5660-53-7

Basic information

• Product Name: 4-Hydroxymethyl-2-isobutyl-2-methyl-1,3-dioxolane
• Synonyms: 2-Isobutyl-2-methyl-1,3-dioxolane-4-methanol;4-Hydroxymethyl-2-isobutyl-2-methyl-1,3-dioxolane
• CAS NO: 5660-53-7
• Molecular Formula: C₉H₁₈O₃
• Molecular Weight: 174.2374
• Mol File: 5660-53-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 234.1°Cat760mmHg
• Flash Point: 111.3°C
• Appearance: /
• Density: 0.974g/cm³
• Vapor Pressure: 0.0099mmHg at 25°C
• Refractive Index: 1.432
• CAS DataBase Reference: 4-Hydroxymethyl-2-isobutyl-2-methyl-1,3-dioxolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxymethyl-2-isobutyl-2-methyl-1,3-dioxolane(5660-53-7)
• EPA Substance Registry System: 4-Hydroxymethyl-2-isobutyl-2-methyl-1,3-dioxolane(5660-53-7)

Safety Data

• Hazardous Substances Data: 5660-53-7(Hazardous Substances Data)

Usage

General Description

4-Hydroxymethyl-2-isobutyl-2-methyl-1,3-dioxolane is a chemical compound with the molecular formula C8H16O3. It is a colorless liquid that is used as a fragrance ingredient in perfumes and other cosmetic products. 4-Hydroxymethyl-2-isobutyl-2-methyl-1,3-dioxolane has a floral and slightly fruity odor, and it is often used to add a sweet and pleasant scent to various consumer products. Additionally, it is also used in the synthesis of pharmaceuticals and as a solvent in various industrial processes. Despite its potential uses, the safety and toxicity of this compound have not been extensively studied, so caution is advised when handling and using it.

InChI:InChI=1/C9H18O3/c1-7(2)4-9(3)11-6-8(5-10)12-9/h7-8,10H,4-6H2,1-3H3

Upstream product

• 108-10-1 4-methyl-2-pentanone 
• 56-81-5 glycerol 
• 16343-23-0 1,2-(iso-butylethylidene)-3-trimethylsilylglycerol 

Downstream Products

• 108-10-1 4-methyl-2-pentanone 
• 56-81-5 glycerol 

Relevant articles and documents

Structure–Activity Relationships of WOx-Promoted TiO2–ZrO2 Solid Acid Catalyst for Acetalization and Ketalization of Glycerol towards Biofuel Additives

Abstract: WOx-promoted TiO2–ZrO2 solid acid catalyst was prepared and applied in the catalytic acetalization and ketalization of glycerol with carbonyl compounds to produce biofuel additives. The presence of WOx promoter and TiO2 remarkably improved the catalytic activity of ZrO2. Approximately, 100% glycerol conversion was evidenced with non-bulky aliphatic aldehydes and ketones like, propanol and cyclohexanone. The physical characterization of WOx-promoted TiO2–ZrO2, revealed a higher formation of tetragonal crystalline phase of ZrO2, over monoclinic. The total surface acidity and the ratio of Br?nsted to Lewis acidic site concentrations were determined by NH3-TPD and pyridine-chemisorbed FTIR spectroscopy, respectively. A considerably higher concentration of Lewis acidic sites, ~ 213.29?μmol/gm, was evidenced on the WOx-promoted TiO2–ZrO2 catalyst surface. Catalytic activity study revealed a direct correlation between the surface Lewis acidic site concentration and the activity of catalyst. This significant observation indicated the key role of Lewis acidic sites in this catalytic process. The WOx-promoted TiO2–ZrO2 catalyst was also considerably stable and showed good performance in the acetalization/ketalization of glycerol with other substituted carbonyl compounds. Graphic Abstract: The WOx-promoted TiO2–ZrO2 solid acid catalyst exhibits superior catalytic performance for acetalization and ketalization of glycerol with carbonyl compounds to produce biofuel additives. [Figure not available: see fulltext.].

Solvent-free heteropolyacid-catalyzed glycerol ketalization at room temperature

Currently, glycerol has been produced in large amounts as a biodiesel co-product. Therefore, developing processes to convert it into more valuable chemicals has attracted significant attention. Glycerol ketals are compounds useful as synthesis intermediates, fragrance ingredients, and mainly bioadditives for diesel and gasoline, and have been produced from reactions catalyzed by mineral acids. In this work, we assessed the activity of H3PW12O40 heteropolyacid on glycerol ketalization with different ketones at room temperature and in the absence of an auxiliary solvent. The effects of the principal reaction parameters such as the reactant stoichiometry, catalyst concentration, reaction temperature, and type of carbonylic reactant were investigated. H3PW12O40 heteropolyacid was much more active than other Br?nsted acid catalysts evaluated (i.e. H2SO4, p-toluenesulfonic acid, H3PMo12O40 or H4SiW12O40) and exhibited high selectivity toward five-membered (1,3-dioxolane) cyclic ketals. Although homogeneous, the heteropolyacid catalyst could be recovered and reused without a loss of activity.

Selective cleavage of ethers using silica-alumina gel catalysts prepared by the sol-gel method

The selective cleavage of tetrahydropyranyl (THP), methoxymethyl (MOM), 1-ethoxyethyl (EE), 1-methyl-1-methoxyethyl (MME) and trimethylsilyl (TMS) ether groups with silica-alumina gels prepared by the sol-gel method has been investigated. The deprotection rate follows the order: TMS > MME >>, EE > THP >> MOM. The selective deprotection of diol derivatives with mixed protecting groups was achieved efficiently. Bis-THP and bis-MOM ether derivatives of a substrate which contained a primary and a tertiary hydroxyl groups were mono- deprotected with moderate selectivity. The selective deprotection of glycerol ethers was also examined. The silica-alumina gels prepared by the sol-gel method are thus shown to be a good catalyst for selective cleavage of ether protecting groups giving the product in a simple manner under mild conditions.