Dimethyl dodecanedioate

Base Information

• Chemical Name: Dimethyl dodecanedioate
• CAS No.: 1731-79-9
• Molecular Formula: C14H26 O4
• Molecular Weight: 258.358
• Hs Code.: 2917190090
• European Community (EC) Number: 217-050-6
• NSC Number: 118878
• DSSTox Substance ID: DTXSID0074390
• Nikkaji Number: J46.706E
• Wikidata: Q63408981
• Mol file: 1731-79-9.mol

Synonyms:Dimethyl dodecanedioate;1731-79-9;Dimethyl 1,10-decanedicarboxylate;Dodecanedioic acid dimethyl ester;DODECANEDIOIC ACID, DIMETHYL ESTER;Dimethyl 1,12-dodecanedioate;Dodecanedioic acid dimethyl;Dodecanedioic acid, 1,12-dimethyl ester;EINECS 217-050-6;DimethylDodecanedioate;1,12-Dimethyl dodecanedioate;dimethyl1,10-decanedicarboxylate;SCHEMBL494299;DTXSID0074390;dimethyl decamethylenedicarboxylate;MFCD00043632;NSC118878;AKOS015839835;CS-W014075;NSC 118878;NSC-118878;AS-38795;1,10-Decanedicarboxylic acid dimethyl ester;D2835;FT-0625569;J-010882;Q63408981;1,10-Decanedicarboxylic acid dimethyl ester Dodecanedioic acid dimethyl ester

Chemical Property of Dimethyl dodecanedioate

Chemical Property:

• Appearance/Colour: white semi-solid
• Vapor Pressure: 0.00109mmHg at 25°C
• Melting Point: 30-32ºC
• Refractive Index: 1.441
• Boiling Point: 300.9 °C at 760 mmHg
• Flash Point: 135 ºC
• PSA: 52.60000
• Density: 0.969 g/cm³
• LogP: 3.23340
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 13
• Exact Mass: 258.18310931
• Heavy Atom Count: 18
• Complexity: 202

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl Dodecanedioate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCCCCCCCCC(=O)OC

Technology Process of Dimethyl dodecanedioate

There total 47 articles about Dimethyl dodecanedioate 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) + 1,12-dodecanedioic acid (693-23-2) → dodecanedioic acid dimethyl ester (1731-79-9)

Guidance literature:

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

DOI:10.1021/ac049919h

Reference yield: 93.0%

methanol (67-56-1) + Methyl 10-undecenoate (111-81-9) + carbon monoxide (201230-82-2) → dodecanedioic acid dimethyl ester (1731-79-9)

Guidance literature:

With 1,3-bis(tert-butyl(pyridin-2-yl)phosphanyl)propane; palladium(II) acetylacetonate; toluene-4-sulfonic acid; for 20h; Sealed tube; Inert atmosphere; Autoclave;

DOI:10.1039/C8CC07470D

Reference yield: 91.0%

Methyl 10-undecenoate (111-81-9) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → dodecanedioic acid dimethyl ester (1731-79-9)

Guidance literature:

Methyl 10-undecenoate; acrylic acid methyl ester; In toluene; at 80 ℃; for 0.25h; Inert atmosphere;

With hydrogen; In toluene; at 40 ℃; for 0.666667h; under 760.051 Torr; Inert atmosphere;

DOI:10.3762/bjoc.12.2

upstream raw materials:

1,12-dodecanedioic acid

diazomethane

1,12-dodecanedinitrile

methanol

Downstream raw materials:

N₁,N₁₂-diphenyldodecane-1,12-diamine

dodecanedioic acid dihydrazide

Refernces

• 1、 Li, Yong,Liu, Qingbin,Ma, Yanping,Solan, Gregory A.,Sun, Wen-Hua,Wang, Zheng,Zhang, Qiuyue,Zhao, Ziwei,Zhong, Yanxia. "Ruthenium-catalyzed hydrogenation of CO2as a route to methyl esters for use as biofuels or fine chemicals". . p. 6766 - 6774. Retrieved 2020/08/25.
• 2、 Shi, Yiping,Kamer, Paul C. J.,Cole-Hamilton, David J.. "A new route to α,ω-diamines from hydrogenation of dicarboxylic acids and their derivatives in the presence of amines". supporting information. p. 5460 - 5466. Retrieved 2017/11/22.