5935-25-1

Basic information

• Product Name: 2-vinyl-1,3-dioxane
• Synonyms: 2-vinyl-1,3-dioxane;2-Ethenyl-1,3-dioxane;Propenal trimethylene acetal
• CAS NO: 5935-25-1
• Molecular Formula: C6H10O2
• Molecular Weight: 114.1424
• EINECS: 227-689-2
• Mol File: 5935-25-1.mol

Chemical Properties

• Boiling Point: 539.4°C at 760 mmHg
• Flash Point: 280°C
• Appearance: /
• Density: 1.189g/cm³
• Vapor Pressure: 1.05E-11mmHg at 25°C
• Refractive Index: 1.622
• CAS DataBase Reference: 2-vinyl-1,3-dioxane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-vinyl-1,3-dioxane(5935-25-1)
• EPA Substance Registry System: 2-vinyl-1,3-dioxane(5935-25-1)

Safety Data

• Hazardous Substances Data: 5935-25-1(Hazardous Substances Data)

Usage

Uses

Used in Polymer Production:
2-vinyl-1,3-dioxane is used as a monomer for the production of polymers, specifically in the synthesis of polyethylene glycol diacrylates.
Used in Coatings and Adhesives Industry:
2-vinyl-1,3-dioxane is used as a key component in the production of coatings and adhesives, contributing to their formation and performance.
Used in Pharmaceutical Manufacturing:
2-vinyl-1,3-dioxane is used as a raw material in the manufacture of pharmaceuticals, playing a role in the development of various medications.
Used as a Reactive Diluent:
In the coatings industry, 2-vinyl-1,3-dioxane is used as a reactive diluent for ultraviolet curable coatings, enhancing their curing process and properties.
Safety Considerations:
It is important to handle 2-vinyl-1,3-dioxane with care due to its potential to cause irritation to the skin, eyes, and respiratory system, and it is considered a potentially hazardous chemical.

InChI:InChI=1/C21H25N3O2S/c1-5-24(6-2)17-10-8-16(9-11-17)22-21-23-18(14-27-21)15-7-12-19(25-3)20(13-15)26-4/h7-14H,5-6H2,1-4H3,(H,22,23)

Upstream product

• 107-02-8 acrolein 
• 71-36-3 butan-1-ol 
• 504-63-2 trimethyleneglycol 
• 71-23-8 propan-1-ol 
• 64-17-5 ethanol 
• 71-41-0 pentan-1-ol 
• 111-27-3 hexan-1-ol 
• 6044-68-4 3,3-dimethoxyprop-1-ene 
• 33884-43-4 2-(2-Bromoethyl)-1,3-dioxane 
• 6674-22-2 1,8-diazabicyclo[5.4.0]undec-7-ene 
• 5465-07-6 β-hydroxyethyl-2 dioxanne-1,3 
• 13297-07-9 2-(2-chloroethyl)-1,3-dioxane 

Relevant articles and documents

Facile synthesis of acid-labile polymers with pendent ortho esters

This work presents a facile approach for preparation of acid-labile and biocompatible polymers with pendent cyclic ortho esters, which is based on the efficient and mild reactions between cyclic ketene acetal (CKA) and hydroxyl groups. Three CKAs, 2-ethylidene-1,3-dioxane (EDO), 2-ethylidene-1,3-dioxolane (EDL), and 2-ethylidene-4- methyl-1,3-dioxolane (EMD) were prepared from the corresponding cyclic vinyl acetals by catalytic isomerization of the double bond. The reaction of CKAs with different alcohols and diols was examined using trace of p-toluenesulfonic acid as a catalyst. For the monohydroxyl alcohols, cyclic ortho esters were formed by simple addition of the hydroxyl group toward CKAs with ethanol showing a much greater reactivity than iso-propanol. When 1,2- or 1,3-diols were used to react with the CKAs, we observed the isomerized cyclic ortho esters besides the simple addition products. Biocompatible polyols, that is, poly(2-hydroxyethyl acrylate) (PHEA) and poly(vinyl alcohol) (PVA) were then modified with CKAs, and the degree of substitution of the pendent ortho esters can be easily tuned by changing feed ratio. Both the small molecule ortho esters and the CKA-modified polymers demonstrate the pH-dependent hydrolysis profiles, which depend also on the chemical structure of the ortho esters as well as the polymer hydrophobicity.

