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

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

Uses

Used in Organic Synthesis:
Diethyl adipate is used as a solvent and reagent in organic synthesis for various chemical reactions, facilitating the formation of new compounds and improving the efficiency of the process.
Used in Plasticizer Industry:
Diethyl adipate is used as a plasticizer to increase the flexibility, workability, and durability of materials such as polymers and plastics. It helps in reducing the brittleness and improving the overall performance of the end product.
Used in Polymer Synthesis:
Diethyl adipate is used as a monomer in the synthesis of polymers, contributing to the development of new materials with specific properties tailored for various applications.
Used in Fragrance Synthesis:
Diethyl adipate is used in the fragrance industry as a component in the creation of various scents, enhancing the overall aroma and quality of the final product.
Used in Hexanediol and Oligoadipadamide Synthesis:
Diethyl adipate is used in the synthesis of hexanediol and oligoadipamide, which can be layered with perfluoropolyether networks for protective coating applications, providing enhanced durability and resistance to various environmental factors.
Used in Ethylene Chlorotrifluoroethylene Copolymer (ECTFE) Membranes:
Diethyl adipate is used as a plasticizer in the development of ECTFE-based membranes for the pervaporation of water and toluene-based blends, improving the separation efficiency and performance of the membranes.
Used in Poly(vinylidene fluoride) (PVDF2) Gels:
Diethyl adipate is used in the formation of PVDF2 gels with fibrillar morphology, which can be employed in various applications such as water treatment, drug delivery, and other industrial processes.
Used in Diesel Engine Fuel:
Diethyl adipate is used in the combustion and emission characteristics of a direct-injection diesel engine fueled with diesel-diethyl adipate blends, potentially improving the engine's performance and reducing harmful emissions.

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 
• 64-17-5 ethanol 
• 6414-69-3 ethyl 3-iodopropanoate 
• 42367-85-1 bis-(5-ethoxycarbonyl-valeryl)-peroxide 
• 996-82-7 sodium diethylmalonate 
• 107-06-2 1,2-dichloro-ethane 
• 762-04-9 phosphonic acid diethyl ester 
• 140-88-5 ethyl acrylate 
• 55-98-1 busulfan 
• 201230-82-2 carbon monoxide 
• 869-10-3 diethyl 2,5-dibromoadipate 
• 78-39-7 Triethyl orthoacetate 
• 73652-15-0 α-hydroxy-α-(β-ethoxycarbonylethyl)ethyl hydroperoxide 
• 627-93-0 hexanedioic acid dimethyl ester 

Downstream Products

• 22422-60-2 1,1'-hexanedioyl-bis-piperidine 
• 17353-94-5 2,3-dioxo-cyclohexane-1,4-dicarboxylic acid diethyl ester 
• 65170-34-5 BAHA 
• 65169-69-9 adipic acid bis-(2-dimethylamino-ethyl ester) 
• 626-86-8 adipinic acid monoethyl ester 
• 629-11-8 1,6-hexanediol 
• 102176-62-5 optically inactive N,N'-bis-(trans-2-hydroxy-cyclohexyl)-adipamide 
• 1490-36-4 2,2,9,9-tetramethyl-decane-3,8-dione 
• 4437-45-0 1,1,6,6-tetraphenyl-hexane-1,6-diol 
• 1191-25-9 6-Hydroxyhexanoic acid 
• 3128-07-2 6-oxoheptanoic acid 
• 4233-58-3 ethyl 6-oxooctanoate 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 1071-93-8 adipic acid dihydrazide 

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.

Facile esterification of sulfonic acids and carboxylic acids with triethylorthoacetate

Triethylorthoacetate was found to be surprisingly more effective than triethylorthoformate in the esterification of sulfonic acids and carboxylic acids. Using this reagent, esters of sulfonic and carboxylic acids are prepared in high yields.

