535-86-4

Usage

Uses

Used in Pharmaceutical Industry:
3-methyl-5-propan-2-yl-cyclohex-2-en-1-one is used as a key intermediate in the synthesis of pharmaceuticals for its ability to undergo esterification, amidation, and condensation reactions.
Used in Agrochemical Industry:
3-methyl-5-propan-2-yl-cyclohex-2-en-1-one is used as a building block in the development of agrochemicals, contributing to the creation of effective and innovative products for agricultural applications.
Used in Materials Science:
3-methyl-5-propan-2-yl-cyclohex-2-en-1-one is utilized in materials science for its potential to form new materials with unique properties through various chemical reactions.
It is important to handle 3-methyl-5-propan-2-yl-cyclohex-2-en-1-one with care due to its potential for irritation to the skin, eyes, and respiratory system. Despite this, it remains a stable and valuable compound in organic synthesis.

InChI:InChI=1/C10H16O/c1-7(2)9-4-8(3)5-10(11)6-9/h5,7,9H,4,6H2,1-3H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 78-84-2 isobutyraldehyde 
• 24079-95-6 2-Methyl-6-(1-methylethyl)-4-oxo-2-cyclohexen-1-carbonsaeure-ethylester 
• 7664-93-9 sulfuric acid 
• 7647-01-0 hydrogenchloride 
• 55901-63-8 ethyl isobutylidene-acetylacetate 
• 112632-68-5 4-iso-propyl-2,6-heptanedione 
• 30594-34-4 diethyl 4-isopropyl-1,2,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate 

Downstream Products

• 10488-20-7 m-menthan-5-ol 
• 518034-59-8 3-isopropyl-5-methycyclohexanone 
• 859179-13-8 m-menth-6-en-5-ylamine 
• 64180-81-0 (3R,5R)-3-(4-Hydroxy-1-methylene-butyl)-5-isopropyl-3-methyl-cyclohexanone 
• 95709-40-3 m-menth-6-en-5-one semicarbazone 
• 856187-67-2 3-isopropyl-1-methyl-5-oxo-cyclohexanecarbonitrile 
• 64180-63-8 4-((1R,3R)-3-Isopropyl-1-methyl-5-oxo-cyclohexyl)-pent-4-enal 
• 116530-67-7 5-bromo-m-menthane 
• 91250-83-8 1,3-Dimethyl-5-isopropyl-cyclohexadien-(1,3) 

Relevant academic research and scientific papers

Reaction of CH-acids with Michael acceptors in the presence of potassium carbonate. Syntheses of 6-acetyl- and 3,5-dialkylcyclohex-2-enones

The reaction of acetylacetone with α,β-enones in the presence of potassium carbonate affords 6-acetylcyclohex-2-enones. The assembly of two acetoacetate and one alkanal molecules gives 3,5-dialkylcyclohex-2-enones. Facile one-pot procedures for these reactions were developed.

Primary-amine-catalyzed enantioselective intramolecular aldolizations

Aldol cyclodehydration of 4-substituted-2,6-heptanediones leads to enantiomerically enriched 5-substituted-3-methyl-2-cyclohexene-1-ones, which serve as perfume ingredients and valuable synthetic building blocks.Primary amines derived from cinchona alkalo

Recyclization of 1,4-dihydropyridine derivatives in acidic medium

The recyclization of 1,4-dihydropyridines in aqueous-alcoholic hydrochloric acid medium proceeds with cleavage of a C-N bond and pyridine ring opening. Cyclohexenone derivatives are formed as a result of the subsequent intramolecular crotonic condensation of the acyclic intermediate. The leaving carbonyl substituents depart simultaneously with recyclization, depending on the acidity of the reaction medium.

Enantioselective cyclizations of acyclic 1,5-diketones

4-Methyl-2,6-heptanedione 1 was cyclized to enone (-)-4 via a (S)-proline-catalyzed intramolecular aldol reaction followed by dehydration.Replacement of the 4-methyl group by either an iso-propyl or a tert-butyl subtituent leads to a dramatic lowering of

Regio- and Stereoselectivity of the Lactone Formation via Hydrolysis of the PO-Olefination Products of α,β-Epoxycyclohexanones

PO-Olefination of the diastereomeric pulegone oxides 1 and 2 with 9a leads to (E,Z) esters, 1 affording mainly (E)-3, and 2 predominantly (Z)-4. (Z)-4 hydrolyzes to give a mixture of γ- and δ-lactones 6-8; whereas (Z)-3 yields stereoselectively the δ-lactone 5. - The epoxy ketone 12 reacts with 9b to give the (E,Z) ester 13. (Z)-13 stereoselectively yields the γ-lactone 14.