Dimethyl suberate

Base Information

• Chemical Name: Dimethyl suberate
• CAS No.: 1732-09-8
• Molecular Formula: C10H18O4
• Molecular Weight: 202.251
• Hs Code.: 29171990
• European Community (EC) Number: 217-059-5
• DSSTox Substance ID: DTXSID3061926
• Nikkaji Number: J577K
• Wikidata: Q27155283
• Mol file: 1732-09-8.mol

Synonyms:DIMETHYL SUBERATE;Dimethyl octanedioate;1732-09-8;Octanedioic acid, dimethyl ester;Suberic acid, dimethyl ester;SUBERIC ACID DIMETHYL ESTER;Octanedioic acid dimethyl ester;Octanedioic acid dimethyl;Octanedioic acid, 1,8-dimethyl ester;EINECS 217-059-5;Hexane-1,6-dicarboxylic acid dimethyl ester;Dimethyl suberate, 99%;SCHEMBL81128;Dimethyl1,6-hexanedicarboxylate;Octandioic acid, dimethyl ester;DTXSID3061926;CHEBI:81345;Dimethyl ester of octanedioic acid;MFCD00008471;AKOS015902807;DS-5092;CS-0150695;FT-0625046;O0183;C17803;D91828;A811495;J-010890;Q27155283

Chemical Property of Dimethyl suberate

Chemical Property:

• Appearance/Colour: clear very light yellow liquid.
• Vapor Pressure: 0.00789mmHg at 25°C
• Melting Point: -1.6°C
• Refractive Index: n20/D 1.432(lit.)
• Boiling Point: 268 °C at 760 mmHg
• Flash Point: 111.4 °C
• PSA: 52.60000
• Density: 1.008 g/cm³
• LogP: 1.67300
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 202.12050905
• Heavy Atom Count: 14
• Complexity: 157

Purity/Quality:

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

Dimethyl Suberate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CCCCCCC(=O)OC
• Uses: Dimethyl suberate was used in the preparation of [8-2H2] and [7-2H2]oleates.

Technology Process of Dimethyl suberate

There total 77 articles about Dimethyl suberate 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%

methanol (67-56-1) + 1,2-Diphenyl-3,10-bis(trimethylsiloxy)-1,2-diphospha-3,9-cyclodecadien (90682-77-2) → Trimethylmethoxysilane (1825-61-2) + dimethyl subarate (1732-09-8) + phenylphosphane (638-21-1)

Guidance literature:

for 24h; Heating;

Reference yield: 72.0%

methanol (67-56-1) + octane-1,8-dioic acid (505-48-6) → suberic acid monomethyl ester (3946-32-5) + dimethyl subarate (1732-09-8)

Guidance literature:

With aluminum oxide; at 25 ℃; for 48h; chemoselective reaction; Green chemistry;

DOI:10.1039/c6gc01900e

Reference yield: 38.55%

diazomethane (186581-53-3,908094-01-9,334-88-3) + methyl linolenate (301-00-8) → 8-hydroxyoctanoic acid methyl ester (20257-95-8) + hexanedioic acid dimethyl ester (627-93-0) + Dimethyl azelate (1732-10-1) + dimethyl 1,7-heptanedioate (1732-08-7) + dimethyl subarate (1732-09-8) + methyl 7-hydroxyheptanoate (14565-11-8)

Guidance literature:

With sodium hydroxide; reflux; water; dihydrogen peroxide; ozone; Product distribution; further conditions;

DOI:10.1007/BF00811471

upstream raw materials:

diazomethane

octane-1,8-dioic acid

methanol

Pentanedioic acid, monomethyl ester

Downstream raw materials:

suberic acid monomethyl ester

1,8-Octanediol

1,1,8,8-tetraphenyl-octane-1,8-diol

octane-1,8-dioic acid

Refernces

• 1、 Jones, Jeffrey P.,Trager, William F.. "The Separation of the Intramolecular Isotope Effect for the Cytochrome P-450 Catalyzed Hydroxylation of n-Octane into Its Primary and Secondary Components". . p. 2171 - 2173. Retrieved 1987.
• 2、 Chung, Yu-Ming,Wei, Chien-Kei,Chuang, Da-Wei,El-Shazly, Mohamed,Hsieh, Chi-Ting,Asai, Teigo,Oshima, Yoshiteru,Hsieh, Tusty-Jiuan,Hwang, Tsong-Long,Wu, Yang-Chang,Chang, Fang-Rong. "An epigenetic modifier enhances the production of anti-diabetic and anti-inflammatory sesquiterpenoids from Aspergillus sydowii". . p. 3866 - 3872. Retrieved 2013.
• 3、 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.
• 4、 Bon, David J.-Y. D.,Ková?, Ond?ej,Ferugová, Vendula,Zále?ák, Franti?ek,Pospí?il, Ji?í. "One and Two-Carbon Homologation of Primary and Secondary Alcohols to Corresponding Carboxylic Esters Using β-Carbonyl BT Sulfones as a Common Intermediate". . p. 4990 - 5001. Retrieved 2018/05/17.