27970-79-2

Usage

Type of compound

Ketone It is a ketone, which means it has a carbonyl functional group (C=O) bonded to two carbon-containing groups.

Hydroxy group

Presence of -OH group 1-Hydroxy-2-methylpentan-3-one has a hydroxy (-OH) group attached to the carbon chain, which contributes to its polarity and solubility.

Methyl group

Presence of a CH3 group The compound also has a methyl (-CH3) group attached to the five-carbon chain, which influences its chemical reactivity and physical properties.

Five-carbon chain

5-carbon backbone The carbon skeleton of 1-hydroxy-2-methylpentan-3-one consists of a five-carbon chain, which is common in various organic compounds.

Uses as a solvent

Chemical reactions 1-Hydroxy-2-methylpentan-3-one is commonly used as a solvent in chemical reactions due to its ability to dissolve a wide range of substances.

Flavoring agent

Food and beverages The compound has a fruity and sweet odor, making it suitable for use as a flavoring agent in food and beverages.

Natural occurrence

Fruits and berries 1-Hydroxy-2-methylpentan-3-one can be found naturally occurring in various fruits and berries, contributing to their aroma and flavor.

Production of perfumes

Fragrance industry The compound is also used in the production of perfumes due to its pleasant and fruity odor.

Flavoring agent in pharmaceuticals and cosmetics

Expanded applications 1-Hydroxy-2-methylpentan-3-one is used as a flavoring agent in the pharmaceutical and cosmetic industries, enhancing the sensory properties of these products.

Low toxicity

Safety 1-Hydroxy-2-methylpentan-3-one is considered to be of low toxicity, making it generally regarded as safe for use in consumer products.

Upstream product

• 50-00-0 formaldehyd 
• 96-22-0 pentan-3-one 
• 17510-47-3 3-trimethylsilyloxy-2-pentene 
• 51425-53-7 (E)-3-[(trimethylsilyl)oxy]pent-2-ene 
• 6004-44-0 prop-1-en-1-one 
• 476365-41-0 methylketene dimer 
• 1629-58-9 4-penten-3-one 
• 62350-70-3 2-methyl-3-oxo-pentanal (Z)-1-enol tautomer 
• 116652-75-6 (R)-1-(benzyloxy)-2-methylpentan-3-one 
• 542-88-1 bis(2-chloromethyl)ether 
• 815-52-1 2-bromopentan-3-one 

Downstream Products

• 1836-32-4 2-methyl-pent-1-en-3-one-(2,4-dinitro-phenylhydrazone) 
• 671782-81-3 4-Nitro-benzoic acid (R)-2-methyl-3-oxo-pentyl ester 
• 213385-33-2 (R)-1-((4-methoxybenzyl)oxy)-2-methylpentan-3-one 
• 671782-80-2 Benzoic acid (R)-2-methyl-3-oxo-pentyl ester 
• 671782-82-4 [2R,4R,5R]-3,4-dimethoxy-benzoic acid 7-benzyloxy-5-hydroxy-2,4-dimethyl-3-oxo-hepthyl ester 
• 745818-82-0 (4R,5R)-5-{(1S,3R,4R,6R)-3-hydroxy-1-methoxy-7-[(4-methoxybenzyl)oxy]-4,6-dimethyl-5-oxoheptyl}-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one 
• 745818-85-3 (4R,5R)-5-{(1S,3R,4R)-3-hydroxy-1-methoxy-4-[(4S,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl]pentyl}-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one 
• 671782-79-9 3,4-dimethoxybenzoic acid (2R)-2-methyl-3-oxopentyl ester 

Relevant academic research and scientific papers

METHOD FOR PREPARING A ?-HYDROXYKETONE

Method for preparing a β-hydroxyketone having 4 to 8 carbon atoms by reacting formaldehyde with a branched or unbranched dialkyl ketone having 3 to 7 carbon atoms in the liquid phase in a reactor in the presence of a basic component at a temperature of 50 to 150° C. and a pressure of 0.2 to 10 MPa abs, in which (a) a trialkylamine having 1 to 4 carbon atoms per alkyl group is used as basic component and the reaction (b) is carried out in the presence of 1 to 25% by weight water, based on the liquid phase, and (c) at a molar ratio of trialkylamine to formaldehyde in the liquid phase of from 1 to 5.

