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Cyclopentanone

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Identification
Molecular formula
C5H8O
CAS number
120-92-3
IUPAC name
cyclopentanone
State
State

At room temperature, cyclopentanone is a liquid.

Melting point (Celsius)
-51.40
Melting point (Kelvin)
221.75
Boiling point (Celsius)
130.60
Boiling point (Kelvin)
403.75
General information
Molecular weight
84.12g/mol
Molar mass
84.1170g/mol
Density
0.9493g/cm3
Appearence

Cyclopentanone is a colorless liquid with a distinctive peppermint-like odor. It is transparent and can form droplets due to its liquid state at room temperature. This compound is usually available in commercial quantities and can also be found as a laboratory chemical.

Comment on solubility

Solubility of Cyclopentanone

Cyclopentanone, with the chemical formula C5H8O, demonstrates notable solubility characteristics that are essential for various applications in organic chemistry and industrial processes.

In terms of solubility, cyclopentanone is:

  • Soluble in water: Although it is a ketone, cyclopentanone has some solubility in water due to its polar carbonyl group, although this solubility is limited.
  • Highly soluble in organic solvents: Cyclopentanone readily dissolves in nonpolar and polar organic solvents, such as:
    • Ether
    • Alcohols
    • Aromatics
  • Influenced by temperature: Like many compounds, the solubility of cyclopentanone increases with temperature, enhancing its usage in various chemical reactions and formulations.
  • Applications: Its solubility properties make cyclopentanone useful as a solvent and reactant in organic synthesis, particularly when interfacing with other substances in heterogeneous mixtures.

In summary, while cyclopentanone is not highly soluble in water, its affinity for various organic solvents makes it a versatile compound in scientific and industrial fields. Understanding its solubility behavior is crucial for optimizing its application methods.

Interesting facts

Interesting Facts About Cyclopentanone

Cyclopentanone is a fascinating ketone that features a five-membered carbon ring with a carbonyl group. This unique structure not only contributes to its distinctive chemical properties but also enables a range of industrial applications. Here are some intriguing aspects of cyclopentanone:

  • Versatile Solvent: Cyclopentanone serves as an excellent solvent for various organic compounds, making it valuable in chemical synthesis and research.
  • Synthetic Pathway: It can be synthesized through the catalytic hydrogenation of cyclopentadiene or by the oxidation of cyclopentanol, showcasing its adaptability in organic reactions.
  • Taste and Aroma: Cyclopentanone has a pleasant, sweet odor, which is why it finds its way into the flavor and fragrance industries, often used as a flavoring agent in food products.
  • Biological Relevance: Some studies have indicated that cyclopentanone derivatives possess antimicrobial and antifungal properties, suggesting potential in pharmaceutical applications.
  • Industrial Uses: Beyond its role in laboratories, cyclopentanone is utilized as an intermediate in the production of various chemicals, including plasticizers and herbicides.

With its intriguing combination of chemical versatility and applications, cyclopentanone continues to captivate the attention of chemists and enthusiasts alike. As famed chemist Linus Pauling once stated, “The best way to have a good idea is to have lots of ideas,” and cyclopentanone truly exemplifies the innovative thinking behind modern chemistry.

Synonyms
CYCLOPENTANONE
120-92-3
Adipic ketone
Ketocyclopentane
Ketopentamethylene
Dumasin
Adipinketon
cyclopentan-1-one
oxocyclopentane
Adipin keton
NSC 4122
HSDB 2822
EINECS 204-435-9
UNII-220W81TN3S
DTXSID3029154
CHEBI:16486
AI3-16609
220W81TN3S
NSC-4122
CHEMBL18620
DTXCID209154
FEMA NO. 3910
EC 204-435-9
MFCD00001409
cyclopentanon
CAS-120-92-3
CYCLOPENTANONE (2,2,5,5-D4)
UN2245
cyclopentaneon
Dumasine
cyclo-pentanone
2-cyclopentanone
Cyclopentanone [UN2245] [Flammable liquid]
WLN: L5VTJ
CYCLOPENTANONE [MI]
CYCLOPENTANONE [FHFI]
CYCLOPENTANONE [HSDB]
Cyclopentanone, >=99%, FG
FEMA 3910
NSC4122
Cyclopentanone, analytical standard
STR00465
Tox21_200244
Tox21_303562
BDBM50028830
STL185563
AKOS000118935
FC07742
UN 2245
NCGC00248575-01
NCGC00257495-01
NCGC00257798-01
BP-12623
Cyclopentanone, ReagentPlus(R), >=99%
3-Acetyl-6-methyl-Pyran-2,4(3H)-dione
Cyclopentanone, ReagentPlus(R), >=99.0%
DB-061830
NS00004610
EN300-19196
C00557
Cyclopentanone [UN2245] [Flammable liquid]
A804615
Q416065
InChI=1/C5H8O/c6-5-3-1-2-4-5/h1-4H
F0001-0334
204-435-9