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Campholenic aldehyde

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Identification
Molecular formula
C10H16O
CAS number
562-85-8
IUPAC name
4,4,6-trimethyl-7-oxabicyclo[4.1.0]heptan-2-one
State
State

At room temperature, campholenic aldehyde is a liquid.

Melting point (Celsius)
-22.00
Melting point (Kelvin)
251.15
Boiling point (Celsius)
192.00
Boiling point (Kelvin)
465.15
General information
Molecular weight
152.20g/mol
Molar mass
152.1960g/mol
Density
0.9785g/cm3
Appearence

Campholenic aldehyde generally appears as a colorless to pale yellow liquid. It has a characteristic odor reminiscent of eucalyptus and camphor.

Comment on solubility

Solubility of 4,4,6-trimethyl-7-oxabicyclo[4.1.0]heptan-2-one

The compound 4,4,6-trimethyl-7-oxabicyclo[4.1.0]heptan-2-one exhibits intriguing solubility characteristics that are pivotal in various applications, particularly in organic synthesis.

In terms of solubility, this compound is:

  • Soluble in organic solvents: It readily dissolves in non-polar and slightly polar organic solvents like ether and dichloromethane.
  • Insoluble in water: The presence of bulky groups and the bicyclic nature significantly hinders its ability to interact with water molecules, leading to poor solubility in aqueous solutions.
  • Affected by temperature: Solubility may improve with increased temperatures in organic solvents, a common behavior observed in several organic molecules.

To summarize, while 4,4,6-trimethyl-7-oxabicyclo[4.1.0]heptan-2-one displays a favorable solubility in organic media, its inability to dissolve in water could limit its use in aqueous environments. Understanding these solubility dynamics is essential for optimizing its application in chemical reactions and formulations.

Interesting facts

Interesting Facts about 4,4,6-Trimethyl-7-oxabicyclo[4.1.0]heptan-2-one

4,4,6-Trimethyl-7-oxabicyclo[4.1.0]heptan-2-one is a fascinating compound that belongs to the family of bicyclic compounds, which are known for their unique structural characteristics. Here are some intriguing insights about this compound:

  • Bicyclic Framework: The structure of this compound features a bicyclic skeleton, specifically the heptane derivative, which comprises two fused rings. This configuration is significant in organic chemistry, as it often leads to unique reactivity and properties.
  • Functional Groups: The presence of a ketone and an ether group in its structure makes this compound a potential candidate for various chemical reactions. Ketones are often involved in nucleophilic addition reactions, while ethers can undergo cleavage under certain conditions.
  • Applications: Compounds with similar structures and functional groups are commonly utilized in the synthesis of pharmaceuticals and agrochemicals. They also serve as key intermediates in organic synthesis due to their functional versatility.
  • Natural Occurrence: While synthetic methods are prevalent, compounds related to this structure can be found in nature. Researchers often study these to explore their biological activities, which may include antimicrobial or anti-inflammatory properties.
  • Chirality: The chirality in certain bicyclic compounds can lead to enantiomerically pure products, which are crucial in drug development, as the efficacy and safety of medications can significantly differ between enantiomers.

In summary, 4,4,6-trimethyl-7-oxabicyclo[4.1.0]heptan-2-one showcases the beauty of organic chemistry through its intricate structure and versatile properties. Its study not only enhances our understanding of bicyclic compounds but also paves the way for advancements in medicinal and synthetic chemistry.

Synonyms
Isophorone oxide
4,4,6-Trimethyl-7-oxabicyclo[4.1.0]heptan-2-one
7-Oxabicyclo[4.1.0]heptan-2-one, 4,4,6-trimethyl-
Isophorone epoxide
2,3-Epoxy-3,5,5-trimethyl-1-cyclohexanone
4,4,6-TRIMETHYL-7-OXABICYCLO(4.1.0)HEPTAN-2-ONE
DTXSID00908032
NSC 63367
2,3-Epoxy-3,5,5-trimethylcyclohexanone
7-Oxabicyclo(4.1.0)heptan-2-one, 4,4,6-trimethyl-
DTXCID801337119
693-050-3
rotnqfpvxvzsrl-uhfffaoysa-n
10276-21-8
4,4,5a-trimethylperhydro-1-benzoxiren-2-one
MFCD00085465
7-Oxabicyclo[4.1.0]heptan-2-one, 4,4,6-trimethyl-, (-)-
Isophorone oxide, 99%
SCHEMBL5432151
KAA27621
NSC63367
NSC-63367
AKOS016010510
AS-68074
CS-0204566
I0805
3,5,5-Trimethyl-2,3-epoxy-1-cyclohexanone
D91201
EN300-7405450
1,3,3-trimethyl-7-oxabicyclo[4.1.0]heptan-5-one
7-Oxabicyclo[4.1.0]heptan-2-one,4,6-trimethyl-
4,4,6-Trimethyl-7-oxabicyclo[4.1.0]heptan-2-one #
Z1255475750