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Usage

Uses

Used in Fragrance and Flavor Industry:
2-Isopropyl cyclopentanone is used as a key ingredient in the production of fragrances and flavoring compounds, capitalizing on its distinctive sweet and floral aroma to enhance the sensory experience of various products.
Used in Pharmaceutical Industry:
This chemical compound serves as an essential component in the manufacturing of pharmaceuticals, leveraging its chemical properties to contribute to the development of new medications and improve existing ones.
Used as a Solvent in Industrial Processes:
2-Isopropyl cyclopentanone is utilized as a solvent in various industrial applications, where its ability to dissolve other substances aids in processes such as chemical reactions and material production.
Used in Organic Synthesis:
As a building block, 2-isopropyl cyclopentanone is employed in the synthesis of a range of organic molecules, playing a crucial role in the creation of new chemical compounds and advancing the field of organic chemistry.
Used in Medicinal Chemistry Research:
2-Isopropyl cyclopentanone is currently under investigation for its potential pharmacological properties, with ongoing research aimed at uncovering its applications in the field of medicinal chemistry and the development of novel therapeutic agents.

Upstream product

• 694-28-0 2-chlorocyclopentanone 
• 2758-17-0 2-isopropylidenecyclopentan-1-one 
• 42908-34-9 N-cyclohexyl-N-cyclopentylidenamine 
• 75-26-3 isopropyl bromide 
• 187737-37-7 propene 
• 37160-52-4 lithium cyclopent-1-enolate 
• 120-92-3 cyclopentanone 
• 30316-02-0 6-bromo-2-methyl-hex-2-ene 
• 201230-82-2 carbon monoxide 
• 56470-87-2 2-iso-propyl-1-cyclopentanol 
• 49826-17-7 Chlor-5-isopropyl-2-valeronitril 
• 124-04-9 Adipic acid 
• 56335-92-3 1-isopropyl-cis-1,2-cyclopentanediol 
• 1462-07-3 1-isopropylcyclopentene 

Downstream Products

• 87184-46-1 2-[2-Isopropyl-cyclopent-(E)-ylidene]-propionitrile 
• 90608-01-8 opt.-inaktives 1-Hydroxy-2-isopropyl-cyclopentan-1-carbonitril 
• 87184-46-1 2-[2-Isopropyl-cyclopent-(Z)-ylidene]-propionitrile 
• 309756-61-4 E/Z-2(RS)-N-[(R)-1-phenylethyl]-2-(1-methylethyl)cyclopentylideneamine 
• 710272-88-1 (1R,2R)-(-)-cis-2-Isopropylcyclopentanamin 
• 5208-59-3 β-bourbonene 
• 112655-70-6 N'-(2-isopropylcyclopentylidene)-4-methylbenzenesulfonohydrazide 

Relevant academic research and scientific papers

Branched-Selective Direct α-Alkylation of Cyclic Ketones with Simple Alkenes

Herein, we describe an intermolecular direct branched-selective α-alkylation of cyclic ketones with simple alkenes as the alkylation agents. Through an enamine-transition metal cooperative catalysis mode, the α-alkylation is realized in an atom- and step-economic manner with excellent branched selectivity for preparing β-branched ketones. Employment of a pair of bulky Br?nsted acid and base as additives is responsible for enhanced efficiency. Promising enantioselectivity (74 % ee) has been obtained. Experimental and computational mechanistic studies suggest that a pathway through alkene migratory insertion into the Ir?C bond followed by C?H reductive elimination is involved for the high branched selectivity.

Free-radical-mediated Carbonylative Cyclization of Alk-4-enyl Halides Leading to Cyclopentanone

Alk-4-enyl bromides and iodides 1, when treated with the tributyltin hydride/CO sustem, undergo carbonylative cyclization to give cyclopentanones in good yields (AIBN cat., benzene, 79-90 atm, = 0.025-0.05 mol dm-3, 80 deg C.

Branched-selective intermolecular ketone α-alkylation with unactivated alkenes via an enamide directing strategy

We describe a strategy for intermolecular branched-selective α-alkylation of ketones using simple alkenes as the alkylating agents. Enamides derived from isoindolin-1-one provide an excellent directing template for catalytic activation of ketone α-positions. High branched selectivity is obtained for both aliphatic and aromatic alkenes using a cationic iridium catalyst. Preliminary mechanistic study favors an Ir-C migratory insertion pathway.

