14250-96-5

Usage

Uses

Used in Food Industry:
2-Methyl-2-pentenal is used as a flavoring agent for adding a sweet, fruity aroma to various food products, enhancing their overall taste and appeal.
Used in Fragrance and Perfume Industry:
Due to its strong, fruity scent, 2-Methyl-2-pentenal is utilized in the production of fragrances and perfumes, contributing to the creation of desirable and long-lasting scents.
Used in Organic Synthesis:
2-Methyl-2-pentenal's reactivity makes it a valuable component in organic synthesis, where it is used to produce a variety of compounds for different applications.
Safety Precautions:
Exposure to high concentrations of 2-Methyl-2-pentenal can cause irritation to the eyes, skin, and respiratory system. Therefore, proper safety measures should be taken when handling this chemical to minimize potential health risks.

InChI:InChI=1/C6H10O/c1-3-4-6(2)5-7/h4-5H,3H2,1-2H3/b6-4+

Upstream product

• 71-23-8 propan-1-ol 
• 615-30-5 3-hydroxyl-2-methylpentanal 
• 859983-40-7 optically inactive (6-hydroxy-3.5-dimethyl-2-phenyl-cyclohexen-⁽⁴⁾-yl)-phenyl ketone 
• 123-38-6 propionaldehyde 
• 16713-43-2 α-Methyl-β-aethyl-acrolein-isopropylhydrazon 
• 74-85-1 ethene 
• 201230-82-2 carbon monoxide 
• 112520-99-7 tributyl(cyclohex-2-en-1-yl)stannane 
• 10025-87-3 trichlorophosphate 
• 7647-01-0 hydrogenchloride 
• 107-18-6 allyl alcohol 
• 16545-68-9 cyclopropanol 
• 13448-30-1 N,N,N-trimethylallylammonium iodide 
• 62138-41-4 methyl trans-3,3-dimethyl-2-formyl-cyclopropane-1-carboxylate 

Downstream Products

• 861774-27-8 3-ethyl-2-methyl-5-oxo-4,5-diphenyl-valeric acid 
• 861555-66-0 4-ethyl-3-methyl-5,6-diphenyl-tetrahydro-pyran-2-one 
• 65819-72-9 cyclohexyl-(2-methyl-pent-2-enyliden)-amine 
• 343593-86-2 (2-methyl-pent-2-enyliden)-aniline 
• 104743-78-4 2-methyl-pent-2-enal-phenylhydrazone 
• 859983-40-7 optically inactive (6-hydroxy-3.5-dimethyl-2-phenyl-cyclohexen-⁽⁴⁾-yl)-phenyl ketone 
• 25186-09-8 trans-3-Aethyl-2-methyl-acrolein-N,N-diaethyl-hydrazon 
• 1610-29-3 2-methyl-pent-2-en-1-ol 
• 40122-96-1 (+/-)-2,4-dimethylcyclohex-2-en-1-one 
• 93430-29-6 5-Aethyl-6-hydroxymethyl-2,4,6-trimethyl-cyclohexen-⁽²⁾-ol 
• 5779-95-3 3,5-dimethylbenzaldehyde 
• 5779-71-5 2,3,5-trimethylbenzaldehyde 
• 135712-30-0 1-Methyl-4-((1Z,3E)-2-methyl-penta-1,3-dienyl)-piperazine 
• 135712-34-4 1-Methyl-4-((1E,3E)-2-methyl-penta-1,3-dienyl)-piperazine 

Relevant academic research and scientific papers

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.

Hydroxyapatite, an exceptional catalyst for the gas-phase deoxygenation of bio-oil by aldol condensation

Hydroxyapatites with high surface concentrations of calcium exhibit outstanding activity, selectivity, and stability in the gas-phase condensation of propanal in comparison with well-established base catalysts. These abundant and low-cost materials can be attractively used for the deoxygenation of bio-oil, contributing to the sustainable manufacture of renewable second-generation bio-fuels.

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

Accelerating Amine-Catalyzed Asymmetric Reactions by Intermolecular Cooperative Thiourea/Oxime Hydrogen-Bond Catalysis

The ability of intermolecular cooperative thiourea/oxime hydrogen-bond catalysis for improving and accelerating asymmetric aminocatalysis is presented. The two readily available hydrogen-bond-donating catalysts operates in synergy with a chiral amine catalyst to accomplish highly stereoselective transformations. The synergistic catalyst systems simultaneously activate both electrophiles and nucleophiles, and make the transformations more chemo- and stereoselective. This was exemplified by performing co-catalytic enantioselective direct intermolecular α-alkylation reactions of aldehydes, direct aldol reactions, and asymmetric conjugate reactions, which gave the corresponding products in high yields and enantiomeric ratios.

