2403-51-2

Basic information

• Product Name: 1,3-Dioxolane,2-(4-methylphenyl)-(9CI)
• Synonyms: 1,3-Dioxolane,2-(4-methylphenyl)-(9CI);1-(1,3-Dioxolane-2-yl)-4-methylbenzene;2-(p-Methylphenyl)-1,3-dioxolane;2-(p-Tolyl)-1,3-dioxolane;4-Methylbenzaldehyde ethylene acetal
• CAS NO: 2403-51-2
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• Product Categories: PHENYL
• Mol File: 2403-51-2.mol

Chemical Properties

• Boiling Point: 256.6°C at 760 mmHg
• Flash Point: 112.1°C
• Appearance: /
• Density: 1.085g/cm³
• Vapor Pressure: 0.0245mmHg at 25°C
• Refractive Index: 1.524
• CAS DataBase Reference: 1,3-Dioxolane,2-(4-methylphenyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxolane,2-(4-methylphenyl)-(9CI)(2403-51-2)
• EPA Substance Registry System: 1,3-Dioxolane,2-(4-methylphenyl)-(9CI)(2403-51-2)

Safety Data

• Hazardous Substances Data: 2403-51-2(Hazardous Substances Data)

Usage

Type of compound

Dioxolane

Explanation

Dioxolane is a cyclic ether with two oxygen atoms and one carbon atom in the ring. It is a type of organic compound that contains an ether functional group.

Explanation

The 4-methylphenyl group is a substituent attached to the dioxolane ring. It consists of a phenyl group (a six-membered aromatic ring with alternating single and double bonds) with a methyl group (a single carbon atom with three hydrogen atoms) attached to the fourth carbon atom of the phenyl ring.

Explanation

The Chemical Abstracts Service (CAS) number is a unique identifier assigned to a specific chemical compound. It helps in the identification and classification of chemicals.

Explanation

The 9CI name is a systematic nomenclature used in chemical databases to identify and classify chemical compounds. It is derived from the IUPAC nomenclature system.

Explanation

The compound has various industrial and research applications, including its use as a solvent (a substance that dissolves other substances), a reagent (a substance used to initiate a chemical reaction), and an intermediate (a compound that is produced during the synthesis of another compound).

Explanation

As with any chemical compound, it is essential to follow proper safety protocols to minimize risks to human health and the environment. This includes handling the compound with care, storing it in appropriate conditions, and disposing of it according to established guidelines.

Substituent group

4-methylphenyl

Applications

Solvent, reagent, and intermediate for the synthesis of other organic compounds

Safety and environmental considerations

Proper handling, storage, and disposal procedures

InChI:InChI=1/C10H12O2/c1-8-2-4-9(5-3-8)10-11-6-7-12-10/h2-5,10H,6-7H2,1H3

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 107-21-1 ethylene glycol 
• 2403-54-5 2-(4-chlorophenyl)-1,3-dioxolane 
• 74-88-4 methyl iodide 
• 10602-01-4 p-bromobenzaldehyde 1,3-dioxolane 
• 104-88-1 4-chlorobenzaldehyde 
• 7381-30-8 2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane 
• 589-18-4 4-Methylbenzyl alcohol 
• 917-54-4 methyllithium 
• 1122-91-4 4-bromo-benzaldehyde 
• 107-07-3 2-chloro-ethanol 
• 142602-27-5 2-O-(4-methylbenzyl)ethyl alcohol 

Downstream Products

• 23229-29-0 2-(4-methylphenyl)-1,3-dithiolane 
• 57479-13-7 8-(4-methylphenyl)-quinoline 
• 589-18-4 4-Methylbenzyl alcohol 
• 104-87-0 4-methyl-benzaldehyde 
• 15818-64-1 N-(4-methylbenzyl)aniline 
• 64101-91-3 2-(4-methylphenyl)-2-(phenylamino)acetonitrile 
• 1236-89-1 2-(4-methylphenyl)-4-phenylquinoline 
• 1159426-69-3 N,N-dibenzyl-1-(4-methylphenyl)-3-phenyl-2-propynylamine 
• 7237-34-5 2-(hydroxyethyl)triphenylphosphonium bromide 
• 56637-44-6 2-(4-methylphenyl)-1,3-dithiane 
• 71194-04-2 2-dichloromethyl-2-(p-methyl)phenyl-1,3-dioxolane 
• 1403356-60-4 C₂₇H₂₀Cl₂N₂O₅ 
• 1403356-56-8 C₂₆H₁₈Cl₂N₂O₅ 
• 1403356-62-6 C₂₆H₁₇Cl₃N₂O₅ 

Relevant articles and documents

Application of poly(Vinylbenzyltrimethylammonium tribromide) resin as an efficient polymeric catalyst in the acetalization and diacetylation of benzaldehydes

The applications of a new supported tribromide reagent (poly(vinylbenzyltrimethylammonium tribromide) resin) were reported. This supported tribromide resin was used as a catalyst in the acetalization and diacetylation of benzaldehydes under mild conditions with high efficiency. The effects of solvents, and amount of the supported tribromide resin on the reactions were investigated. Under the optimal conditions, most of acetal and 1,1-diacetates of benzaldehydes were selectively obtained in excellent yields.

Mild, Selective Ru-Catalyzed Deuteration Using D2O as a Deuterium Source

A method for the selective deuteration of polyfunctional organic molecules using catalytic amounts of [RuCl2(PPh3)3] and D2O as a deuterium source is presented. Through variation of additives like CuI, KOH, and various amounts of zinc powder, orthogonal chemoselectivities in the deuteration process are observed. Mechanistic investigation indicates the presence of different, defined Ru-complexes under the given specific conditions.

