5362-50-5

Usage

Uses

Used in the Food Industry:
4-Methyl-3-pentene-1-one is used as a flavoring agent for its distinctive aromatic properties, enhancing the taste and aroma of various food products.
Used in the Chemical Industry:
4-Methyl-3-pentene-1-one is used as a raw material in the production of a range of chemicals, particularly in the synthesis of pharmaceuticals, where it contributes to the creation of diverse medicinal compounds.
Used in Organic Synthesis:
As a reagent in organic synthesis, 4-Methyl-3-pentene-1-one is utilized for its ability to participate in various chemical reactions, aiding in the development of new organic compounds and materials.
Used in Pharmaceutical Production:
4-Methyl-3-pentene-1-one is used as a starting material in the synthesis of pharmaceuticals, playing a crucial role in the development of new drugs and therapeutic agents.
Safety Considerations:
Due to its potential health hazards, including irritation to the eyes, skin, and respiratory system, 4-Methyl-3-pentene-1-one requires careful handling and the use of appropriate protective equipment to minimize risks during its application in various industries.

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

Upstream product

• 5362-49-2 2-(2-phenoxy-cyclopropyl)-propan-2-ol 
• 1196-00-5 (+)-isopinocampheol 
• 1462-10-8 4-methyl-1,4-pentanediol 
• 504-85-8 4-methyl-pent-3-enoic acid 
• 10321-71-8 4-methyl-pent-2-enoic acid 
• 16451-46-0 2-(4-Methyl-pent-3-enyloxy)-tetrahydro-pyran 
• 103218-27-5 trans-2-(1-hydroxy-1-methylethyl)-1-methoxycyclopropane 
• 5604-59-1 2-(2-ethoxy-cyclopropyl)-propan-2-ol 
• 18802-96-5 4-Methyl-2-penten-saeurechlorid 
• 763-89-3 4-methylpent-3-en-1-ol 

Downstream Products

• 27644-04-8 (+-)-artemisia alcohol 
• 1455450-13-1 C₂₃H₂₀INO₆ 
• 1455450-29-9 C₂₃H₂₁NO₆ 
• 1408247-72-2 C₂₉H₂₆N₂O₅ 
• 1190225-24-1 C₁₄H₁₇NO₃ 
• 19327-72-1 4-methyl-pent-2t-enal-(2,4-dinitro-phenylhydrazone) 

Relevant academic research and scientific papers

SYNTHESIS OF THE ACETATE OF (+/-)-2,6-DIMETHYLHEPTA-1,5-DIEN-3-OL - THE RACEMIC FORM OF THE SEX PHEROMONE OF Pseudococcus comstocki

4-Methylpent-3-enal has been synthesized by the dehydration of trans-2-(1-hydroxy-1-methylethyl)-1-methoxycyclopropane, and this has been brought into reaction with propen-2-ylmagnesium bromide.Acetylation of the carbinol so formed gave the acetate of (+/-)-2,6-dimethylhepta-1,5-diene-3-ol - the racemic form of the sex pheromone of the Comstock mealybug.

A mild chemo-enzymatic oxidation-hydrocyanation protocol

Oxidation-hydrocyanation of γ,δ-unsaturated alcohols using (immobilised) TEMPOXPhI(OAc)2 in combination with HbHNL proceeds smoothly. After (in situ) protection, the resulting cyanohydrin derivatives were obtained in good overall yields and high ee's. A mild TEMPO-catalysed oxidation protocol is described that yields β,γ-unsaturated aldehydes without isomerisation of the double bond and that is compatible with a subsequent HbHNL-catalysed hydrocyanation performed in the same solvent system. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