Ester-forming monomer

An ester-forming monomer obtained by depolymerization of polytrimethylene terephthalate and having an acrolein content of no greater than 0.5 wt %. Polymers obtained using the monomer and fibers, films and molded articles comprising the polymers. The ester-forming monomer is obtained by reacting polytrimethylene terephthalate with at least one compound selected from among monoalcohols, 1,3-propanediol and water in the presence of a basic substance. When the recovered ester-forming monomer is used as the starting material for production of a polymer, it is possible to produce a molding polymer for fibers, films and the like with quality equivalent to or higher than that obtained using virgin monomer.

Solid acid catalyzed reactive stripping of impurities formed during the production of 1, 3-propanediol

A process for producing 1,3-propanediol comprising the steps of: a) forming an aqueous solution of 3-hydroxypropanal, b) hydrogenating the 3-hydroxypropanal to form a first crude 1,3-propanediol mixture comprising 1,3-propanediol, water, and MW 132 cyclic acetal, c) distilling the first crude 1,3-propanediol mixture to remove water and low boiling impurities and form a second crude 1,3-propanediol mixture, d) contacting the second crude 1,3-propanediol mixture with a solid acid purifier at a temperature of from about 50 to about 250° C. to convert the MW 132 cyclic acetal to more volatile cyclic acetals, and e) separating the more volatile cyclic acetals from the 1,3-propanediol by distillation or gas stripping.

Silane coupling agent and method for preparing the same

Disclosed herein are a silane coupling agent and a method of preparing the same useful for a composite organic-inorganic material. The silane coupling agent is represented by the formula of R1R2R3Si—X, wherein R1, R2, and R3, respectively, represent straight or branched alkyl having 4 to 22 carbon atoms, alkoxy, phenyl, phenyl alkoxy, benzyloxy or phenyl alkyl group. The method comprises the steps of: dissolving a vinyl derivative in a solvent under a nitrogen or argon atmosphere; and reacting the resulting solution with an alkoxysilane derivative at a temperature of 20 to 200° C. for 1 to 72 hours in the presence of a metal catalyst. Alternatively, the method comprises the steps of: dissolving alkylmagnesium halide in a solvent under a nitrogen or argon; and reacting the resulting solution with haloalkoxysilane at a temperature of ?78° C. to 50° C. for 0.1 to 5 hours.

SYNTHESIS OF CYCLIC ACETALS FROM ALDEHYDES AND DIOLS MEDIATED BY BUTYLTIN TRICHLORIDE

A facile and convenient method for the preparation of cyclic acetals from aldehydes and diols utilizing butyltin trichloride as acid catalyst and dehydrating agent is proposed.Some 2-alkyl-1,3-dioxolanes and -dioxans (alkyl = Et and i-Pr) have been prepared under mild conditions. 2-vinyl-1,3-dioxan has also been produced by transacetalization from acrolein dimethyl acetal and 1,3-propanediol.

Acetals and Ethers, XVII: One- or Two-Step Syntheses of 2-(2-Alkoxyethyl)-1,3-dioxacyclanes

2-(2-Alkoxyethyl)-1,3-dioxanes (1) were prepared by a p-toluenesulfonic acid-catalyzed, one-step reaction of propenal with a mixture of aliphatic alcohol and trimethylene glycol in good yields.The transacetalization reaction of 1,1,3-trialkoxypropanes (3) with ethylene glycol or propylene-(1,2)glycol afforded good yields of pure 2-(2-alkoxyethyl)-1,3-dioxolanes (5 or 6), respectively.This reaction proceeds through an intermediate 1,3-dialkoxy-1-(2-hydroxyalkoxy)-propane. - Keywords: 2-(2-Alkoxyethyl)-1,3-dioxane; 2-(2-Alkoxyethyl)-1,3-dioxolane; 2-(2-Alkoxyethyl)-4-me thyl-1,3-dioxolane; 1,3-Dialkoxy-1-(2-hydroxyalkoxy)-propane; Transacetalizations reaction

Production of 2-vinyl-1,3-dioxane compounds

This invention provides a process for producing 2-vinyl-1,3-dioxane compounds rapidly and efficiently by contact of a mixture of acrolein and a 1,3-propanediol compound with solid cation exchange resin in acid form. There is further provided a process for conversion of acrolein into 3-(1',3'-dioxane)propionaldehyde derivatives.