4696-29-1

Usage

Uses

Used in Organic Synthesis:
[(E)-1-Propenyl][(Z)-1-propenyl] ether is used as a reagent in organic synthesis for its versatile chemical properties. It aids in the formation of various complex organic molecules, contributing to the development of new compounds with potential applications in different industries.
Used in Pharmaceutical Production:
In the pharmaceutical industry, [(E)-1-Propenyl][(Z)-1-propenyl] ether serves as an intermediate in the synthesis of various drugs. Its unique chemical structure allows for the creation of new medicinal compounds, enhancing the range of available treatments for various health conditions.
Used in Fragrance Industry:
[(E)-1-Propenyl][(Z)-1-propenyl] ether is also utilized in the fragrance industry, where it contributes to the development of new scents and perfumes. Its ability to form a wide range of organic compounds makes it a valuable asset in creating unique and appealing fragrances.
Safety Precautions:
Given its flammability and potential reactivity with strong acids, strong bases, and oxidizing agents, it is crucial to handle [(E)-1-Propenyl][(Z)-1-propenyl] ether with caution. Appropriate safety measures, such as wearing protective gear and working in well-ventilated areas, should be taken to minimize the risk of harm from inhalation, ingestion, or skin and eye contact.

InChI:InChI=1/C6H10O/c1-3-5-7-6-4-2/h3-6H,1-2H3/b5-3-,6-4+

Upstream product

• 557-40-4 Allyl ether 
• 4696-28-0 cis,cis-dipropenyl ether 
• 4696-27-9 cis,trans-dipropenyl ether 
• 4696-27-9 trans,trans-dipropenyl ether 

Downstream Products

• 4696-27-9 cis,trans-dipropenyl ether 
• 4696-27-9 trans,trans-dipropenyl ether 
• 4696-28-0 cis,cis-dipropenyl ether 

Relevant academic research and scientific papers

Supported imidazolylphosphine catalysts for highly (E)-selective alkene isomerization

For fine chemical synthesis, immobilized catalysts offer little advantage if they produce a product mixture that must be separated. Selective isomerization of terminal olefins is achieved by heterogenized bifunctional catalysts. Outstanding and consistent (E)-selectivity (>99%) even in cases where (E) and (Z) isomers are of comparable stability, combined with modest catalyst loadings (1 to 2 mol %), set these catalysts apart from previously reported systems. Ease of catalyst removal and high geometric selectivity avoid tedious purifications.

Stereoselective alkene isomerization over one position

Although controlling both the position of the double bond and E:Z selectivity in alkene isomerization is difficult, 1 is a very efficient catalyst for selective mono-isomerization of a variety of multifunctional alkenes to afford >99.5% E-products. Many reactions are complete within 10 min at room temperature. Even sensitive enols and enamides susceptible to further reaction can be generated. Catalyst loadings in the 0.01-0.1 mol% range can be employed. E-to-Z isomerization of the product from diallyl ether was only -6 times as fast as its formation, showing the extremely high kinetic selectivity of 1.

Mild and selective deuteration and isomerization of alkenes by a bifunctional catalyst and deuterium oxide

(Figure Presented) H/D exchange is achieved at allylic positions of alkenes using D2O in acetone and alkene isomerization catalyst 1, which features a bifunctional imidazolylphosphine. The basic nitrogen of the latter is thought to deprotonate an alkene substrate coordinated to the CpRu center; at this stage the protonated nitrogen could undergo H/D exchange with deuterium oxide. An exceptional degree of deuteration is achieved at positions accessible to isomerization, with a high degree of control. Using biphasic settings one can literally wash out reactive protons on the substrate without using organic solvents.

Extensive isomerization of alkenes using a bifunctional catalyst: An alkene zipper

Catalyzed movement of alkene double bonds up to 30 positions has been accomplished using a catalyst featuring a cationic CpRu fragment and bifunctional imidazolylphosphine. The basic nitrogen of the latter is thought to deprotonate coordinated alkene intermediates reversibly, facilitating isomerization between terminal and (E)-alkenes and accelerating conversions by factors of up to 1 × 104. Copyright

Tumor inhibiting saccharide conjugates

The invention relates to a method for the preparation of glycoconjugates of phosphorus amides with the general formula STR1 where the connection of the sugar with the phosphoric acid amide mustard residue, and the ifosfamide mustard residue, respectively, occurs preferably in the 1-position, and where R1 and R2 ; which can be the same or different, denote hydrogen, lower C1 -C4 alkyl or C1 -C6 haloalkyl and where as sugar there can be present mono-, di-, or polysaccharides in all existing isomeric and enantiomeric forms, wherein in a known way protected brominated sugars are conjugated with the respective phosphorus compounds, and freed of the protective residues, and to the use of said compounds as anti-tumour drugs.

THE DIPROPENYL ETHERS: VIBRATIONAL AND 13C NMR SPECTRA

The infrared vapor phase and solution spectra and the Raman liquid phase spectra as well as the 13C NMR absorption have been examined for the dipropenyl ether isomers, i.e. cis, cis (I), cis, trans (II) and trans, trans (III).Evidence based on double bond vibrational coupling, the simple nature of the spectra and the assignment of most of the fundamentals shows only one planar s-trans, s-trans conformations for each isomers.The strong double bond coupling probably indicates that substantial "through space" electron delocalization between the double bonds must be involved, and that this reduces or takes precedence over oxygen electron delocalization in the order I > II > III.The "cis effect" is explained by a dipolar interaction of β-methyl hydrogen with ether oxygen, which is absent in the trans-propenyl structures.