42588-57-8

Basic information

• Product Name: 3-ETHOXYMETHACROLEIN
• Synonyms: 3-ETHOXYMETHACROLEIN;3-ethoxy-2-methylacrylaldehyde;3-Ethoxy-2-methylacroleine;3-Ethoxymethacrolein, tech., 95%;3-ethoxy-2-methylpropenal;3-Ethoxymethacrolein, GC 97%;3-ETHOXY-2-METHYL-2-PROPEN-1-AL;3-ETHOXYMETHACROLEIN TECH 95%
• CAS NO: 42588-57-8
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14
• EINECS: 255-899-4
• Mol File: 42588-57-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 78-81 °C14 mm Hg(lit.)
• Flash Point: 96 °F
• Appearance: Clear yellow/Liquid
• Density: 0.96 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.526mmHg at 25°C
• Refractive Index: n20/D 1.4792(lit.)
• Storage Temp.: 0-6°C
• CAS DataBase Reference: 3-ETHOXYMETHACROLEIN(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ETHOXYMETHACROLEIN(42588-57-8)
• EPA Substance Registry System: 3-ETHOXYMETHACROLEIN(42588-57-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36
• RIDADR: 1993
• WGK Germany: 3
• F: 1-10
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 42588-57-8(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid

Uses

3-Ethoxymethacrolein was used in the synthesis of:5,10-dideaza-5,6,7,8-tetrahydrofolic acid (DDATHF)quinolines via modified Friedlander synthesis3-[2-isopropyl-5-methylcyclohexyloxy-(1R, 2S, 5R)]-2-methyl-2E-propenal

InChI:InChI=1/C6H10O2/c1-3-8-5-6(2)4-7/h4-5H,3H2,1-2H3/b6-5+

Upstream product

• 10602-37-6 1,1,3,3-tetraethoxy-2-methyl-propane 
• 14112-68-6 1-chloro-3,3-diethoxy-2-methyl-propene 
• 74-96-4 ethyl bromide 
• 107-31-3 Methyl formate 
• 123-38-6 propionaldehyde 
• 64-17-5 ethanol 
• 130894-82-5 1,2,2-trichloro-1-methylcyclopropane 
• 14477-99-7 1-bromo-2,2-dichloro-1-methylcyclopropane 
• 4744-08-5 1,1-diethoxypropane 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 71224-83-4 2-methyl-3-(3-phenyl-isoxazol-5-ylamino)-propenal 
• 71224-75-4 5-methyl-3-phenyl-isoxazolo[5,4-b]pyridine 
• 30989-81-2 3-amino-2-methyl acrolein 
• 55424-75-4 7,16-dimethyl-5,14-dihydrodibenzo<1,4,8,11>tetraazacyclotetradecene 
• 111873-13-3 N,N'-di-(β-formyl-β-methylvinyl)-o-phenylene diamine 
• 111873-12-2 β-(o-aminophenylamino)-α-methyl-acrolein 
• 30567-26-1 (E)-2-methyl-hept-2-enal 
• 612-58-8 3-methylquinoline 
• 15174-47-7 α-methyl-trans-cinnamaldehyde 
• 87373-59-9 3-Cyano-5-methyl-2(1H)-pyridinethione 
• 49576-57-0 (2E)-2-methyloct-2-enal 
• 142114-71-4 5-methyl-2-(4-nitrophenyl)pyrimidine 1-oxide 
• 142114-72-5 2-(4-methoxyphenyl)-5-methylpyrimidine 1-oxide 
• 137595-48-3 3-Methyl-5-methoxyquinoline 

Relevant articles and documents

A facile route to 3-alkoxy-2-methylpropenals, useful intermediates in the synthesis of carotenoids

A 'one-pot' process for the preparation of a carotenoid synthon (4) has been developed that involves methoxide-promoted condensation of propionaldehyde with methyl formate, followed by exclusive O-alkylation of the resultant stabilized enolate (6).

Oxopropenylation of Alkylmagnesium Halides by 3-(Trimethylsilyloxy)acroleins

Oxopropenylation of alkylmagnesium halides 4 by 3-(trimethylsilyloxy)acroleins 3 selectively yields the (E)-isomers of α,β-unsaturated aldehydes such as 4-phenyl-2-butenals 9, 3-cyclopropylpropenals 10, 3-cyclohexylpropenals 11, 3-(3-menthyl)propenals 12, and 2,5-hexadienals 13. 3-Hydroxyenolsilylethers 6 are isolated when allylmagnesium chloride is used as carbon nucleophile; to conclude, the reaction primarily involves nucleophilic addition of the Grignard reagent at the aldehyde carbon of the acrolein 3.