10601-80-6

Basic information

• Product Name: ETHYL 3,3-DIETHOXYPROPIONATE
• Synonyms: Propanoic acid, 3,3-diethoxy-, ethyl ester;3,3-DIETHOXYPROPIONIC ACID ETHYL ESTER;DEPE;ETHYL 3,3-DIETHOXYPROPANOATE;ETHYL 3,3-DIETHOXYPROPIONATE;ETHYL 3,3-DIETHOXYPROPIONATE, TECH., 90%;3,3-Diethoxypropanoic acid, ethyl ester;malonaldehydic acid diethyl acetal ethyl ester
• CAS NO: 10601-80-6
• Molecular Formula: C₉H₁₈O₄
• Molecular Weight: 190.23682
• EINECS: 234-223-1
• Product Categories: Pharmaceutical Intermediates;Pyridine
• Mol File: 10601-80-6.mol
• Article Data: 30

Chemical Properties

• Melting Point: 200-202 °C
• Boiling Point: 92-93 °C13 mm Hg(lit.)
• Flash Point: 184 °F
• Appearance: Clear colorless/Liquid
• Density: 0.978 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.205mmHg at 25°C
• Refractive Index: n20/D 1.411(lit.)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Stability: Hygroscopic
• BRN: 1772110
• CAS DataBase Reference: ETHYL 3,3-DIETHOXYPROPIONATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3,3-DIETHOXYPROPIONATE(10601-80-6)
• EPA Substance Registry System: ETHYL 3,3-DIETHOXYPROPIONATE(10601-80-6)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 10601-80-6(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

uses

Ethyl 3,3-diethoxypropionate participates in the Yb(OTf)3 catalyzed synthesis of dihydropyridines (DHPs).

Synthesis Reference(s)

The Journal of Organic Chemistry, 47, p. 2216, 1982 DOI: 10.1021/jo00132a055Synthesis, p. 274, 1988 DOI: 10.1055/s-1988-27541

General Description

Ethyl 3,3-diethoxypropionate participates in the Yb(OTf)3 catalyzed synthesis of dihydropyridines (DHPs).

InChI:InChI=1/C9H18O4/c1-4-11-8(10)7-9(12-5-2)13-6-3/h9H,4-7H2,1-3H3

Upstream product

• 1561-41-7 Ethyl-(1,3,3,3-tetrachlor-propyl)-ether 
• 15184-00-6 1,1,1,3-tetrachloro-3-acetoxypropane 
• 64-17-5 ethanol 
• 1001-26-9 ethyl 3-ethoxyacrylate 
• 71470-38-7 3-ethoxy-acrylimidic acid ethyl ester; hydrochloride 
• 105-36-2 ethyl bromoacetate 
• 122-51-0 orthoformic acid triethyl ester 
• 463-51-4 Ketene 
• 471-25-0 Propiolic acid 
• 141-52-6 sodium ethanolate 
• 623-47-2 propynoic acid ethyl ester 
• 74-86-2 acetylene 
• 105-58-8 Diethyl carbonate 
• 1066-26-8 sodium acetylide 

Downstream Products

• 86219-10-5 3-(2-butoxy-ethoxy)-acrylic acid-(2-butoxy-ethyl ester) 
• 16777-87-0 3,3-diethoxypropan-1-ol 
• 1001-26-9 ethyl 3-ethoxyacrylate 
• 6191-99-7 3-ethoxyacryloyl chloride 
• 133116-80-0 4-carbethoxy-1,1-dioxo-5-phenyl-5,6-dihydro-2H-1,2,6-thiadiazine 
• 133116-78-6 ethyl 2,2-dioxo-3,4-dihydro-2,1,3-benzothiadiazin-4-ylacetate 
• 133116-74-2 ethyl 4-carbethoxy-2-phenyl-1,1-dioxo-5,6-dihydro-2H-1,2,6-thiadiazin-5-ylacetate 
• 133116-77-5 ethyl 4-carbethoxy-2-(3'-phenyl-n-propyl)-1,1-dioxo-5,6-dihydro-2H-1,2,6-thiadiazin-5-ylacetate 
• 133116-75-3 ethyl 4-carbethoxy-2-benzyl-1,1-dioxo-5,6-dihydro-2H-1,2,6-thiadiazin-5-ylacetate 
• 5941-55-9 ethyl 3-ethoxyacrylate 
• 4105-92-4 triethyl benzene-1,3,5-tricarboxylate 
• 97507-42-1 ethyl (2E)-4-ethoxycarbonyl-5-ethoxy-2,4-pentadienoate 
• 34780-29-5 3-oxo-propionic acid ethyl ester 
• 80370-42-9 ethyl 2-formyl-3-oxopropanoate 

