Didecyl maleate

Base Information

• Chemical Name: Didecyl maleate
• CAS No.: 6290-56-8
• Molecular Formula: C₂₄H₄₄O₄
• Molecular Weight: 396.611
• European Community (EC) Number: 256-226-7
• NSC Number: 6736
• DSSTox Substance ID: DTXSID101303268
• Nikkaji Number: J114.864H
• Wikidata: Q76304755
• Mol file: 6290-56-8.mol

Synonyms:Didecyl maleate;Maleic acid, didecyl ester;didecyl (Z)-but-2-enedioate;45298-06-4;EINECS 256-226-7;2-Butenedioic acid (Z)-, didecyl ester;AI3-22479;2-Butenedioic acid, (Z)-, didecyl ester;Maleic acid didecyl ester;SCHEMBL629797;NSC6736;DTXSID101303268;NSC-6736;1,4-Didecyl (2Z)-2-butenedioate;LS-88645

Chemical Property of Didecyl maleate

Chemical Property:

• Vapor Pressure: 1.18E-11mmHg at 25°C
• Boiling Point: 538.3°C at 760 mmHg
• Flash Point: 279.3°C
• Density: 1.142g/cm³
• XLogP3: 9.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 22
• Exact Mass: 396.32395988
• Heavy Atom Count: 28
• Complexity: 354

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCOC(=O)C=CC(=O)OCCCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCOC(=O)/C=C\C(=O)OCCCCCCCCCC

Technology Process of Didecyl maleate

There total 3 articles about Didecyl maleate 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: 54.0%

1-Decanol (112-30-1) + (3-decyloxycarbonyl)acrylic acid (364745-47-1) → di-n-decyl fumarate (6290-56-8,45298-06-4,16669-28-6)

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

Reference yield:

fumaryl dichloride (627-63-4) + 1-Decanol (112-30-1) → di-n-decyl fumarate (6290-56-8,45298-06-4,16669-28-6)

Guidance literature:

With N,N-dimethyl-aniline; In tetrahydrofuran; at 49.85 ℃;

DOI:10.1039/a904815d

Reference yield:

1-Decanol (112-30-1) → di-n-decyl fumarate (6290-56-8,45298-06-4,16669-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 1 h / 55 °C / 760.05 Torr / Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 24 h / 20 °C / 760.05 Torr / Inert atmosphere

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;

DOI:10.1021/acs.joc.6b00526

upstream raw materials:

fumaryl dichloride

1-Decanol

(3-decyloxycarbonyl)acrylic acid

Downstream raw materials:

didecyl 2-(tosylamino)succinate

didecyl 2-(3-(phenylimino)-2-oxoindolin-1-yl)-succinate

sodium 1,2-bis(decyloxycarbonyl)ethanesulfonate

Refernces

• 1、 Nagasoe, Yasuyuki,Ichiyanagi, Naoki,Okabayashi, Hirofumi,Nave, Sandrine,Eastoe, Julian,O'Connor, Charmian J.. "Raman and IR spectroscopic studies of the interaction between counterion and polar group in self-assembled systems of AOT-homologous 'sodium dialkyl sulfosuccinates'". . p. 4395 - 4407. Retrieved 2007/10/03.