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Cycloheptanone

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Identification
Molecular formula
C7H12O
CAS number
502-42-1
IUPAC name
cycloheptanone
State
State

At room temperature, cycloheptanone is a liquid. It is stable under normal temperatures and pressures but should be stored in a tightly closed container in a cool, use well-ventilated area.

Melting point (Celsius)
-17.50
Melting point (Kelvin)
255.70
Boiling point (Celsius)
179.40
Boiling point (Kelvin)
452.50
General information
Molecular weight
112.17g/mol
Molar mass
112.1720g/mol
Density
0.9485g/cm3
Appearence

Cycloheptanone is a colorless to pale yellow liquid with a distinctive, pungent odor. It is typically clear and has an oily texture. This compound is known for its characteristic ketone smell.

Comment on solubility

Solubility of Cycloheptanone

Cycloheptanone, represented by the chemical formula C7H12O, is a cyclic ketone with interesting solubility characteristics. The solubility of cycloheptanone can be influenced by various factors:

  • Polarity: Cycloheptanone is a moderately polar compound due to the presence of the carbonyl group (C=O), which can lead to interactions with polar solvents.
  • Hydrophobic Nature: Its larger hydrocarbon ring structure contributes to a certain degree of hydrophobicity, limiting its solubility in water.
  • Solvent Compatibility: Cycloheptanone is known to be soluble in a wide range of organic solvents, including alcohols, ethers, and aromatic hydrocarbons.

When considering its solubility in water, cycloheptanone exhibits low solubility, making it more compatible with organic solvents. For example:

  • It may have limited solubility, approximately 0.05 g/100 mL at 25°C.
  • Higher temperatures may increase its solubility slightly due to enhanced molecular movement.

In conclusion, while cycloheptanone does show some solubility in water, its main interactions are with non-polar and slightly polar solvents, emphasizing its role in organic chemistry as a versatile compound.

Interesting facts

Interesting Facts about Cycloheptanone

Cycloheptanone, with its delightful cyclic structure, is one of the lesser-known ketones in organic chemistry. Its remarkable properties and reactivity make it an intriguing subject of study. Here are some noteworthy aspects of cycloheptanone:

  • Cyclic Nature: Cycloheptanone consists of a seven-membered ring, which differentiates it from many other ketones that typically have straight-chain structures. This unique configuration can influence its physical and chemical behaviors.
  • Applications: Cycloheptanone finds its applications in various fields such as:
    • As a solvent in organic synthesis
    • As an intermediate in the production of pharmaceuticals and agrochemicals
  • Reactivity: As a ketone, it undergoes various chemical reactions, including:
    • Oxidation
    • Nucleophilic addition
  • Odor Profile: Cycloheptanone has a characteristic pleasant odor, which sometimes resembles that of camphor. This makes it interesting not just for chemists, but also for industries focused on fragrances.
  • Synthesis: Cycloheptanone can be synthesized via methods such as:
    • The reduction of cycloheptenone
    • The reaction of cyclopentadiene with acetylene

In the words of a famous chemist, "Discovery consists of seeing what everybody has seen and thinking what nobody has thought." Cycloheptanone serves as a testament to this idea—its unique position in the world of ketones presents opportunities for exploration and innovation in chemical research.

The study of cycloheptanone highlights the beauty of organic chemistry and its endless possibilities, inviting further inquiry into its applications and reactivity.

Synonyms
CYCLOHEPTANONE
502-42-1
Ketocycloheptane
Suberone
Suberon
Ketoheptamethylene
HSDB 2819
NSC 9471
EINECS 207-937-6
AI3-09538
UNII-QH80295937
NSC-9471
CYCLOHEPTANONE [MI]
DTXSID8060113
QH80295937
DTXCID7040788
207-937-6
cgzzmotzoonqia-uhfffaoysa-n
inchi=1/c7h12o/c8-7-5-3-1-2-4-6-7/h1-6h
un1224
CHEMBL18607
cycloheptanon
MFCD00004159
cyclo-heptanone
Cycloheptanone, 98%
Cycloheptanone, 99%
WLN: L7VTJ
SCHEMBL6077
NSC9471
BDBM50028831
STL199038
AKOS000118914
LS-13306
NS00032017
EN300-19194
D89253
Q413525
F0001-1310
Z104473100