Relevant articles and documents

Syntheses of 4-[(1H,3H)-pyrimidine-2,4-dion-1-yl]- and 4-[(1H,3H)-5- methylpyrimidine-2,4-dion-1-yl]-1,6-heptadienes

Heptadienes containing nucleic bases are attractive building blocks for the synthesis of carbocyclic oligonucleotide analogs. Herein, we report an alternative synthetic route to 4-[(1H,3H)-pyrimidine-2,4-dion-1-yl]-1,6- heptadiene and 4-[(1H,3H)-5-methylpyrimidine-2,4-dion-1-yl]-1,6-heptadiene via building the pyrimidine ring utilizing 4-isocyanato-1,6-heptadiene intermediate.

Acetalization of alkenes catalyzed by Pd(OAc)2/NPMoV supported on activated carbon under a dioxygen atmosphere

(Formula presented) The acetalization of terminal alkenes such as ethyl acrylate and acrylonitrile with alcohols under O2 was efficiently achieved by Pd(OAc)2 supported on activated carbon combined with molybdovanadophosphate (NPMoV). For example, ethyl acrylate was subjected to acetalization with EtOH acidified by CH3SO3H under O2 (1 atm) in the presence of [8 wt%Pd(OAc)2/C] and NPMoV to form ethyl 3,3-diethoxypropionate in quantitative yield.

One-pot production of diethyl maleate via catalytic conversion of raw lignocellulosic biomass

The conversion of lignocellulose into a value-added chemical with high selectivity is of great significance but is a big challenge due to the structural diversities of biomass components. Here, we have reported an efficient approach for the one-step conversion of raw lignocellulose into diethyl maleate by the polyoxometalate ionic liquid [BSmim]CuPW12O40 in ethanol under mild conditions. The results reveal that all of the fractions in biomass, i.e., cellulose, lignin and hemicellulose, were simultaneously converted into diethyl maleate (DEM), achieving a 329.6 mg g-1 yield and 70.3% selectivity from corn stalk. Importantly, the performance of the ionic liquid catalyst [BSmim]CuPW12O40 was nearly twice that of CuHPW12O40, which can be attributed to the lower incorporation of the Cu2+ site in [BSmim]CuPW12O40. Hence, this process opens a promising route for producing bio-based bulk chemicals from raw lignocellulose without any pretreatment.

Selective Production of Diethyl Maleate via Oxidative Cleavage of Lignin Aromatic Unit

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Preparation method of ethyl 3-ethoxyacrylate

The invention discloses a preparation method of ethyl 3-ethoxyacrylate. The preparation method comprises the following steps: (1) dropwise adding a certain amount of vinyl ethyl ether into trichloro-acetic chloride, controlling the temperature at 20 to 40 DEG C, and preserving heat for reacting for 1 to 10 hours; (2) evaporating low-boiling-point by-products under reduced pressure at the temperature of 40 DEG C; (3) adding organic alkali and ethanol, and preserving heat at 20 to 50 DEG C for reacting for 1 to 10 hours; (4) filtering, recovering a filter cake, and evaporating ethanol out of thefiltrate under reduced pressure at a temperature of 50 DEG C; (5) adding a certain amount of acid catalyst, heating to 50 to 100 DEG C, introducing nitrogen, and preserving heat for reacting for 1 to10 hours; (6) distilling under reduced pressure to obtain ethyl 3-ethoxyacrylate. The preparation method has the advantages of cheap and readily available raw materials, mild reaction conditions, easiness and convenience in operation, high yield, high product purity, few three wastes (waste gas, waste water and industrial residue), recovery of organic alkali from the generated solid waste, recyclability of the solvent and environmental friendliness, is a low-cost green synthesis technology, and is suitable for industrial production.