21504-43-8

Basic information

• Product Name: 1,1-diethoxyprop-1-ene
• Synonyms: 1-Propene, 1,1-diethoxy-
• CAS NO: 21504-43-8
• Molecular Formula: C₇H₁₄O₂
• Molecular Weight: 130.1849
• Mol File: 21504-43-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 134.1°C at 760 mmHg
• Flash Point: 22.9°C
• Density: 0.866g/cm³
• Vapor Pressure: 10.1mmHg at 25°C
• Refractive Index: 1.418
• CAS DataBase Reference: 1,1-diethoxyprop-1-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-diethoxyprop-1-ene(21504-43-8)
• EPA Substance Registry System: 1,1-diethoxyprop-1-ene(21504-43-8)

Safety Data

• Hazardous Substances Data: 21504-43-8(Hazardous Substances Data)

Upstream product

• 42216-95-5 2-bromo-1,1,1-triethoxypropane 
• 556-91-2 aluminum tri-tert-butoxide 
• 115-80-0 Triethyl orthopropionate 
• 42520-11-6 1,1-diethoxy-2-bromo-ethene 
• 77-78-1 dimethyl sulfate 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 71-43-2 benzene 

Downstream Products

• 34666-01-8 ethyl 2-methyl-3-phenylpropionate 
• 109562-45-0 Diaethyl--orthopropionat 
• 6797-05-3 5,5-diethoxy-4-methyl-2,3-diphenyl-isoxazolidine 
• 131251-02-0 1-(Trideuteriomethoxy)ethyldeuterioperoxid 
• 75-07-0 acetaldehyde 
• 105-58-8 Diethyl carbonate 
• 78-38-6 ethylphosphonic acid diethyl ester 
• 106727-51-9 2,2-diethoxy-2,3-dihydro-3-methyl-4-pyrone 
• 113480-98-1 trans-2,2-diethoxy-3,6-dimethyl-4-(acetylamino)-5-(4'-chlorophenylcarbamoyl)-3,4-dihydro-2H-pyran 
• 122620-68-2 (4R,5R)-4-Acetylamino-6,6-diethoxy-2,5-dimethyl-5,6-dihydro-4H-pyran-3-carboxylic acid ((S)-1-phenyl-ethyl)-amide 
• 122620-49-9 (4S,5S)-4-Acetylamino-6,6-diethoxy-2,5-dimethyl-5,6-dihydro-4H-pyran-3-carboxylic acid ((S)-1-phenyl-ethyl)-amide 
• 113480-88-9 4-Benzyloxycarbonylamino-6,6-diethoxy-2,5-dimethyl-5,6-dihydro-4H-pyran-3-carboxylic acid methyl ester 
• 113480-95-8 4-Benzyloxycarbonylamino-6,6-diethoxy-2,5-dimethyl-5,6-dihydro-4H-pyran-3-carboxylic acid benzyl ester 
• 142721-91-3 cis-3,3-Diethoxy-4,5-dimethyl-1,2-dioxolan 

Relevant articles and documents

Structural determination, DFT Calculation, and Formation Mechanism of Ethyl 2-Cyano-3-Alkoxypent-2-enoates synthesized via Ru-mediated coupling reaction between α,β-unsaturated acetals and cyanoacetate

Ethyl 2-cyano-3-Alkoxypent-2-enoates were synthesized in moderate yields via the coupling reaction between α,β- unsaturated acetals and cyanoacetate, catalyzed by [RuHCl- (CO)(PPh3)3]. The E-And Z-isomers were separated and determined by X-ray crystallography for the first time. Structural distortion associated with steric hindrance around the tetrasubstituted alkene moiety was revealed: e.g., the C(carbonyl)C( α)C( β) angle expands to about 125°. Density functional theory calculation was performed, and the restricted B3LYP hybrid functional with the 6-31G(d,p) basis set was found to successfully elucidate the solid-state structure and conformation, as well as spectroscopic properties. A plausible formation mechanism was proposed, in which the Ru complex catalyzed the C=C bond migration of the α,β-unsaturated acetal to give the corresponding ketene acetal and assisted the subsequent condensation reaction with cyanoacetate to some extent.

2-Ethoxyvinyllithiums and diethoxyvinyllithiums: What makes them stable or fragile?

The elusive (E)-2-ethoxyvinyllithium can be readily generated in tetrahydrofuran at -75 °C from (E)-1-bromo-2-ethoxyethylene by halogen/metal exchange and subsequently trapped with electrophiles. Alkylation opens a convenient entry to (E)-configurated enethers. (E)-2-Ethoxyvinyllithium decomposes rapidly at -50 °C whereas its (Z)-isomer, which lacks the possibility to eliminate lithium ethoxide in a favorable anti-periplanar process, is stable under the same conditions. (E)-1,2-Diethoxyvinyllithium even sustains reflux temperatures (approximately 75 °C). 2,2-Diethoxyvinyllithium and (Z)-1,2-diethoxyvinyllithium can be conserved at 0 °C although this time loss of alcoholate can occur in the anti-mode. Obviously it matters whether the energy-rich ethoxyacetylene is formed as the elimination product or simple acetylene, as in the case of (E)-2-ethoxyvinyllithium.

Isomerization of 2-vinyl-1,3-dioxolanes and 2-vinyl-1,3-dioxanes catalyzed by ruthenium complexes

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