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

General Description

2,5-dimethylcyclopentan-1-one is a cyclic organic compound with the molecular formula C8H14O. It is 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 commonly used as a building block in the synthesis of various organic compounds and is also found in some natural products. It has a fruity, sweet odor and is used as a flavoring agent in food products and as a fragrance in perfumes. Additionally, 2,5-dimethylcyclopentan-1-one has some industrial applications, such as being used as an intermediate in the production of pharmaceuticals and other chemicals.

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

Upstream product

• 19550-58-4 dimethyl 2,5-dimethylhexanedioate 
• 848761-77-3 3-cyano-1,3-dimethyl-2-oxo-cyclopentanecarboxylic acid ethyl ester 
• 1120-72-5 2-Methylcyclopentanone 
• 74-88-4 methyl iodide 
• 50-00-0 formaldehyd 
• 123-38-6 propionaldehyde 
• 4454-18-6 racem.-2,5-dimethyl-adipic acid 
• 55285-79-5 1,3-dimethyl-2-oxo-cyclopentanecarboxylic acid ethyl ester 
• 7647-01-0 hydrogenchloride 
• 14090-60-9 2-cyclopentylidene-1,1-dimethylhydrazine 
• 69362-41-0 2-methylcyclopentanone dimethylhydrazone 
• 37160-52-4 lithium cyclopent-1-enolate 
• 15585-44-1 1,3-dimethyl-2-oxo-cyclopentanecarboxylic acid methyl ester 
• 57964-61-1 3-methyl-2-oxo-cyclopentanecarboxylic acid methyl ester 

Downstream Products

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

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.

Regioselective synthesis of 2,2-dimethylcyclopentanone using 2-pyrrolidone magnesium salt as electrogenerated base

An efficient, direct and regioselective preparation of 2,2-dimethylcyclopentanone, via its enolate precursor regioselectively obtained using the 2-pyrrolidone magnesium salt, a base electrogenerated in DME/HMPA, is reported.