615-30-5

Basic information

• Product Name: 3-hydroxy-2-methylpentanal
• Synonyms: 3-Hydroxy-2-methylpentanal; Pentanal, 3-hydroxy-2-methyl-
• CAS NO: 615-30-5
• Molecular Formula: C₆H₁₂O₂
• Molecular Weight: 116.1583
• Mol File: 615-30-5.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 180.5°C at 760 mmHg
• Flash Point: 68.2°C
• Density: 0.943g/cm³
• Vapor Pressure: 0.264mmHg at 25°C
• Refractive Index: 1.424
• CAS DataBase Reference: 3-hydroxy-2-methylpentanal(CAS DataBase Reference)
• NIST Chemistry Reference: 3-hydroxy-2-methylpentanal(615-30-5)
• EPA Substance Registry System: 3-hydroxy-2-methylpentanal(615-30-5)

Safety Data

• Hazardous Substances Data: 615-30-5(Hazardous Substances Data)

Usage

General Description

3-hydroxy-2-methylpentanal, also known as 2-methyl-3-hydroxypentanal, is a chemical compound with the molecular formula C6H12O2. It belongs to the family of aldehydes and is derived from the oxidation of the corresponding alcohol. It is a colorless liquid with a fruity odor and is used as a flavoring agent in the food and beverage industry. It is also used in the production of perfumes and fragrances. 3-hydroxy-2-methylpentanal has been identified as a key contributor to the aroma of certain fruits and is an important chemical in the field of flavor and fragrance chemistry. Its pleasant fruity scent and versatile applications make it a valuable compound in various industries.

Upstream product

• 123-38-6 propionaldehyde 
• 10025-87-3 trichlorophosphate 
• 71-43-2 benzene 
• 60-29-7 diethyl ether 
• 71-23-8 propan-1-ol 
• 74-85-1 ethene 
• 201230-82-2 carbon monoxide 
• 107-18-6 allyl alcohol 
• 109-89-7 diethylamine 
• 75-52-5 nitromethane 
• 98-01-1 furfural 
• 63512-35-6 2,6-diethyl-4-hydroxy-5-methyl-1,3-dioxane 
• 844850-02-8 1,1-dimethoxy-2-methylpentan-3-ol 
• 123-15-9 2-methylvaleraldehyde 

Downstream Products

• 14250-96-5 2-methyl-2-pentenal 
• 28892-73-1 3-hydroxy-2-methylpentanoic acid 
• 802294-64-0 propionic acid 
• 124-38-9 carbon dioxide 
• 123-38-6 propionaldehyde 
• 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 
• 149-31-5 2-methyl-1,3-pentanediol 
• 94339-79-4 (2S,3R)-2-methylpentane-1,3-diol 
• 42452-45-9 C₁₂H₁₆N₄O₅ 
• 725-00-8 propanal 2,4-dinitrophenyl hydrazone 
• 1572-64-1 2-methyl-2-pentenal (2,4-dinitrophenyl)hydrazone 

Relevant articles and documents

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.

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

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.

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.