626-68-6

Usage

Uses

Used in Pharmaceutical Industry:
2-methyl-1,3-dioxane is used as a solvent in the production of pharmaceuticals for its ability to dissolve a wide range of substances, facilitating the synthesis and processing of various drugs.
Used in Organic Synthesis:
In the field of organic synthesis, 2-methyl-1,3-dioxane is utilized as a solvent to carry out various chemical reactions, enabling the formation of desired products with improved yields and selectivity.
Used in Extraction Processes:
2-methyl-1,3-dioxane is employed as an extraction solvent in the extraction of natural products, such as essential oils and other bioactive compounds, due to its ability to dissolve a variety of compounds and its compatibility with different materials.
Used in Perfume and Fragrance Industry:
In the manufacturing of perfumes and fragrances, 2-methyl-1,3-dioxane is used as a solvent to dissolve and stabilize various aromatic compounds, contributing to the development of complex and long-lasting scents.
However, it is crucial to handle 2-methyl-1,3-dioxane with caution, as it is flammable and can cause skin and eye irritation upon contact. Additionally, it is considered hazardous to the environment and should be disposed of properly to minimize its impact on ecosystems and human health.

Upstream product

• 6118-22-5 3-vinyloxy-propan-1-ol 
• 75-07-0 acetaldehyde 
• 504-63-2 trimethyleneglycol 
• 109-92-2 ethyl vinyl ether 
• 123-63-7 paracetaldehyde 
• 74-86-2 acetylene 
• 766-33-6 2,5,5-trimethyl-1,3-dioxane 
• 78135-16-7 3-(1'-Methoxyethoxy)-1-propanol 
• 62930-27-2 2-isopropyl-1,3,2-dioxaborinane 
• 5465-07-6 β-hydroxyethyl-2 dioxanne-1,3 
• 75-56-9 methyloxirane 
• 17230-31-8 2-methoxy-1,3-dioxane 
• 118418-20-5 2-(Phenylthio)-1,3-dioxane 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 75-07-0 acetaldehyde 
• 504-63-2 trimethyleneglycol 
• 17908-20-2 1,3-Bis-(triaethyl-silyloxy)-propan 
• 18048-20-9 (3-Aethoxy-propoxy)-triaethyl-silan 
• 35435-68-8 4-acetoxy-1-butanol 
• 628-09-1 3-Chloropropyl acetate 
• 62930-27-2 2-isopropyl-1,3,2-dioxaborinane 
• 64931-56-2 2,5-Dimethyl-[1,3]oxathiane 
• 26751-47-3 2,5-Dimethyl-[1,3]dithiane 
• 64931-59-5 2-Methyl-5-isopropyl-1,3-oxathiane 
• 26751-50-8 5-isopropyl-2-methyl-[1,3]dithiane 
• 766-33-6 2,5,5-trimethyl-1,3-dioxane 
• 5695-63-6 1,3-dioxan-2-ylmethyl bromide 
• 592-33-6 3-bromopropyl acetate 

Relevant academic research and scientific papers

A study on the cataluminescence of propylene oxide on FeNi layered double hydroxides/graphene oxide

In this work, FeNi layered double hydroxides/graphene oxide (FeNi LDH/GO) was prepared, which exhibits excellent selective cataluminescent performance towards propylene oxide. The selectivity and sensitivity of the cataluminescence (CTL) reaction were investigated in detail. Moreover, the catalytic reaction mechanism, including the intermediate products and the conversion of reactants to products, was discussed based on both the experimental and computational results. Furthermore, the proposed FeNi LDH/GO based CTL sensor was successfully applied for the determination of propylene oxide residue in fumigated raisins, which indicates extensive application potential for rapid food safety evaluation.

Methyl acetate purification and carbonylation

Disclosed is a method for removing aldehyde impurities from a methyl acetate supply. The method comprises reacting the methyl acetate supply with a polyol and converting the aldehyde impurities to cyclic acetals. The acetals are subsequently removed from the methyl acetate supply by, e.g., distillation. The purified methyl acetate supply is used for carbonylation to produce acetic acid.

Nucleophilic addition to acetylenes in superbasic catalytic systems: XIV. Vinilation of diols in a system CsF-NaOH

A new catalytic system CsF-NaOH was developed for the synthesis of mono- and divinyl ethers of alkanediols exceeding in efficiency KOH. The nucleophilic addition of diols to acetylene in the presence of this system occurs both at enhance pressure (without solvent, 140-160°C) and atmospheric pressure (in DMSO medium, 100°C) of acetylene. Conditions were established of a selective preparation in a high yield of divinyl ethers from diols. 2005 Pleiades Publishing, Inc.

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.

Method for removal of MW176 cyclic acetal formed during the production of 1,3-propanediol

The present invention is an improvement upon the process for the production of 1,3-propanediol (PDO) wherein an aqueous solution of 3-hydroxypropanal (HPA) is formed, and the HPA is subjected to hydrogenation to produce a crude PDO mixture comprising PDO, water, MW176 acetal, and high and low volatility materials, wherein the crude PDO mixture is dried to produce a first overhead stream comprising water and some high volatility materials and a dried crude PDO mixture as a first distillate bottoms stream comprising PDO, MW176 acetal, and low volatility materials, and wherein the dried crude PDO mixture is distilled to produce a second overhead stream comprising some high volatility materials, a middle stream comprising PDO and MW176 acetal, and a second distillate bottoms stream comprising PDO and low volatility materials. The improvement on this process comprises treating the crude PDO mixture and/or the dried crude PDO mixture and/or the PDO product with an acidic zeolite, an acid form cation exchange resin, or a soluble acid to convert the MW176 cyclic acetal to more volatile materials which can be easily separated from PDO by distillation.