The identification of 7-[(R)-2-((1S,2S)-2-benzyloxycyclopentylamino)-1- hydroxyethyl]-4-hydroxybenzothiazolone as an inhaled long-acting β2-adrenoceptor agonist

The optimisation of two series of 4-hydroxybenzothiazolone derived β2-adrenoceptor agonists, bearing α-substituted cyclopentyl and β-phenethyl amino-substituents, as inhaled long-acting bronchodilators is described. Analogues were selected for synthesis using a lipophilicity based hypothesis to achieve the targeted rapid onset of action in combination with a long duration of action. The profiling of the two series led to identification of the α-substituted cyclopentyl analogue 2 as the optimal compound with a comparable profile to the inhaled once-daily long-acting β2-adrenoceptor agonist indacaterol. On the basis of these data 2 was promoted as the backup development candidate to indacaterol from the Novartis LABA project.

REDUCTIVE COUPLING OF α,β-ENONES PROMOTED BY Mg AND Mg-MgBr2

α,β-enones able to have a s-cis conformation can be reduced by Mg (turnings 99.8percent) or more efficiently by Mg(99.8percent)-MgBr2, 10 Et2O in dimers (resulting from the formation of a bond between the Cβ carbon atoms) and dihydroketones.

Branched amides of L-aspartyl-D-amino acid dipeptides

Amides of L-aspartyl-D-amino acid dipeptides of the formula STR1 and physiologically acceptable cationic and acid addition salts thereof wherein Ra is CH2 OH or CH2 OCH3 ; R is a branched member selected from the group consisting of fenchyl, diisopropylcarbinyl, d-methyl-t-butylcarbinyl, d-ethyl-t-butylcarbinyl, di-t-butylcarbinyl, 2-methylthio-2,4-dimethylpentan-3-yl, STR2 where at least one of R3, R4, R5, R6 is alkyl having from one to four carbon atoms and the remainder are hydrogen or alkyl having from one to four carbon atoms, X is O, S, SO, SO2, C=O or CHOH; m is zero or 1-4, n and p are each zero, 1, 2 or 3 where the sum of n+p is not greater than 3 and the sum of the carbon atoms in R3, R4, R5 and R6 is not greater than six, and when both of R3 and R4 or R5 and R6 are alkyl they are methyl or ethyl, STR3 where one of R7, R8, R9 is alkyl having from one to four carbon atoms and the remainder are hydrogen or alkyl having from one to four carbon atoms and the sum of the carbon atoms in R7, R8 and R9 is not greater than six, m and q are the same or different and each have the values previously defined for m; STR4 where each of R12 and R13 are methyl or ethyl, or R12 is hydrogen and R13 is alkyl having from one to four carbon atoms, Z is O or NH and t is 1 or 2, STR5 where W is 1-4, R14 and R16 are each alkyl having from one to four carbon atoms, R15 is H, OH, methyl or ethyl and the sum of the carbon atoms in R14, R15 and R16 is not greater than six and when both of R14 and R15 are alkyl they are methyl or ethyl, and STR6 where R17 and R19 are alkyl having from one to four carbon atoms, R18 and R20 are H or alkyl having one to two carbon atoms, A is OH and B is H, OH or CH3 and taken together A and B are STR7 where the sum of the carbon atoms in R17, R18, R19 and R20 is not greater than six and when both of R17 and R18 or R19 and R20 are alkyl they are methyl or ethyl; said amides are potent sweeteners having advantages over the prior art, edible compositions containing them, methods for their use in edible compositions and novel amide intermediates useful in their production.

INTRINSIC MIGRATION APTITUDES OF ALKYL GROUPS IN A PINACOL REARRANGEMENT

From rates of solvolysis of substituted cis-2-tosyloxy-cyclopentanols 3 in sodium acetate buffered acetic acid the following relative migration aptitudes were deduced: H(171); CH3(6.7); C2H5(9.7); 2-C3H7(5.2); t-C4H9(2.5); C6H5(62).