METHOD FOR PREPARING 1-HYDROXY-2-METHYL-3-PENTANONE

Method for preparing 1-hydroxy-2-methyl-3-pentanone (I) by reacting formaldehyde with diethyl ketone in a reactor in the presence of water and a basic component at a temperature of 50 to 150° C. and a pressure of 0.2 to 10 MPa abs, in which the basic component used is a trialkylamine from the group comprising trimethylamine, N,N-dimethylethylamine, N,N-diethylmethylamine, triethylamine, N,N-dimethyl-n-propylamine, N-ethyl-N-methyl-n-propylamine, N,N-dimethylisopropylamine, N-ethyl-N-methylisopropylamine, N,N-dimethyl-n-butylamine, N,N-dimethylisobutylamine and N,N-dimethyl-sec-butylamine, and from the reaction mixture obtained, trialkylamine as low boiler and a bottom product comprising 1-hydroxy-2-methyl-3-pentanone (I) as high boiler are separated in a distillation apparatus, wherein the distillation apparatus is operated at a top pressure of 0.2 to 1 MPa abs.

Finding the Selectivity Switch - A Rational Approach towards Stereocomplementary Variants of the Ene Reductase YqjM

Ene reductases from the Old Yellow Enzyme family are versatile biocatalysts useful for the synthesis of optically active compounds. One disadvantage of biocatalysts when compared to competing catalysts in chemical syntheses is that often only one stereoisomer of the product is available. Another drawback can be the lack of activity in certain enzyme-substrate combinations. We were able to approach both of these challenges rationally in the case of the enzymatic synthesis of methyl 3-hydroxy-2-methylpropanoate (commonly denoted as the Roche ester) and derivatives thereof using the ene reductase YqjM. By a highly efficient, concept-based approach of designing mutant variants of YqjM and engineering substrates we could alter both the rate constant and the enantioselectivity of the reaction. Preparative scale reactions have been performed with successful mutants. In addition, the iterative modification of the substrate gave experiment-based insights into the binding mode of the Roche ester precursor and its derivatives.

Catalytic, Asymmetric Synthesis and Diastereoselective Aldol Reactions of Dipropionate Equivalents

The dimer of methylketene can be conveniently prepared in one step and high enantiomeric excess from propionyl chloride, using a catalytic amount of a silylated cinchona alkaloid as a source of chirality. Opening of the dimer with a lithiated sulfonamide

The baker's yeast reduction of the β-keto aldehydes in the presence of a sulfur compound

Improved enantio- and diastereoselectivity was achieved in the baker's yeast reduction of β-keto aldehyde derivatives using a sulfur compound as an additive. The resulting enantiomerically pure diol was transformed into serricornin, a sex pheromone of the cigarette beetle.

Process for the selective trihalogenation of ketones useful as intermediates in the synthesis of thiophenes

The present invention concerns a novel process for the selective trihalogenation of ketones employing organic halogen salts.

Rare Earth Metal Complexes as Water-Tolerant Lewis Acid Catalysts in Organic Synthesis

Rare earth metal triflates are stable in aqueous media and can act as Lewis acid catalysts in several carbon-carbon bond forming reactions. This article describes some of these reactions; aldol and Mannich-type reactions in aqueous solution, and Friedel-Crafts acylations and Fries rearrangement in organic solvents. The reactions proceeded smoothly in the presence of a catalytic amount of the triflate under mild conditions. Moreover, the catalysts could be recovered after the reactions were completed and could be reused.

Lanthanide Triflates as Water-Tolerant Lewis Acids. Activation of Commercial Formaldehyde Solution and Use in the Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media

Lanthanide trifluoromethanesulfonates (triflates), especially ytterbium triflate (Yb(OTf)3), were found to be stable Lewis acids in water.In the presence of a catalytic amount of lanthanide triflate, formaldehyde in water solution (commercial formaldehyde

ASYMMETRIC ALDOL REACTIONS USING CHIRAL BORON REAGENTS: APPLICATION TO THE SYNTHESIS OF TIRANDAMYCIN A

The bicyclic acetal 1, a key intermediate in previous synthetic studies on tirandamycin A, has been prepared in enantiomerically pure form starting from the (R)-ethylketone 2 and the aldehyde 3.A reagent controlled aldol reaction using (-)-(Ipc)2BOTf sele