The photochemistry of trans-isohumulone, a bitter flavouring component of beer

Methanolic solutions of trans-isohumulone (2), a major bitter flavouring component in beer, were irradiated with UV light of 313 nm wavelength and yielded four primary products containing an enolized cyclic β-triketone moiety: cis-isohumulone (3), humulone (1), dehydro-isohumulone (7), and dehydro-humulinic acid (5). The last of these products results from loss of the 4-methyl-3-pentenoyl side chain of trans-isohumulone. Nine volatile products derived from this side chain were identified and quantitated. The identifications of all photoproducts were confirmed by independent preparation of authentic samples. No evidence of either intramolecular or intermolecular 2+2 cyclo-addition was observed. This work clarifies previous contradictory reports of the products of isohumulone photolysis and provides an example of unexpected photochemistry of an alkenyl-substituted enolized cyclic β-triketone.

Highly efficient aerobic oxidation of alcohols using a recoverable catalyst: The role of mesoporous channels of SBA-15 in stabilizing palladium nanoparticles

(Chemical Equation Presented) Scaling down the activity: An efficient recyclable palladium-based catalyst has been developed for the aerobic oxidation of alcohols (see scheme). The combination of a substituted bipyridyl ligand and ordered mesoporous channels (in SBA) causes a synergistic effect that results in enhanced activity, the prevention of agglomeration of the palladium nanoparticles, and the generation of a durable catalyst.

(E)-2-(4′-Methyl-3′-pentenylidene)-4-butanolide, Named β-Acariolide: A New Monoterpene Lactone from the Mold Mite, Tyrophagus putrescentiae (Acarina: Acaridae)

Reinvestigation of the opisthonotal gland secretion of the mold mite, Tyrophagus putrescentiae, resulted in the isolation of a new monoterpene lactone, whose chemical structure was elucidated as (E)-2-(4′-methyl-3′-pentenylidene)-4-butanolide (3), to which we gave the trivial name β-acariolide in relation to β-acaridial {1, (E)-2-(4-methyl-3-pentenylidene)-butanedial}. The compound was synthesized by LiAlH3 (OEt) reduction of 1 and subsequent oxidation involving simultaneous cyclization by using Ag2CO3 on Celite. Both the E- and Z-isomers of β-acariolide (3 and 4) were also prepared by the reaction of α-ethoxaly-γ-butyrolactone (6) and 4-methyl-3-pentenal under basic conditions. Their NMR spectra were compared with each other, and the geometry of the pentenylidene double bond of the isolated compound was concluded as being E.

Synthesis of 4- and 5-(1,3-Dimethylbut-2-enylthio)-2,6-dimethylocta-2,6-diene, Models for Sulphur Crosslinks in Natural Rubber

The Title sulphides (14) and (8) have been prepared by treatment of 2,6- and 3,7-dimethylocta-2,6-dien-4-ol (11) and (5) with N-chlorosuccinimide-triphenylphosphine, followed by reaction of the resulting isomeric chloride mixtures with sodium 4-methylpent-3-ene-2-thiolate.The sulphides were isolated by reverse-phase h.p.l.c.The syntheses of the homoallylic aldehydes (3) and (4), which reacted with vinylic Grignard reagents to form the required dienols, are also described.

Substituted propargyl alcohols, allylic alcohols and unsaturated ketones, and methods for the production thereof

Novel substituted propargyl alcohols of the formula: STR1 novel allylic alcohols of the formula: STR2 δ,ε-unsaturated ketones of the formula: STR3 are provided. In the above formulas, R represents a group of the formula: STR4 wherein X1 and X2 are both hydrogen atoms or wherein one of X1 and X2 is a hydrogen atom, the other jointly with Z represents a bond; Z jointly with X1 or X2 represents a bond or separately represent a hydrogen atom, a hydroxyl group or a lower alkoxy group; R1 and R2 are the same or different and represents hydrogen atoms or lower alkyl groups; n is 1 or 2; and when n is 2, X1, X2, X, R1 and R2 may be the same or different. These novel compounds are easily produced and are useful as perfumes and as interrelated intermediates for the production of terpenoid compounds.