Dihexyl fumarate

Base Information

• Chemical Name: Dihexyl fumarate
• CAS No.: 19139-31-2
• Deprecated CAS: 197167-00-3
• Molecular Formula: C16H28 O4
• Molecular Weight: 284.396
• Hs Code.: 2917190090
• European Community (EC) Number: 242-833-4
• UNII: 6B3O343SS2
• ChEMBL ID: CHEMBL3247954
• DSSTox Substance ID: DTXSID00893393
• Nikkaji Number: J520.515H,J34.714K
• Mol file: 19139-31-2.mol

Synonyms:Dihexyl fumarate;19139-31-2;di-n-Hexyl fumarate;dihexyl (E)-but-2-enedioate;Dihexyl trans-butenedioate;FUMARIC ACID, DIHEXYL ESTER;2-Butenedioic acid (2E)-, 1,4-dihexyl ester;2-Butenedioic acid (E)-, dihexyl ester;2-Butenedioic acid (2E)-, dihexyl ester;6B3O343SS2;UNII-6B3O343SS2;EINECS 242-833-4;BRN 1712882;2-Butenedioic acid(2E)-, 1,4-dihexyl ester;SCHEMBL42963;SCHEMBL42964;3-02-00-01905 (Beilstein Handbook Reference);Dihexyl (2E)-2-butenedioate;CHEMBL3247954;Dihexyl (2E)-2-butenedioate #;DTXSID00893393;QMCVOSQFZZCSLN-VAWYXSNFSA-N;MFCD00043676;AKOS015836359;BUT-2-ENEDIOIC ACID DIHEXYL ESTER;2-Butenedioic acid, dihexyl ester, (2E)-;2-Butenedioic acid(2E)-,1,4-dihexyl ester;NS00083104;Q27264433

Chemical Property of Dihexyl fumarate

Chemical Property:

• Vapor Pressure: 2.43E-05mmHg at 25°C
• Refractive Index: 1.456
• Boiling Point: 359.1°Cat760mmHg
• Flash Point: 167.4°C
• PSA: 52.60000
• Density: 0.969g/cm³
• LogP: 3.78960
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Slightly)
• Water Solubility.: 150μg/L at 20℃
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 14
• Exact Mass: 284.19875937
• Heavy Atom Count: 20
• Complexity: 256

Purity/Quality:

99.9% ^*data from raw suppliers

Di-N-hexylFumarate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCOC(=O)C=CC(=O)OCCCCCC
• Isomeric SMILES: CCCCCCOC(=O)/C=C/C(=O)OCCCCCC

Technology Process of Dihexyl fumarate

There total 4 articles about Dihexyl 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: 52.0%

(3-hexyloxycarbonyl)acrylic acid + hexan-1-ol (111-27-3) → dihexyl fumarate (19139-31-2)

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:

hexan-1-ol (111-27-3) → dihexyl fumarate (19139-31-2)

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

Reference yield:

maleic anhydride (108-31-6) + hexan-1-ol (111-27-3) → dihexyl fumarate (19139-31-2)

Guidance literature:

With hydrogenchloride; ammonium chloride;

upstream raw materials:

maleic anhydride

hexan-1-ol

Refernces