4573-09-5

Usage

Uses

Used in Fragrance Industry:
2,2,5-Trimethylcyclopentanone is used as a fragrance ingredient in perfumes and personal care products for its pleasant odor and stability, enhancing the sensory experience of these products.
Used in Food Industry:
In the food industry, 2,2,5-trimethylcyclopentanone serves as a flavoring agent, contributing to the taste and aroma profiles of various food products, thereby improving consumer appeal.
Used as a Chemical Intermediate:
2,2,5-Trimethylcyclopentanone is utilized as an intermediate in the synthesis of other organic compounds, playing a crucial role in the production of a wide range of chemical products.
Used in Pharmaceutical Production:
With its potential applications in the pharmaceutical industry, 2,2,5-trimethylcyclopentanone acts as a chemical intermediate in the manufacturing process of various medications, contributing to the development of new drugs and therapies.
Used in Agricultural Chemicals:
2,2,5-TRIMETHYLCYCLOPENTANONE also finds use in the agricultural sector as a chemical intermediate in the production of agricultural chemicals, aiding in the development of more effective and sustainable agrochemicals.
Used as a Solvent:
2,2,5-Trimethylcyclopentanone has industrial applications as a solvent, facilitating various chemical processes and reactions in different industries due to its solubility properties.

InChI:InChI=1/C8H14O/c1-6-4-5-8(2,3)7(6)9/h6H,4-5H2,1-3H3

Upstream product

• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 
• 74-88-4 methyl iodide 
• 1120-72-5 2-Methylcyclopentanone 
• 25115-61-1 N-tert-butylcyclopentanimine 
• 120-92-3 cyclopentanone 

Downstream Products

• 597-43-3 2,2-dimethylsuccinic acid 
• 1441168-30-4 3-fluoro-N-((2,5,5-trimethylcyclopent-1-enyl)methyl)aniline hydrochloride 
• 1441169-21-6 3-fluoro-N-((2,5,5-trimethylcyclopent-1-enyl)methyl)aniline 
• 1441168-28-0 1-fluoro-3-((2,5,5-trimethylcyclopent-1-enyl)methoxy)benzene 
• 73839-41-5 2-(trimethylsilyl)-1,3,3-trimethylcyclopentene 
• 135957-77-6 2-(2-Amino-6-methyl-phenyl)-2,5,5-trimethyl-cyclopentanone 
• 135957-76-5 2-(2-Amino-phenyl)-2,5,5-trimethyl-cyclopentanone 
• 102521-12-0 3,3,5,5-tetramethylcyclopentenone 2,4-dinitrophenylhydrazon 
• 81396-36-3 2,2,5,5-tetramethylcyclopent-3-en-1-one 
• 135957-74-3 2,2,5-Trimethyl-5-[4-methyl-2-(3,3,6,8b-tetramethyl-2,3,4,8b-tetrahydro-1H-cyclopenta[b]indol-3a-ylamino)-phenyl]-cyclopentanone 
• 135957-75-4 2,2,5-Trimethyl-5-[2-methyl-6-(3,3,8,8b-tetramethyl-2,3,4,8b-tetrahydro-1H-cyclopenta[b]indol-3a-ylamino)-phenyl]-cyclopentanone 
• 73839-56-2 2,2,5-trimethylcyclopentanone benzenesulfonylhydrazone 
• 135957-61-8 2,2,5-Trimethyl-5-[2-(3,3,8b-trimethyl-2,3,4,8b-tetrahydro-1H-cyclopenta[b]indol-3a-ylamino)-phenyl]-cyclopentanone 

Relevant academic research and scientific papers

Regioselective Dialkylations of N-(tert-Butyl)iminocyclopentane via Deprotonating One-Pot Procedures

The title compound (1) was chosen as a model for the α/α′-regioselectivity of deprotonation and subsequent alkylation adjacent to the C=N bond. With the bulky base lithium N,N-diisopropylamide (LDA) as a catalyst, the one-pot deprotonation steps can be performed through titration with methyllithium, using gas-volumetric observation of the liberated methane. In the first step with ensuing methylation by iodomethane, the primary product is born at ?40?°C in its metastable (Z) configuration (kinetic control) and may be either isolated or converted in?situ at 30?°C into its thermodynamically favored (E)-isomer via cis to trans stereoinversion at the N-atom. Being slow enough on the laboratory time scale, this stereoinversion process can serve to control the regioselectivity of the second deprotonation/alkylation sequence as follows. The α,α′-products are formed from the intermediate (Z)-imine, whereas α,α-products result from the intermediate (E)-imine; in either case, syn deprotonation (cis to tBu at nitrogen) by LDA is apparently disfavored by the tBu group, so that anti deprotonation becomes obligatory. If a third one-pot deprotonation step is too slow with LDA, it may be performed with the stronger base butyllithium/HMPA which, however, reacts regio-unselectively. Regioselective one-pot, LDA-catalyzed deprotonation with alkylation by oxiranes (alone, or alternatingly with iodomethane) opens a short access to spiro-[2.4]heptan-4-ones.

Highly regioselective alkylation at the more hindered α-site of unsymmetrical ketones by use of their potassium enolates. A comparative study with lithium enolates

Alkylation of regioisomeric potassium enolates 4 and 6 obtained from corresponding silyl enol ethers 2 and 3 occurs at the most substituted site affording ketones 8. Alkylation of corresponding lithium enolates 5 and 7 occurs at the expected site affording ketones 8 or 9. As an application the one pot synthesis of spiroketones 13 from silyl enol ethers 12 is described.

An Organozinc Aid in Alkylation and Acylation of Lithium Enolates

The presence of dimethylzinc in the reaction of lithium enolates and electrophiles effectively suppresses undesired α-proton exchange reaction and enhances the efficiency of enolate alkylation and acylation.