615-30-5

Usage

Uses

Used in Food and Beverage Industry:
3-hydroxy-2-methylpentanal is used as a flavoring agent for its pleasant fruity scent, enhancing the taste and aroma of various food and beverage products.
Used in Perfume and Fragrance Industry:
3-hydroxy-2-methylpentanal is used as a key ingredient in the production of perfumes and fragrances, contributing to their fruity and appealing scents.
Used in Flavor and Fragrance Chemistry:
3-hydroxy-2-methylpentanal is an important chemical in the field of flavor and fragrance chemistry, playing a significant role in creating and enhancing the aroma of various products.

Upstream product

• 127-09-3 sodium acetate 
• 123-38-6 propionaldehyde 
• 109-89-7 diethylamine 
• 10025-87-3 trichlorophosphate 
• 71-43-2 benzene 
• 60-29-7 diethyl ether 
• 123-15-9 2-methylvaleraldehyde 
• 844850-02-8 1,1-dimethoxy-2-methylpentan-3-ol 
• 63512-35-6 2,6-diethyl-4-hydroxy-5-methyl-1,3-dioxane 
• 98-01-1 furfural 
• 107-18-6 allyl alcohol 
• 74-85-1 ethene 
• 201230-82-2 carbon monoxide 
• 75-52-5 nitromethane 

Downstream Products

• 137909-93-4 2-methyl-1-phenyl-pentane-1,3-diol 
• 149-31-5 2-methyl-1,3-pentanediol 
• 14250-96-5 2-methyl-2-pentenal 
• 123-38-6 propionaldehyde 
• 83436-90-2 (Z)-3-methyl-2-pentenal 
• 28892-73-1 3-hydroxy-2-methylpentanoic acid 
• 802294-64-0 propionic acid 
• 612073-89-9 4-acetoxy-6-ethyl-2,5-dimethyl-[1,3]dioxane 
• 124-38-9 carbon dioxide 
• 96-22-0 pentan-3-one 
• 612072-39-6 6-ethyl-2,5-dimethyl-1,3-dioxan-4-ol 
• 612072-40-9 2-(2-methylpropyl)-5-methyl-6-ethyl-1,3-dioxan-4-ol 
• 94339-79-4 (2S,3R)-2-methylpentane-1,3-diol 
• 42452-45-9 C₁₂H₁₆N₄O₅ 

Relevant academic research and scientific papers

Preparation of C9-aldehyde via aldol condensation reactions in ionic liquid media

C9-aldehyde has been prepared via aldol condensation reactions in ionic liquid media; catalyst investigation showed enhanced product selectivity for the desired aldehyde in ionic liquid media than in conventional solvent systems.

Control of self-aldol condensation by pressure manipulation under compressed CO2

Under supercritical CO2 conditions, simple adjustment of the pressure was found to successfully control the ratio of aldol to enal product in the self-aldol condensation of aldehyde, in which the enal product was obtained in a maximum selectivity of 94% at the critical pressure of 12MPa, whereas 85% selectivity to the aldol product was achieved at the subcritical region.

Self-aldol condensation of aldehydes over Lewis acidic rare-earth cations stabilized by zeolites

The self-aldol condensation of aldehydes was investigated with rare-earth cations stabilized by [Si]Beta zeolites in parallel with bulk rare-earth metal oxides. Good catalytic performance was achieved with all Lewis acidic rare-earth cations stabilized by

Ethylene Hydroformylation in the Presence of Rhodium Catalysts in Hydrocarbon-Rich Media: The Stage of Combined Conversion of Refinery Gases to Oxygenates

Abstract: The feature of hydroformylation of model gas mixtures with different ethylene, hydrogen, and methane concentrations in the presence of rhodium catalysts have been studied. The effect of the initial pressure in the reactor and the reaction temperature on the reaction rate and selectivity has been determined. It has been shown that ethylene hydroformylation occurs with a high propanal selectivity (up to 99%), with the turnover frequency of the reaction reaching 9500 h–1. It has been proposed that various phosphine ligands should be used to implement alternative methods of separating the catalyst system from the reaction products.

Isomerisation and controlled condensation in an aqueous medium of allyl alcohol catalysed by new water-soluble rhodium complexes with 1,3,5-triaza-7-phosphaadamantane (PTA)

New aqua-soluble rhodium(i) [Rh(CO)(PTA)4]Cl (1) (PTA = 1,3,5-triaza-7-phosphaadamantane) and rhodium(iii) [RhCl2(PTA) 4]Cl (2) complexes have been synthesized via the reaction of [{Rh(CO)2(μ-Cl)}2] or RhCl3·3H 2O, respectively, with stoichiometric amounts of PTA in ethanol. Compound 1 is also obtained upon reduction of 2 in an H2/CO atmosphere. They have been characterized by IR, 1H and 31P{H} NMR spectroscopies, elemental and single crystal X-ray diffraction analyses. While compound 1 shows distorted square-pyramid geometry (τ5 = 0.09) with a P3C-type basal plane, compound 2 is octahedral with the chloro ligands in the cis position. The hydride rhodium(i) complex [RhH(PTA)4] (3) is formed upon the addition of NaBH 4 to an aqueous solution of 1 or 2. Compounds 1-3 (in the case of 2 upon reduction by H2) act as homogeneous catalysts, or catalyst precursors, in the isomerisation and condensation of allyl alcohol at room temperature and in an aqueous medium. The product selectivity is easily controlled by changing the concentration of the base in the reaction mixture, thus resulting in the exclusive formation of either 3-hydroxy-2-methylpentanal (HP) or 2-methyl-2-pentenal (MP) in quantitative yields. The Royal Society of Chemistry 2013.