Heterogeneous catalytic condensation of propanal

The aldol homocondensation of propanal was studied in the presence of a heterogeneous titanium oxide catalyst modified with amino acid (AA) l-norleucine. The effects of the temperature and l-norleucine content on the conversion of propanal and selectivity of the process were studied. The reaction products were identified, and possible mechanisms are considered. A new catalyst (5% AA on titanium dioxide) was developed for the synthesis of 2-methyl-2-pentenal with the selectivity >90%.

SELF-CONDENSATION OF ALDEHYDES

An efficient process useful for the self-condensation of aliphatic aldehydes is provided, catalyzed by dialkylammonium carboxylate salts. In particular, the invention provides a facile method for the preparation of 2-ethyl hexenal via the self-condensation of butyraldehyde using various dialkylammonium carboxylates, e.g., diisopropylammonium acetate or dimethylammonium acetate, as catalyst. Additionally, residual nitrogen arising from the catalyst can be reduced to -100 ppm levels in the product via a simple washing procedure. The invention provides a process for preparing alkenals under conditions which limit the formation of undesired impurities and high-boiling oligomeric substances.

Kinetic Treatments for Catalyst Activation and Deactivation Processes based on Variable Time Normalization Analysis

Progress reaction profiles are affected by both catalyst activation and deactivation processes occurring alongside the main reaction. These processes complicate the kinetic analysis of reactions, often directing researchers toward incorrect conclusions. We report the application of two kinetic treatments, based on variable time normalization analysis, to reactions involving catalyst activation and deactivation processes. The first kinetic treatment allows the removal of induction periods or the effect of rate perturbations associated with catalyst deactivation from kinetic profiles when the quantity of active catalyst can be measured. The second treatment allows the estimation of the activation or deactivation profile of the catalyst when the order of the reactants for the main reaction is known. Both treatments facilitate kinetic analysis of reactions suffering catalyst activation or deactivation processes.

Organic compound as well as preparation method and application thereof

The invention relates to an organic compound as well as a preparation method and application thereof. The organic compound has a structural formula I shown in the specification, in the formula, R4 is H; R1, R2 and R3 are alkyl or H of which the carbon number is an integer; the total carbon number of R1, R2, R3 and R4 is 0-3; R5 and R6 are of an identical structure and are both saturated alkyl with 1-3 carbon atoms; A is a polyoxy alkenyl ether group, a sulfation polyoxy alkenyl ether group, an aliphatic, alicyclic or aromatic group which forms an ester group with adjacent oxygen atoms, or an aliphatic, alicyclic or aromatic group which comprises other ester groups. Due to a carbon chain structure similar to Guerbet alcohol and an alcoholic hydroxyl derivative structure at a para-site in the organic compound, the organic compound has excellent low-temperature properties and good degradability in a surfactant, ester type lubricating oil or a plasticizer.

Method for preparing high-carbon branched-chain secondary alcohol

The invention relates to a method for preparing high-carbon branched-chain secondary alcohol. The method comprises the steps: preparing branched-chain olefin aldehyde through self-condensation of linear aliphatic aldehyde or branched-chain aliphatic aldehyde without tertiary carbon, performing a gas-liquid heterogeneous condensation reaction on the branched-chain olefin aldehyde and aliphatic ketone without tertiary carbon under the catalysis action of organic base so as to prepare branched-chain dienone, and performing hydrogenation on the branched-chain dienone so as to prepare unsaturated or saturated branched-chain secondary alcohol. The method has wide sources of raw materials and low cost, and the product has a certain structure, and is particularly suitable for preparation of secondary alcohol polyoxyethylene ether and secondary alcohol polyoxyethylene ether derivatives which have narrow molecular weight distribution; and the alcoholic hydroxyl group of the product is secondary alcohol which has a branched-chain structure but no tertiary carbon, the low temperature performance is excellent, and the biodegradability is good.

A study of the oxidehydration of 1,2-propanediol to propanoic acid with bifunctional catalysts

The gas-phase oxidehydration (ODH) of 1,2-propanediol to propionic acid has been studied as an intermediate step in the multi-step transformation of bio-sourced glycerol into methylmethacrylate. The reaction involves the dehydration of 1,2-propanediol into propionaldehyde, which occurs in the presence of acid active sites, and a second step of oxidation of the aldehyde to the carboxylic acid. The two reactions were carried out using a cascade strategy and multifunctional catalysts, made of W-Nb-O, W-V-O and W-Mo-V-O hexagonal tungsten bronzes, the same systems which are also active and selective in the ODH of glycerol into acrylic acid. Despite the similarities of reactions involved, the ODH of 1,2-propanediol turned out to be less selective than glycerol ODH, with best yield to propanoic acid no higher than 13percent, mainly because of the parallel reaction of oxidative cleavage, occurring on the reactant itself, which led to the formation of C1-C2 compounds.