51731-17-0

Basic information

• Product Name: 4-METHOXY-3-BUTEN-2-ONE
• Synonyms: (3E)-4-Methoxy-3-buten-2-one;4-METHOXY-3-BUTEN-2-ONE;TRANS-1-METHOXY-1-BUTEN-3-ONE;TRANS-4-METHOXY-3-BUTEN-2-ONE;trans-4-methoxy-3-buten-2-one (1-1-3);(E)-4-methoxy-3-buten-2-one;TRANS-4-METHOXY-3-BUTEN-2-ONE, TECH., 90 %;Trans 4-Methoxy Butenone
• CAS NO: 51731-17-0
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.11582
• EINECS: 257-364-0
• Product Categories: C3 to C6;Carbonyl Compounds;Ketones
• Mol File: 51731-17-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 0℃
• Boiling Point: 200 °C(lit.)
• Flash Point: 146 °F
• Appearance: /
• Density: 0.982 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.468(lit.)
• Storage Temp.: 2-8°C
• BRN: 2070991
• CAS DataBase Reference: 4-METHOXY-3-BUTEN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXY-3-BUTEN-2-ONE(51731-17-0)
• EPA Substance Registry System: 4-METHOXY-3-BUTEN-2-ONE(51731-17-0)

Safety Data

• Statements: 10
• Safety Statements: 23-24/25
• RIDADR: 1224
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 51731-17-0(Hazardous Substances Data)

Usage

General Description

4-METHOXY-3-BUTEN-2-ONE is a chemical compound with the molecular formula C5H8O2. It is a colorless liquid with a pungent odor, and it is commonly used as a precursor in the synthesis of various organic compounds. 4-METHOXY-3-BUTEN-2-ONE is also used in the production of flavor and fragrance compounds. It is highly flammable and should be handled with caution. This chemical is often utilized in research and industrial applications for its reactive properties and ability to undergo various chemical reactions. Additionally, it is important to note that 4-METHOXY-3-BUTEN-2-ONE may have specific regulations and safety guidelines for its use and handling due to its potential hazards.

InChI:InChI=1/C5H8O2/c1-5(6)3-4-7-2/h3-4H,1-2H3/b4-3+

Upstream product

• 3354-32-3 2,5-dihydro-2H-2-oxothiophene 
• 54125-02-9 danishefsky's diene 
• 22323-80-4 (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 100-52-7 benzaldehyde 
• 145774-77-2 methyl N-(1-phenylethyl)-α-iminoacetate 
• 5436-21-5 acetylacetaldehyde dimethyl acetal 
• 625-34-3 3-oxobutyraldehyde 
• 67-56-1 methanol 
• 112897-03-7 3-(tert-butyldiphenylsilyloxy)-1-propanal 

Downstream Products

• 163811-52-7 1-methoxy-3-(triisopropylsilyloxy)-1,3-butadiene 
• 142114-68-9 6-methyl-2-phenylpyrimidine 1-oxide 
• 74251-58-4 β-(o-hydroxyphenylamino)vinyl methyl ketone 
• 950915-59-0 2-(4-methoxy-2-nitrophenyl)-4H-pyran-4-one 
• 64488-25-1 1-(3,4-dichlorobenzyl)-3-cyano-6-methylpyrid-2-one 
• 25957-23-7 3-acetyl-6-methyl-2-(1H)pyridone 
• 1206801-43-5 ethyl 1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylate 
• 74628-04-9 (1Z,4E)-1-Cyclohexyl-1-hydroxy-5-methoxy-penta-1,4-dien-3-one 
• 74590-76-4 rac-4-methoxy-4-(phenylthio)-2-butanone 

Relevant articles and documents

An efficient, second-generation synthesis of the signature dioxabicyclo[3.2.1]octane core of (+)-sorangicin a and elaboration of the (Z,Z, E)-triene acid system

An efficient, second-generation synthesis of the signature dioxabicyclo[3.2.1]octane core of (+)-sorangicin A (1), in conjunction with an effective, stereocontrolled protocol to arrive at the requisite (Z,Z,E)-triene acid system has been developed. Highli

Phorboxazole B synthetic studies: Construction of C(1-32) and C(33-46) subtargets

The convergent syntheses of the C(1-32) and C(33-46) domains of phorboxazole B are described. An iterative cyclocondensation strategy exploited the Jacobsen hetero-Diels-Alder (HDA) reaction as a platform for the synthesis of both the C(5-9) and C(11-15) tetrahydropyran rings. The use of 2-silyloxydiene coupling partners bearing an increasing resemblance to the phorboxazole skeleton was found to lead to a reduction in diastereoselectivity, however, in the case of the C(11-15) ring. The coupling of aldehyde 21 and 2-silyloxydiene 20 by this route provided a C(1-32) fragment which was elaborated to the macrolide core of phorboxazole B. The synthesis of the C(33-46) domain involved a Nozaki-Kishi coupling of aldehyde 31 and vinyl iodide 39. The syntheses of 31 and 39 were highly diastereoselective: an Evans [Cu(Ph-pybox)](SbF6)2-catalysed Mukaiyama aldol reaction formed the cornerstone of the synthesis of 31 whilst a Nagao-Fujita acetate aldol reaction provided a convenient means of installing the sole stereogenic centre of 39.

SYNTHESE DE DERIVES DE L'ACIDE PIPECOLIQUE PAR REACTION D'AZA-DIELS-ALDER : CYCLOADDITIONS ACTIVEES PAR L'IODURE DE ZINC ENTRE LA 1-(PHENYL)-ETHYLIMINE DU GLYOXYLATE DE METHYLE ET LES DIENES RICHES EN ELECTRONS

The methyl N-(1-phenylethyl)-α-iminoacetate undergoes zinc iodide activated aza-Diels-Alder cycloaddition reactions with electron rich conjugated dienes.Cyclic α-amino-acids are formed in good yields, with complete regioselectivity, but the extent of asymmetric induction by the chiral phenethyl group on the nitrogen is low. KEY WORDS: aza-Diels-Alder reactions; heterocyclic α-amino-acids