141-28-6

Basic information

• Product Name: Diethyl adipate
• Synonyms: 1,6-Diethyl hexanedioate;Diethyl adipatate;Diethyl1,6-hexanedioate;Diethylester kyseliny adipove;diethylesterkyselinyadipove;Ethyl delta-carboethoxyvalerate;ethyldelta-carboethoxyvalerate;ETHYL ADIPATE
• CAS NO: 141-28-6
• Molecular Formula: C₁₀H₁₈O₄
• Molecular Weight: 202.25
• EINECS: 205-477-0
• Product Categories: Fatty Acid Esters (Plasticizer);Functional Materials;Plasticizer;Plasticizers;Polymer Additives;Polymer Science;solvent
• Mol File: 141-28-6.mol
• Article Data: 56

Chemical Properties

• Melting Point: −20-−19 °C(lit.)
• Boiling Point: 251 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless/Liquid
• Density: 1.009 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0268mmHg at 25°C
• Refractive Index: n20/D 1.427(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: <0.1g/l
• Water Solubility: Insoluble in water.
• Merck: 14,162
• BRN: 1780035
• CAS DataBase Reference: Diethyl adipate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl adipate(141-28-6)
• EPA Substance Registry System: Diethyl adipate(141-28-6)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 2
• RTECS: AV1100000
• TSCA: Yes
• Hazardous Substances Data: 141-28-6(Hazardous Substances Data)

Usage

Chemical Properties

Clear Colorless oily liquid. Soluble in ethanol and other organic solvents, insoluble in water.

Uses

Diethyl adipate(DEA) is an organic solvent that can be used in organic synthesis, plasticizer, polymer and fragrance synthesis. DEA can also be used in the synthesis of hexanediol and oligoadipamide, which can be layered with perfluoropolyether networks for protective coating applications.

Application

Diethyl adipate can also be used as a plasticizer in the development of ethylene chlorotrifluoroethylene copolymer (ECTFE) based membranes for the pervaporation of water and toluene based blends. Poly(vinylidene flouride) (PVF2) gels in diethyl adipate (DEA) with fibrillar morphology is presented. Gelation process obeys the three-dimensional percolation mechanism. Combustion and emission characteristics of a direct-injection diesel engine is fueled with diesel-diethyl adipate blends.

General Description

Diethyl adipate (DEA), a fatty ester, is processed from the esterification of adipic acid and ethanol. It can be used as a plasticizer.

Synthesis

Diethyl adipate is synthesized by esterification of adipic acid and ethanol in the presence of concentrated sulfuric acid.

Upstream product

• 124-04-9 Adipic acid 
• 762-04-9 phosphonic acid diethyl ester 
• 140-88-5 ethyl acrylate 
• 855597-18-1 O¹-benzoyl-monoperoxysuccinic acid-4-ethyl ester 
• 64-17-5 ethanol 
• 874-23-7 2-acetylcyclohexanone 
• 765-87-7 cyclohexane-1,2-dione 
• 7149-59-9 diethyl 3-oxoadipate 
• 45214-05-9 diethyl glucarate 
• 21959-75-1 Δ²-Dihydromuconsaeure-diethylester 
• 261900-70-3 D-glucarate-6,3-lactone ethyl ester 
• 503-74-2 3-methylbutyric acid 
• 1070-34-4 butanedioic acid, monoethyl ester 
• 623-71-2 ethyl 3-chloropropanoate 

Downstream Products

• 22422-60-2 1,1'-hexanedioyl-bis-piperidine 
• 626-86-8 adipinic acid monoethyl ester 
• 629-11-8 1,6-hexanediol 
• 25344-24-5 N¹,N⁶-dibenzyladipamide 
• 10187-22-1 Adipic acid p,p-dihydroxyanilide 
• 17082-61-0 1,2-bis(trimethylsiloxy)cyclobutene 
• 19781-07-8 2,7-dimethyloctane-2,7-diol 
• 110-83-8 cyclohexene 
• 74-85-1 ethene 
• 64847-88-7 2-ethylcyclopentanone 
• 124-38-9 carbon dioxide 
• 120-92-3 cyclopentanone 
• 659726-13-3 ethyl (Rs)-6-oxo-7-(p-tolylsulfinyl)heptanoate 
• 4344-74-5 1,2,3,4,5,6-hexahydro-cyclopentapyrazol-3-on 

Relevant articles and documents

Oxovanadium(V)-Induced Ring-Opening Oxygenation of Cyclic Ketones in Alcohol

Cyclic ketones underwent ring-opening oxygenation on treatment with VO(OEt)Cl2 in alcohol under oxygen to give the corresponding keto ester or diesters depending on the substituent at 2-position.This system was applicable to a catalytic reaction.

Microwave-Assisted Nickel-Catalyzed Rapid Reductive Coupling of Ethyl 3-iodopropionate to Adipic Acid

Abstract: 3-iodopropionic acid (3-IPA) can be efficiently synthesized from the glycerol derivative glyceric acid (GA), which is a potential biomaterial-based platform molecule. In this report, ethyl 3-iodopropionate was rapidly dimerized to diethyl adipate in a microwave reactor using NiCl2·6H2O as a catalyst, co-catalyzed by Mn and the 1, 10-Phenanthroline monohydrate ligand. Under the optimum reaction conditions, diethyl adipate can be obtained with 84% yield at 90?°C in just 5?min. Diethyl adipate was hydrolyzed to obtain the adipic acid (AA) in 89% yield with an acid catalyst. AA is an important chemical and a monomer for producing a wide range of high-performance polymeric substances. This rapid coupling method is also applicable to other alkyl halides. Graphic Abstract: [Figure not available: see fulltext.]

Preparation method for catalytic synthesis of adipic acid dialkyl ester by heteropolyacid

The invention relates to a preparation method for catalytic synthesis of adipic acid dialkyl ester by heteropolyacid. The method specifically comprises the following steps: 1) mixing adipic acid, alcohol and heteropolyacid, uniformly stirring, and carrying out esterification reaction; and 2) after the esterification reaction is finished, standing and filtering to remove heteropoly acid, adding a sodium carbonate aqueous solution to obtain an organic phase and a water phase, taking the organic phase, concentrating and drying to obtain the product adipic acid dialkyl ester. Compared with the prior art, the raw materials are easy to obtain, the preparation method is simple, the preparation method is economical and environmentally friendly, and the adopted catalyst has the advantages of beinghigh in reaction activity, easy to recycle and the like.