Dicyclohexyl maleate

Base Information

• Chemical Name: Dicyclohexyl maleate
• CAS No.: 621-13-6
• Deprecated CAS: 115254-77-8
• Molecular Formula: C16H24O4
• Molecular Weight: 280.364
• European Community (EC) Number: 210-671-3
• NSC Number: 6100
• UNII: HTI36ZNU3K
• DSSTox Substance ID: DTXSID4029193
• Nikkaji Number: J68.536D
• Wikidata: Q27280091
• Mol file: 621-13-6.mol

Synonyms:Dicyclohexyl maleate;Maleic acid, dicyclohexyl ester;621-13-6;2-Butenedioic acid (2Z)-, dicyclohexyl ester;UNII-HTI36ZNU3K;HTI36ZNU3K;2-Butenedioic acid (Z)-, dicyclohexyl ester;2-Butenedioic acid (Z)-, bis(cyclohexyl) ester;NSC 6100;NSC-6100;2-Butenedioic acid (2Z)-, 1,4-dicyclohexyl ester;EINECS 210-671-3;MLS002637863;di-cyclohexyl maleate;CYLINK XSM-6007;maleic acid dicyclohexyl ester;SCHEMBL780364;DTXSID4029193;NSC6100;dicyclohexyl (2Z)-but-2-enedioate;AKOS000498433;J68.536D;(Z)-2-BUTENEDIOIC ACID DICYCLOHEXYL ESTER;2-BUTENEDIOIC ACID, (Z)-, DICYCLOHEXYL ESTER;Q27280091

Chemical Property of Dicyclohexyl maleate

Chemical Property:

• Vapor Pressure: 8.21E-06mmHg at 25°C
• Boiling Point: 374.7°C at 760 mmHg
• Flash Point: 180.7°C
• Density: 1.09g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 280.16745924
• Heavy Atom Count: 20
• Complexity: 316

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)OC(=O)C=CC(=O)OC2CCCCC2
• Isomeric SMILES: C1CCC(CC1)OC(=O)/C=C\C(=O)OC2CCCCC2

Technology Process of Dicyclohexyl maleate

There total 18 articles about Dicyclohexyl 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: 93.0%

dicyclohexyl cis-butenedioate (621-13-6) → dicyclohexyl trans-butenedioate (621-13-6,135607-72-6,47092-64-8)

Guidance literature:

With C₁₆H₂₅N₃O₂S; In acetonitrile; at 80 ℃; for 16h;

DOI:10.1021/acs.joc.0c02316

Reference yield: 89.5%

fumaryl dichloride (627-63-4) + cyclohexanol (108-93-0) → dicyclohexyl trans-butenedioate (621-13-6,135607-72-6,47092-64-8)

Guidance literature:

With sodium hydride; In 1,4-dioxane; at 80 ℃; for 10h;

DOI:10.1021/ja960282w

Reference yield: 82.0%

cyclohexyl diazoacetate (63254-54-6) → dicyclohexyl cis-butenedioate (621-13-6) + dicyclohexyl trans-butenedioate (621-13-6,135607-72-6,47092-64-8)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃;

DOI:10.1002/chem.200601692

upstream raw materials:

maleic anhydride

cyclohexanol

dimethyl cis-but-2-ene-1,4-dioate

cyclohexyl diazoacetate

Downstream raw materials:

dicyclohexyl trans-butenedioate

anhydrous cyclohexyl succinate

dicyclohexyl 2-(tosylamino)succinate

dicyclohexyl 2-(3-(p-tolylimino)-2-oxoindolin-1-yl)-succinate

Refernces

• 1、 Derosa, Joseph,Garrido-Barros, Pablo,Peters, Jonas C.. "Electrocatalytic Reduction of C-C π-Bonds via a Cobaltocene-Derived Concerted Proton-Electron Transfer Mediator: Fumarate Hydrogenation as a Model Study". supporting information. p. 9303 - 9307. Retrieved 2021/07/19.
• 2、 Hodgson, David M.,Angrish, Deepshikha. "Highly chemo- and stereoselective intermolecular coupling of diazoacetates to give cis-olefins by using Grubbs second-generation catalyst". . p. 3470 - 3479. Retrieved 2008/02/08.