Continuous gas-phase hydroaminomethylation using supported ionic liquid phase catalysts

Just SILP-ing through: Hydroaminomethylation of ethylene and diethylamine to diethylpropylamine is demonstrated as a continuous gas-phase reaction (see picture) using a supported ionic liquid phase (SILP) to immobilize the applied homogenous Rh-Xantphos catalyst. Highly selective and long-term stable (18 days) catalyst operation was obtained if the ionic liquid was of low basicity and lipophilicity combined with a porous activated carbon support. Copyright

Dual hydrogen-bond/enamine catalysis enables a direct enantioselective three-component domino reaction

It takes two to tango: A dual catalyst system, composed of a highly enantioselective enamine catalyst and a multiple-hydrogen-bond catalyst, enabled the chemoselective union of two aldehydes and a nitromethane unit with near-perfect enantioselectivities, excellent diastereoselectivities, and high yields under neutral conditions (see scheme). Copyright

Self- and cross-aldol condensation of propanal catalyzed by anion-exchange resins in aqueous media

Carbon-carbon bond formation using strong and weak anion-exchange resins as green catalysts for self- and cross-aldol condensation of propanal in aqueous media was investigated. The reaction pathway followed the route of aldol condensation to a β-hydroxy aldehyde and dehydration to an α,β-unsaturated aldehyde. The resulting products were further converted to hemi-acetal, and/or acetal moieties, which were confirmed by FT-IR and NMR. In self-condensation using strong anion-exchange resin, 97% conversion of propanal was achieved with 95% selectivity to 2-methyl-2-pentenal within 1 h using 0.4 g/mL resin at 35 °C. The conversion and selectivity using weak anion exchanger was lower. During cross-aldol condensation of propanal with formaldehyde, 3-hydroxy-2-methyl-2-hydroxymethylpropanal was obtained as the main product through first and second cross-condensation followed by hydration reaction in acidic aqueous conditions. The strong anion-exchange resin provided maximal propanal conversion of 80.4% to the product with 72.4% selectivity after 7 h reaction at 35 °C and resin concentration of 1.2 g/mL. Using weak anion-exchange resin, the optimal conversion of propanal was 89.9% after 24 h at 0.8 g/mL resin and 35 °C, and the main product was 3-hydroxy-2- methylpropanal by first cross-aldol condensation along with relatively minor amounts of methacrolein and 3-hydroxy-2-methyl-2-hydroxymethylpropanal.

Redox isomerization of allylic alcohols catalyzed by osmium and ruthenium complexes containing a cyclopentadienyl ligand with a pendant amine or phosphoramidite group: X-ray structure of an η3-1-hydroxyallyl- metal-hydride intermediate

Complexes [MCl2(η6-p-cymene)]2 (M = Os (1a), Ru (1b)) react with Li(C5H4CH2CH 2NHMe) (LiCpN) and KPF6 to give the sandwich derivatives [M(η5-CpN)(η6-p-cymene)] PF6 (M = Os (2a), Ru (2b)). Treatment of 2a and 2b with (2,2--biphenol)PCl leads to [M(η5-CpP) (η6-p-cymene)]PF6 (M = Os (3a), Ru (3b); Cp P = C5H4CH2CH2N(Me)P(2,2- -biphenol)). The photolysis of 2a, 2b, 3a, and 3b in acetonitrile produces the release of the p-cymene group and the coordination of the cyclopentadienyl pendant substituent to the metal center to afford [M(η5-C 5,κ-N-CpN)(CH3CN)2]PF 6 (M = Os (4a), Ru (4b)) and [M(η5-C 5,κ-P-CpP)(CH3CN)2]PF 6 (M = Os (5a), Ru (5b)). Complex 4a, which has been characterized by X-ray diffraction analysis, is a more efficient catalyst precursor than 4b for the redox isomerization of primary allylic alcohols, while the latter is more efficient than the former for the redox isomerization of secondary allylic alcohols. From the catalytic solutions containing 4a and 2-methyl-2-propen-1-ol, the η3-1-hydroxyallyl complex [OsH(η5-C 5,κ-N-CpN){η3-CH2C(CH 3)CHOH}]PF6 (6) has been crystallized and characterized by spectroscopic methods and X-ray diffraction analysis. The structure shows a N-HO hydrogen bond (2.22 a) between the NH-hydrogen atom of the coordinated pendant amine group and the oxygen atom of the hydroxy substituent of the allyl ligand.

Nonlinear effects in asymmetric amino acid catalysis by multiple interconnected stereoselective catalytic networks

A fine line: The generation of significant positive nonlinear effects in asymmetric amino acid catalysis under homogeneous conditions, which can be explained by the model for cooperative catalytic stereoselective pathways, is reported. The addition of an achiral aldehyde generated the multiple interconnected stereoselective catalytic network.