelate was used as the internal standard in the analysis of phthalates, sebacates, epoxidized soybean oil (ESBO) and polyadipates after transesterification to the ethyl esters.

Technology Process of Dimethyl pimelate

There total 28 articles about Dimethyl pimelate 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) + heptanedioic acid (111-16-0) → dimethyl 1,7-heptanedioate (1732-08-7)

Guidance literature:

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

DOI:10.1021/ac049919h

Reference yield: 100.0%

heptanedioic acid (111-16-0) + 2,2-dimethoxy-propane (77-76-9) → dimethyl 1,7-heptanedioate (1732-08-7)

Guidance literature:

With chloro-trimethyl-silane; In methanol; at 20 ℃;

DOI:10.1016/j.tetlet.2019.151473

Reference yield: 98.0%

heptanedioic acid (111-16-0) + carbonic acid dimethyl ester (616-38-6) → dimethyl 1,7-heptanedioate (1732-08-7)

Guidance literature:

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

DOI:10.1134/S107042801702004X

upstream raw materials:

methanol

heptanedioic acid

ethyl 2-oxocyclohexane carboxylate

diazomethane

Downstream raw materials:

7-methoxy-7-oxoheptanoic acid

methyl 2-allyl-2-cyclohexanonecarboxylate

Refernces

• 1、 Rodriguez, Ana R.,Spur, Bernd W.. "First total syntheses of the pro-resolving lipid mediators 7(S),13(R),20(S)-Resolvin T1 and 7(S),13(R)-Resolvin T4". . . Retrieved 2020.
• 2、 Yang, Ji,Liu, Jiawang,Ge, Yao,Huang, Weiheng,Ferretti, Francesco,Neumann, Helfried,Jiao, Haijun,Franke, Robert,Jackstell, Ralf,Beller, Matthias. "Efficient Palladium-Catalyzed Carbonylation of 1,3-Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters". supporting information. p. 9527 - 9533. Retrieved 2021/03/08.