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Cyclooctanone

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Identification
Molecular formula
C8H14O
CAS number
502-49-8
IUPAC name
cyclooctanone
State
State

At room temperature, cyclooctanone is a liquid. It remains stable under normal temperatures and pressures.

Melting point (Celsius)
11.00
Melting point (Kelvin)
284.15
Boiling point (Celsius)
193.00
Boiling point (Kelvin)
466.15
General information
Molecular weight
124.20g/mol
Molar mass
124.1880g/mol
Density
0.9470g/cm3
Appearence

Cyclooctanone appears as a colorless liquid with a characteristic ketone odor. It is a cyclic ketone featuring an eight-membered ring.

Comment on solubility

Solubility of Cyclooctanone

Cyclooctanone (C8H14O) is a cyclic ketone that displays interesting solubility characteristics. Here are some key points to consider:

  • Solubility in Water: Cyclooctanone is generally insoluble in water due to its relatively large and non-polar hydrocarbon structure, which conflicts with water's polar nature.
  • Solubility in Organic Solvents: It is, however, soluble in many organic solvents such as:
    • Ether
    • Benzene
    • Chloroform
  • Temperature Effects: The solubility can be affected by temperature, where increased temperatures can enhance its solubility in organic solvents.

Overall, although cyclooctanone shows limited solubility in water, it is versatile in different organic solvents, making it valuable for various applications in organic chemistry and synthesis.

Interesting facts

Interesting Facts about Cyclooctanone

Cyclooctanone is a fascinating organic compound with a unique cyclic structure that offers a variety of intriguing aspects for both chemists and students alike:

  • Structure and Stability: Cyclooctanone is a saturated ketone featuring an eight-membered carbon ring. Its cyclic nature bestows it with interesting strain characteristics and stability compared to other cyclic ketones.
  • Synthetic Applications: This compound is often utilized as a versatile intermediate in organic synthesis. It plays a crucial role in the production of various chemicals and serves as a precursor for more complex organic molecules.
  • Flavor and Fragrance: Cyclooctanone has a distinctive scent, which has made it valuable in the flavor and fragrance industry. Its aroma can contribute to some perfumes, and it may even be used as a flavoring agent in food products.
  • Inhibition of Enzyme Activity: Research has demonstrated that cyclooctanone can act as an inhibitor in certain enzyme systems, which is a point of interest for biochemists aiming to understand enzyme kinetics and mechanisms.
  • Research Relevance: The compound is often used as a model in experimental studies to understand various chemical reactions, including those involving ring strain and stereochemistry.

In summary, cyclooctanone’s unique structure, practical applications in synthesis, flavoring, and fragrance, along with its role in biochemical research, make it a compound of great interest in the realm of chemistry. As a reminder of the richness of organic compounds, it inspires both research and practical creativity.

Synonyms
CYCLOOCTANONE
502-49-8
NSC 9475
Z4GO9P8SUZ
EINECS 207-940-2
BRN 1280738
NSC-9475
UNII-Z4GO9P8SUZ
DTXSID3060114
4-07-00-00049 (Beilstein Handbook Reference)
DTXCID2040789
207-940-2
iirfcwanhmsdcg-uhfffaoysa-n
inchi=1/c8h14o/c9-8-6-4-2-1-3-5-7-8/h1-7h
CHEMBL18737
cyclooctan-1-one
cyclooctanon
Azelaone
cyclo-octanone
CyclooCLanone
MFCD00001754
Cyclooctanone, 98%
WLN: L8VTJ
SCHEMBL181981
cyclooctanone; cyclooctan-1-one
NSC9475
BCP09447
STR03048
BBL011399
BDBM50028793
STL146503
AKOS000119617
CS-W007564
DB-369971
NS00032019
Cyclooctanone, Vetec(TM) reagent grade, 98%
EN300-19677
Q20054504
F0001-1312
Z104474712