621-13-6

Basic information

• Product Name: dicyclohexyl maleate
• Synonyms: 2-Butenedioic acid (2Z)-, 1,4-dicyclohexyl ester; 2-Butenedioic acid (Z)-, bis(cyclohexyl) ester; 2-Butenedioic acid (Z)-, dicyclohexyl ester; Dicyclohexyl maleate; Maleic acid, dicyclohexyl ester; NSC 6100; 2-Butenedioic acid (2Z)-, dicyclohexyl ester; 2-Butenedioic acid (Z)-, dicyclohexyl ester (9CI); dicyclohexyl (2Z)-but-2-enedioate
• CAS NO: 621-13-6
• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.3594
• EINECS: 210-671-3
• Mol File: 621-13-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 374.7°C at 760 mmHg
• Flash Point: 180.7°C
• Density: 1.09g/cm³
• Vapor Pressure: 8.21E-06mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: dicyclohexyl maleate(CAS DataBase Reference)
• NIST Chemistry Reference: dicyclohexyl maleate(621-13-6)
• EPA Substance Registry System: dicyclohexyl maleate(621-13-6)

Safety Data

• Hazardous Substances Data: 621-13-6(Hazardous Substances Data)

Usage

General Description

Dicyclohexyl maleate is a chemical compound that is used primarily as a chemical intermediate in the production of various products. It is a maleic acid derivative that is often used in the production of adhesives, resins, and plastics. It is a colorless, odorless liquid that is soluble in most organic solvents. It is also used as a plasticizer in the manufacturing of polyvinyl chloride (PVC) and other polymers. Dicyclohexyl maleate is not known to have significant acute toxic effects, but prolonged exposure to high concentrations may cause irritation to the skin, eyes, and respiratory system. Overall, dicyclohexyl maleate is an important chemical in the manufacturing industry and plays a crucial role in the production of a wide range of products.

Upstream product

• 108-31-6 maleic anhydride 
• 108-93-0 cyclohexanol 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 
• 63254-54-6 cyclohexyl diazoacetate 
• 52267-51-3 benzyl diazoacetate 
• 22136-61-4 isopropyl diazoacetate 
• 167693-38-1 adamantan-2-yl diazoacetate 
• 35059-50-8 t-butyl diazoacetate 
• 623-73-4 diazoacetic acid ethyl ester 
• 627-63-4 fumaryl dichloride 
• 3066-71-5 cyclohexyl acrylate 

Downstream Products

• 621-13-6 dicyclohexyl trans-butenedioate 
• 15785-59-8 dicyclohexyl tartrate 
• 97678-43-8 2-Phenylsulfanyl-succinic acid dicyclohexyl ester 
• 133017-22-8 cyclohexyl glyoxalate 
• 133017-23-9 Dihydroxy-acetic acid cyclohexyl ester 
• 1380216-07-8 dicyclohexyl 2-(3-(p-tolylimino)-2-oxoindolin-1-yl)-succinate 
• 1417416-14-8 dicyclohexyl 2-(tosylamino)succinate 
• 965-40-2 anhydrous cyclohexyl succinate 

Relevant articles and documents

Electrocatalytic Reduction of C-C π-Bonds via a Cobaltocene-Derived Concerted Proton-Electron Transfer Mediator: Fumarate Hydrogenation as a Model Study

Reductive concerted proton-electron transfer (CPET) is poorly developed for the reduction of C-C π-bonds, including for activated alkenes that can succumb to deleterious pathways (e.g., a competing hydrogen evolution reaction or oligomerization) in a standard electrochemical reduction. We demonstrate herein that selective hydrogenation of the C-C π-bond of fumarate esters can be achieved via electrocatalytic CPET (eCPET) using a CPET mediator comprising cobaltocene with a tethered Br?nsted base. High selectivity for electrocatalytic hydrogenation is observed only when the mediator is present. Mechanistic analysis sheds light on two distinct kinetic regimes based on the substrate concentration: low fumarate concentrations operate via rate-limiting CPET followed by an electron-transfer/proton-transfer (ET/PT) step, whereas high concentrations operate via CPET followed by a rate-limiting ET/PT step.

Efficient synthesis of symmetrical phthalate and maleate diesters using phosphinite ionic liquids

Symmetrical dialkyl phthalates and maleates were synthesized using phosphinite ionic liquid as a catalyst and reaction medium. The results indicated that phosphinite ionic liquid shows better catalytic and reusable performance without using any acid or base catalyst. Under the optimum conditions, using 1-methyl-3-(4-phosphinitebutyl) imidazolium chloride as catalyst, the conversion of phthalic and maleic anhydrides to the corresponding diesters of primary and secondary alcohols was occurred in 72-85% yields. The diesters of tertiary alcohols and phenols could not be prepared by this method. A kind of widely used plasticizer, dioctyl phthalate, was prepared in good yield under these conditions. The ionic liquid could be reused three times after easy separation from the products without any disposal. Iranian Chemical Society 2012.

Olefin metathesis involving ruthenium enoic carbene complexes [16]

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