4041-09-2

Basic information

• Product Name: 2,5-dimethylcyclopentan-1-one
• Synonyms: 2,5-dimethylcyclopentan-1-one;MKLARKDYEBNZFK-UHFFFAOYSA-N
• CAS NO: 4041-09-2
• Molecular Formula: C₇H₁₂O
• Molecular Weight: 112.16958
• EINECS: 223-731-9
• Mol File: 4041-09-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 146.5°C (estimate)
• Flash Point: 40.6 °C
• Appearance: /
• Density: 0.8820
• Vapor Pressure: 4.62mmHg at 25°C
• Refractive Index: 1.4310
• CAS DataBase Reference: 2,5-dimethylcyclopentan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-dimethylcyclopentan-1-one(4041-09-2)
• EPA Substance Registry System: 2,5-dimethylcyclopentan-1-one(4041-09-2)

Safety Data

• Hazardous Substances Data: 4041-09-2(Hazardous Substances Data)

Usage

Description

2,5-dimethylcyclopentan-1-one is a cyclic organic compound with the molecular formula C8H14O. It features a ketone with a five-membered ring structure and two methyl groups attached to the carbon atoms adjacent to the carbonyl group. This chemical is known for its fruity, sweet odor and is commonly used as a building block in the synthesis of various organic compounds, as well as being found in some natural products.

Uses

Used in Flavor and Fragrance Industry:
2,5-dimethylcyclopentan-1-one is used as a flavoring agent in food products for its fruity, sweet odor, enhancing the taste and aroma of various culinary creations.
2,5-dimethylcyclopentan-1-one is also used as a fragrance in perfumes, contributing to the development of unique and pleasant scents for personal care and cosmetic products.
Used in Pharmaceutical Industry:
2,5-dimethylcyclopentan-1-one serves as an intermediate in the production of pharmaceuticals, playing a crucial role in the synthesis of various medicinal compounds.
Used in Chemical Industry:
2,5-dimethylcyclopentan-1-one has industrial applications as an intermediate in the production of other chemicals, highlighting its versatility and importance in chemical synthesis processes.

InChI:InChI=1/C7H12O/c1-5-3-4-6(2)7(5)8/h5-6H,3-4H2,1-2H3

Upstream product

• 4748-92-9 meso-2,5-dimethyl-adipic acid 
• 19550-58-4 dimethyl 2,5-dimethylhexanedioate 
• 848761-77-3 3-cyano-1,3-dimethyl-2-oxo-cyclopentanecarboxylic acid ethyl ester 
• 4454-18-6 2,5-dimethyladipic acid 
• 108-24-7 acetic anhydride 
• 1120-72-5 2-Methylcyclopentanone 
• 74-88-4 methyl iodide 
• 4723-10-8 2,5-dimethyl-hexa-1,5-diene-3,4-diol 
• 55285-79-5 1,3-dimethyl-2-oxo-cyclopentanecarboxylic acid ethyl ester 
• 19935-89-8 N,N'-dinitroso-N,N'-butanediyl-bis-carbamic acid diethyl ester 
• 67-64-1 acetone 
• 4041-11-6 rac-2,5-dimethyl-2-cyclopenten-1-one 
• 84613-06-9 2,5-dimethyl-2-(p-tolylthio)cyclopentanone 
• 50-00-0 formaldehyd 

Downstream Products

• 138580-53-7 1S*,2R*,5S*-2,5-dimethyl-1-(3'-methyl-5'-phenylisoxazol-4'-yl)cyclopentan-1-ol 
• 84613-06-9 2,5-dimethyl-2-(p-tolylthio)cyclopentanone 
• 125029-51-8 2,5-Dimethyl-cyclopentanone O-(4-bromo-3-methyl-phenyl)-oxime 
• 2453-00-1 1,3-dimethylcyclopentane 
• 26584-90-7 7-Methoxy-3'-methyl-1,2-cyclopentano-phenanthren 
• 4041-11-6 rac-2,5-dimethyl-2-cyclopenten-1-one 
• 62184-82-1 1,3-dimethylcyclopent-1-ene 

Relevant articles and documents

Organozinc-aided, HMPA-free, stoichiometric three-component coupling for the general synthesis of prostaglandins and stable prostacyclin analogs with biological significance

A three-component coupling procedure was developed to construct the entire prostaglandin (PG) skeleton under HMPA-free and stoichiometric conditions via a combination of dimethylzinc-aided conjugate addition of an ω-side-chain vinyllithium with (R)-4-hydroxy-2-cyclopentenone and the direct trapping of the resulting enolate with an α-side-chain propargyl triflate. Dimethylzinc effectively regulated both the conjugate addition and alkynylation reactions. Thus, the method afforded protected 5,6-didehydro-PGE2, a common intermediate for the general synthesis of natural PGs and the stable artificial prostacyclin (PGI2) analog isocarbacyclin in 88% yield. The utility of the method was further applied to the syntheses of novel intermediates, which are useful for the straightforward synthesis of 15R-TIC and 15-deoxy-TIC in 79% and 86% yield, respectively.

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.