31704-82-2

Usage

Uses

Used in Chemical Synthesis:
4-methyl-4-(5-methyl-2-furyl)pentan-2-one is used as a key intermediate in the synthesis of trifluoromethyl derivatives of furan and other related derivatives. Its unique structure allows for the introduction of trifluoromethyl groups, which are important in various applications due to their unique reactivity and properties.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-methyl-4-(5-methyl-2-furyl)pentan-2-one is used as a building block for the development of novel drug candidates. Its ability to form trifluoromethyl derivatives makes it a valuable component in the design of new molecules with potential therapeutic applications.
Used in Agrochemical Industry:
4-methyl-4-(5-methyl-2-furyl)pentan-2-one is also utilized in the agrochemical industry for the synthesis of new pesticides and agrochemicals. The trifluoromethyl derivatives of furan that can be prepared using 4-methyl-4-(5-methyl-2-furyl)pentan-2-one may exhibit enhanced biological activity and selectivity, making them valuable in crop protection and pest control.
Overall, 4-methyl-4-(5-methyl-2-furyl)pentan-2-one is a versatile and valuable compound in various industries, particularly in chemical synthesis, pharmaceuticals, and agrochemicals, due to its potential in the preparation of trifluoromethyl derivatives and other related compounds.

InChI:InChI=1/C11H16O2/c1-8(12)7-11(3,4)10-6-5-9(2)13-10/h5-6H,7H2,1-4H3

Upstream product

• 534-22-5 2-methylfuran 
• 141-79-7 4-methyl-pent-3-en-2-one 

Downstream Products

• 77626-61-0 4-Methyl-4-(5-methyl-thiophen-2-yl)-pentan-2-one 

Relevant academic research and scientific papers

A diesel oil or aviation kerosene cyclanes for process for the preparation of (by machine translation)

The invention is in the field of organic synthesis, relates to a diesel oil or aviation kerosene cyclanes for the preparation method. Method is as follows: 1) lignocellulolytic yl furan compound and carbonyl compound is subjected to acid or alkali catalys

Synthesis of diesel range alkanes with 2-methylfuran and mesityl oxide from lignocellulose

The alkylation of 2-methylfuran with mesityl oxide was carried out over a series of solid acid catalysts. Among the investigated candidates, Nafion-212 resin exhibited the highest catalytic efficiency and good stability, which can be rationalized by the h

Gold(III) Chloride-Catalyzed Addition Reactions of Electron-Rich Arenes to Methyl Vinyl Ketone

For the reaction of α,β-unsaturated ketones with electron-rich arenes catalyzed by gold(III) chloride both, a Friedel-Crafts-type mechanism and an initial metallation, are evaluated. Gold(III) chloride has proven to be an efficient catalyst under very mod

Michael addition of aromatic heterocyclic compounds to α,β-unsaturated ketones. 3-Oxoalkylation of furans, indoles and thiophenes.

The Lewis-acid catalyzed Michael-type addition of aromatic heterocyclic compounds, such as furans, indoles and thiophenes, to α,β-unsaturated ketones (including methyl vinyl ketone) was performed in mild conditions in the presence of boron trifluoride etherate and an alcohol.Rosethiophene was prepared in a synthesis involving a few steps. - Keywords: Michael addition / boron trifluoride etherate / but-3-ene-2-one / 3-oxoalkylation / rosethiophene

THE BF3-CATALYSED REACTION BETWEEN 2-METHYLFURAN AND SOME α,β-UNSATURATED CARBONYL COMPOUNDS.

The reaction of 2-methylfuran with some αβ unsaturated compounds in the presence of BF3-etherate is described as well as studies of the cleavage of the furan ring of the products.Only 1,4-addition to the conjugated carbonyl system is observed even in the

2,9-DIOXABICYCLONONAN-DARSTELLUNG, MASSENSPEKTROSKOPIE UND UMLAGERUNG EINES NEUEN HETEROCYCLISCHEN SYSTEMS

Nine different methyl-substituted compounds of a new acetal system 5 are synthesized from 4-(5-methyl-2-furyl)alkanoles 1 and are rearranged to ketones 6; mass spectroscopic fragmentation patterns are described.

Influence de la pression sur les reactions de substitution electrophile du furanne et de methyl-2 furanne

We previously investigated the (4+2) cycloaddition reactions of 2-methylfuran, which are known to be very difficult, even impossible, under the usual conditions for Diels-Alder reactions.We found that the adducts are generated only at low temperatures (20-40 deg C) and high pressures (ca. 10 kbar)(Bull.Soc.Chim., 1978, p.461).However, by increasing the temperature, we have observed the alternative reaction consisting in the α-substitution of furan when furan compounds are allowed to react with α,β-unsaturated carbonyl compounds at temperatures above 100 deg C.We found that this reaction, which proceeds slowly (or not at all) at atmospheric pressure, is noticeably faster at high pressures.Having in mind a simple method for facile synthesis of mono- and disubstituted furans, we thought that pressure could be an interesting parameter in producing such compounds in high yield.Additionally, since the reaction was found some time ago to be very sensitive to acidic media (electrophilic substitution of the Friedel-Crafts type), we imagined that a possible pressure induced creation of charges in the transition state would give rise to an electrostriction contribution to the reaction rate.We first investigated the thermal synthesis without catalyst and found that only unsaturated carbonyl compounds show some reactivity, while unsaturated nitriles or esters do not react.However, the substitution reaction is considerably perturbed by the polymerisation reaction, which is also positively influenced by pressure and thus reduces drastically the yield of substituted products, except in some rare cases.The use of a suitable catalyst (AcOH-H2O) combined with pressure (3 000 bar) allows satisfactory yields of substituted furans with little formation of polymer.The pressure kinetics of two selected reactions reveals a strong pressure acceleration with activation volumes in the range (-45 to -50 cm3/mol) independent of the solvent.We suggest that starting from a neutral initial state, during the activation process there is a development of electrostriction with the possible appearance of strongly polarized species, the polarization being enhanced by pressure.However, in this case we would normally anticipate a solvent dependence of the activation volume ΔV(excit.); in fact this effect is not observed.Nevertheless, the hypothesis of electrostriction is quite plausible by the fact that, when the reaction is carried out in the presence of the catalyst (AcOH-H2O), the value ΔV(excit.) is reduced to half the former value (-24.5 cm3/mol), because the initial state is no longer neutral and charges are present along the activation process.