(Dialkoxymethyl)lithiums: Generation, Stability, and Synthetic Transformations

(Dialkoxymethyl)lithium reagents, (RO)2CHLi, can be generated simply and efficiently and employed as synthetically useful one-carbon nucleophiles.Reductive lithiation of phenylthio-substituted precursors, (RO)2CHSPh, at -95 deg C or transmetalation of tri-n-butylstannyl compounds, (RO)2CHSn(n-Bu)3, at -110 to -111 deg C afforded the acyclic species (MeO)2CHLi (4) and (EtO)2CHLi (5).The cyclic reagents, 2-lithio-1,3-dioxolane (6) and 2-lithio-1,3-dioxane (7), were similarly prepared at -78 deg C by reductive lithiation or transmetalation.Reactions of(dialkoxymethyl)lithiums with electrophiles, including aldehydes, ketones, 2-cyclohexen-1-one (1,2- or 1,4-addition as desired), dimethyl sulfate, primary alkyl bromides, epoxides, oxetane, and n-Bu3SnCl, afforded structurally diverse, functionalized acetals.In these experiments, which emphasized transformations of lithiodioxane 7, yields of products generally exceeded 90percent.The thermal stability of each reagent was investigated at several temperatures.The acyclic compounds 4 and 5 decompose rapidly even at -95 deg C, whereas lithiodioxolane 6 and dioxane derivative 7 are relatively stable at -78 and -45 deg C, respectively.These striking differences in solution lifetimes can be rationalized in terms of alternative decomposition pathways and steric and stereoelectronic factors.The primary products of thermal decomposition of 7 can be ascribed to formation of a reactive carbene or carbenoid via α-elimination.Equilibration experiments established that (dialkoxymethyl)lithium 7 is more stable thermodynamically than the α-monoalkoxy species lithium, in accord with previous ab initio calculations.

PYROLYTIC TRANSFORMATION OF THE VINYL MONOETHERS OF DIOLS IN THE PRESENCE OF ALKALIS

The alkaline pyrolysis of the vinyl monoethers of diols takes place at 170-250 deg C and is accompanied by cycloacetalization (ethylene glycol, 1,3-propanediol), by processes involving cleavage of the C-O bonds (diethylene glycol, 1,4-butanediol), and also by the release of hydrogen, carbon dioxide, methane, ethane, acetylene, and C3 to C5 hydrocarbons.Distillation of ethylene glycol vinyl monoether with potassium hydroxide, sodium hydroxide, and lithium hydroxide can result in explosion as a result of the vigorous and exothermic release of gas.

Etude de la composition de solutions aqueuses d'acide glyoxylique en RMN de 13C

In order to determine the composition of aqueous solutions of glyoxylic acid, we studied the 13C nmr spectra of variously concentrated solutions (20 to 60 percent).The two well-separated regions (acids and esters on one side, acetals, hemiacetals and hydrates on the other) display not directly related intensities owing to the relaxation times of carbonyl carbons.Nevertheless, by plotting the relative intensity of each line in its own region, we were able to associate signals coming from the same species.Aside from the two prominent lines of monomeric hydrate, we identified two other pairs with intensity increasing with total concentration.Apart from a small line due to glyoxal and some other very small lines, we observed four lines of equal and slightly increasing intensity, three of acetal type and one of acid or ester type.In order to establish the structures of the species present, we determined the chemical shifts of a series of related molecules to be used as models (reported on table 2): first esters, acids, acetals, hemiacetals and hydrates of monomeric strukture, then dimers and trimers of acetaldehyde, ethyl glyoxylate and glyoxal.We were thus able to establish increments and correlations which allowed us to estimate the values of chemical shifts for possible dimers and trimers of glyoxylic acid: it was easy to see that two of the entities present in the solution are dimeric hemiacetals-acids, the erythro and threo isomers (figure 3).The fourth species is necessarily a combination of acid with glyoxal and the inspection of models led us to identify it as dihydroxy-4,5 dioxolan-1,3 carboxylic acid (figure 4).Its concentration was shown to increase with that of glyoxal in glyoxylic acid, and furthermore, some of its derivatives could be isolated.The acetalization and esterification of glyoxylic acid by ethanol in acidic medium, effected with remowal of water, provided a mixture of esters-acetals which was analysed by coupled VPC-mass spectrometry and VPC-chemical ionization (with ammonia).The analysis confirmed the existence of the above monomer and dimers in proportions related to the composition of the aqueous solution; moreover a small amount of a cyclic dimer is observed.No more than 5 percent of higher oligomers was evidenced.As for the combinations between glyoxal and glyoxylic acid, the principal one can be accompanied by many others, of various stoechiometries, when more glyoxal is initially present in the glyoxylic acid solution.Thus it is shown that glyoxylic acid in aqueous solution is mostly in the form of monomeric hydrate (69 to 88 percent)) and dimeric hemiacetals-acids (2,5 to 12 percent).Higher oligomers never exceed 5 percent in concentrated solutions, but glyoxal, if present, easily combines with glyoxylic acid, to form various compounds, the major one accounting for up to 12 percent of the material in some concentrated mixture of glyoxal and glyoxylic acid.

REACTION OF CYCLIC ACETALS WITH 1,3-DIOXANIUM SALTS

The products from reaction of 1,3-dioxacycloalkanes with 1,3-dioxanium tetrafluoroborates are a new pair of compounds, i.e., 1,3-dioxacycloalkanium tetrafluoroborate and 1,3-dioxane.The reaction is reversible and takes place by a transacetalization mechanism.