Robust acidic pseudo-ionic liquid catalyst with self-separation ability for esterification and acetalization

The novel acidic pseudo-ionic liquid catalyst with self-separation ability has been synthesized through the quaternization of triphenylphosphine and the acidification with silicotungstic acid. The pseudo-IL showed high activities for the esterification with average conversions over 90%. The pseudo-IL showed even higher activities for acetalization than traditional sulfuric acid. The homogeneous catalytic process benefited the mass transfer efficiency. The pseudo-IL separated from the reaction mixture automatically after reactions, which was superior to other IL catalysts. The high catalytic activities, easy reusability and high stability were the key properties of the novel catalyst, which hold great potential for green chemical processes.

Synthesis of dioxolanes and oxazolidines by silica gel catalysis

Abstract: Ethylene glycol condensed with carbonyl compounds in the presence of silica gel or alumina, without solvent and under pressure, affords 1,3-dioxolanes. 2-Amino-2-methylpropanol also condensed with carbonyl compounds in the presence of silica gel or an acid-activated clay, without solvent and under pressure, produces oxazolidines. To explain these results, we propose that the glycol and the aminopropanol react with Br?nsted (H+) and Lewis acid sites (Si and Al) located on the surface of the catalysts, leading to the products via various ionic intermediates.

Visible-light-induced acetalization of aldehydes with alcohols

In this work, we have achieved a simple and general method for acetalization of aldehydes by means of a photochemical reaction under low-energy visible light irradiation. A broad range of aromatic, heteroaromatic, and aliphatic aldehydes have been protected under neutral conditions in good to excellent yields using a catalytic amount of Eosin Y as the photocatalyst. Our visible light mediated acetalization strategies are successful for more challenging acid-sensitive aldehydes and sterically hindered aldehydes. Notably, this protocol is chemoselective to aldehydes, while ketones remain intact.

Oxygen Activated, Palladium Nanoparticle Catalyzed, Ultrafast Cross-Coupling of Organolithium Reagents

The discovery of an ultrafast cross-coupling of alkyl- and aryllithium reagents with a range of aryl bromides is presented. The essential role of molecular oxygen to form the active palladium catalyst was established; palladium nanoparticles that are highly active in cross-coupling reactions with reaction times ranging from 5 s to 5 min are thus generated in situ. High selectivities were observed for a range of heterocycles and functional groups as well as for an expanded scope of organolithium reagents. The applicability of this method was showcased by the synthesis of the [11C]-labeled PET tracer celecoxib.

Tandem catalysis by palladium nanoclusters encapsulated in metal-organic frameworks

A bifunctional Zr-MOF catalyst containing palladium nanoclusters (NCs) has been developed. The formation of Pd NCs was confirmed by transmission electron microscopy (TEM) and extended X-ray absorption fine structure (EXAFS). Combining the oxidation activity of Pd NCs and the acetalization activity of the Lewis acid sites in UiO-66-NH2, this catalyst (Pd@UiO-66-NH2) exhibits excellent catalytic activity and selectivity in a one-pot tandem oxidation-acetalization reaction. This catalyst shows 99.9% selectivity to benzaldehyde ethylene acetal in the tandem reaction of benzyl alcohol and ethylene glycol at 99.9% conversion of benzyl alcohol. We also examined various substituted benzyl alcohols and found that alcohols with electron-donating groups showed better conversion and selectivity compared to those with electron-withdrawing groups. We further proved that there was no leaching of active catalytic species during the reaction and the catalyst can be recycled at least five times without significant deactivation.

One-pot synthesis of ordered mesoporous zirconium oxophosphate with high thermostability and acidic properties

A series of mesoporous zirconium oxophosphate (M-ZrPO) with different P/Zr molar ratios (0-1.25) has been prepared via a facile one-pot evaporation-induced self-assembly (EISA) strategy. After removing the structure-directing agents, the M-ZrPO with large specific surface area (160 m2 g-1), big pore volume (0.26 cm3 g-1) and narrow pore size distribution (5.64 nm) has been obtained. Small-angle X-ray diffraction (SXRD) and transmission electron microscopy (TEM) results showed that these materials had ordered mesoporous structure. With the increase of P/Zr, the textural properties of M-ZrPO could be improved. Moreover, the ordered mesostructure could be maintained even when treated at 800°C, indicating the M-ZrPO had attractive thermal stability. NH3-TPD and pyridine-IR analyses showed the presence of abundant Broensted and Lewis acid sites in the material. The M-ZrPO has been used successfully as solid acid catalyst and showed excellent performance in the ketalization reaction.

Microwave-assisted synthesis and crystal structure of novel 2-dichloromethyl-1,3-dioxolanes

An efficient synthesis of 2-dichloromethyl-1,3-dioxolane derivatives with microwave-assisted addition reaction was developed. The intermediate 1,3-dioxolanes 2 were obtained by exposing to microwave radiation with glycol at the present of anhydrous CuSOs

Synthesis of novel solid acidic ionic liquid polymer and its catalytic activities

The novel solid acidic ionic liquid polymer has been synthesized through the copolymerization of acidic ionic liquid oligomers and resorcinol- formaldehyde (RF resin). The catalytic activities were investigated through the acetalization. The results showed that the PIL was very efficient for the reactions with the average yield over 99.0%. The procedure was quite simple with just one-step to complete both the reactions. The high hydrophobic BET surface, high catalytic activities and high stability gave the PIL great potential for green chemical processes. Pleiades Publishing, Ltd., 2013.