Didodecyl fumarate

Base Information

• Chemical Name: Didodecyl fumarate
• CAS No.: 2402-58-6
• Molecular Formula: C28H52 O4
• Molecular Weight: 452.718
• European Community (EC) Number: 219-280-2
• UNII: H41HPG4D4T
• DSSTox Substance ID: DTXSID401045077
• Nikkaji Number: J114.839G
• Wikidata: Q27279614
• Mol file: 2402-58-6.mol

Synonyms:Didodecyl fumarate;dilauryl fumarate;2402-58-6;didodecyl (E)-but-2-enedioate;UNII-H41HPG4D4T;H41HPG4D4T;EINECS 219-280-2;EC 219-280-2;C28-H52-O4;DILAURYLMALEATE;Fumaric acid didodecyl ester;SCHEMBL356935;SCHEMBL356936;DTXSID401045077;C28H52O4;1,4-Didodecyl (2E)-2-butenedioate;2-Butenedioic acid (2E)-, didodecyl ester;W-109783;Q27279614;2-BUTENEDIOIC ACID (2E)-, 1,4-DIDODECYL ESTER

Chemical Property of Didodecyl fumarate

Chemical Property:

• Vapor Pressure: 5.52E-11mmHg at 25°C
• Boiling Point: 521.8°Cat760mmHg
• Flash Point: 245.2°C
• PSA: 52.60000
• Density: 0.921g/cm³
• LogP: 8.47080
• Water Solubility.: 150μg/L at 20℃
• XLogP3: 11.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 26
• Exact Mass: 452.38656014
• Heavy Atom Count: 32
• Complexity: 405

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCOC(=O)C=CC(=O)OCCCCCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCOC(=O)/C=C/C(=O)OCCCCCCCCCCCC

Technology Process of Didodecyl fumarate

There total 3 articles about Didodecyl fumarate 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: 90.0%

fumaryl dichloride (627-63-4) + 1-dodecyl alcohol (112-53-8) → didodecyl fumarate (2402-58-6)

Guidance literature:

In toluene; for 2h; Inert atmosphere; Reflux;

DOI:10.1039/b807704e

Reference yield: 74.0%

1-dodecyl alcohol (112-53-8) + (2E)-but-2-enedioic acid (110-17-8,26099-09-2) → didodecyl fumarate (2402-58-6)

Guidance literature:

With sulfuric acid; In toluene; for 4h; Reflux;

DOI:10.1016/j.bmcl.2008.11.083

Reference yield: 54.0%

1-dodecyl alcohol (112-53-8) + (3-dodecanyloxycarbonyl)acrylic acid (299963-15-8) → didodecyl fumarate (2402-58-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 24h; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/acs.joc.6b00526

upstream raw materials:

1-dodecyl alcohol

(2E)-but-2-enedioic acid

fumaryl dichloride

(3-dodecanyloxycarbonyl)acrylic acid

Downstream raw materials:

sodium 1,2-bis(dedecyloxycarbonyl)ethanesulfonate

didodecyl 2-(tosylamino)succinate

di-n-dodecyl 2-(3,5-di-tert-butyl-4-hydroxyphenylthio)succinate