Biomass-derived dibasic acids to diesters with inorganic ligand-supported catalyst: synthesis, optimization, characterization

Several attempts have been made to obtain aliphatic dicarboxylic diesters from esterification reaction to develop the biomass-derived platform molecules and green manufacturing processes. In this paper, Na3(H2O)6[AlMo6O18(OH)6], an Anderson-type polyoxometalate, firstly, was reported as a catalyst for diester synthesis from dicarboxylic acid to diester which showed an well productivity and selectivity characterized by 1H and 13C. Response surface methodology (RSM) integrated with the desirability function approach was used to determine the best operative conditions, and the optimal reaction parameters for maximum dipropyl succinate yield (77 ± 2.5%) were identified as 1.19?mol.% catalyst loading, 4.9:1 propanol/succinic acid ratio, 113?°C, and 9.6?h. Three batches of tests were carried for catalyst recycling with 78–75% yield even after 6 cycles of esterification. In addition, the substrate carbon chain was increased for investigation of substrate scope achieving satisfactory results and all products were characterized by 1H and 13C nuclear magnetic resonance spectroscopy.

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.]

Efficient Palladium-Catalyzed Carbonylation of 1,3-Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters

The dicarbonylation of 1,3-butadiene to adipic acid derivatives offers the potential for a more cost-efficient and environmentally benign industrial process. However, the complex reaction network of regioisomeric carbonylation and isomerization pathways, make a selective and direct transformation particularly difficult. Here, we report surprising solvent effects on this palladium-catalysed process in the presence of 1,2-bis-di-tert-butylphosphin-oxylene (dtbpx) ligands, which allow adipate diester formation from 1,3-butadiene, carbon monoxide, and methanol with 97 % selectivity and 100 % atom-economy under scalable conditions. Under optimal conditions a variety of di- and triesters from 1,2- and 1,3-dienes can be obtained in good to excellent yields.

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.

Compound with fragrance of dried tangerine peel and preparation method thereof, and daily essence

The invention relates to a compound with fragrance of dried tangerine peel and a preparation method thereof, and daily essence. The compound with the fragrance of dried tangerine peel has a structuralformula as described in the specification. The molecular weight of the compound with the fragrance of dried tangerine peel is larger than the molecular weight of a traditional compound with the fragrance of dried tangerine peel, and the compound provided by the invention has better fragrance retention performance and lasting fragrance retention time. Besides, the compound with the fragrance of dried tangerine peel can be used in citrus essence to improve the natural feeling and the heavy feeling of the citrus essence, and the compound has good performance in body fragrance and tail fragranceof the essence.

Method for synthesizing intermediate diethyl adipate

The invention discloses a method for synthesizing an intermediate diethyl adipate. According to the method, adipic acid, ethanol, resin D072, MgO, gamma-glycidyl ether propyl trimethoxysilane, sulfuric acid and hydrochloric acid serve as main raw materials, wherein the raw materials adopted are proportioned as follows: the volume ratio of the adipic acid to the ethanol is 2: 5; and the mass ratioof the MgO to the gamma-glycidyl ether propyl trimethoxysilane is 3: 4. According to the method disclosed by the invention, homemade Mg loaded resin is adopted as a catalyst, and the diethyl adipate is prepared by a reaction rectification coupled process; and the catalyst is moderate in reaction, good in mechanical properties and good in selectivity, is easily separated from a reaction systemand can be reused, so that the method has a relatively good industrial application prospect.

The diamine compound, the resin composition, the resin film, a prepreg, a laminate, a printed wiring board of semiconductor package (by machine translation)

[A] providing a low dielectric constant with a diamine compound, a diamine compound-containing resin composition, further, the resin composition obtained, resin film, prepreg, a laminate, printed circuit board and the semiconductor package. In the general formula (1) diamine compound represented by [a]. (In the general formula (1), R1 - R4 Is, independently, an alkyl group of carbon number 2 or more. R1 - R4 The, each alkyl may be the same as, or different alkyl groups. The n, is an integer of 2 or more. )[Drawing] no (by machine translation)

BISMALEIMIDE COMPOUND AND INTERMEDIATE THEREOF, RESIN COMPOSITION, RESIN FILM, PREPREG, LAMINATE, PRINTED WIRING BOARD AND SEMICONDUCTOR PACKAGE

PROBLEM TO BE SOLVED: To provide a bismaleimide compound that achieves lower dielectric constants and an intermediate thereof, a resin composition containing the bismaleimide compound,and a resin film, a prepreg, a laminate, a printed wiring board and a semiconductor package obtained by using the resin composition. SOLUTION: The present invention provides a bismaleimide compound represented by general formula (1) (where R1-R4 independently represent an alkyl group having two or more carbon atoms; each of R1-R4 may represent the same alkyl group or may represent mutually different alkyl groups; n is an integer of 2 or greater). SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT