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Isophorone

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Identification
Molecular formula
C9H14O
CAS number
78-59-1
IUPAC name
3,5,5-trimethylcyclohex-3-en-1-one
State
State

At room temperature, isophorone is in a liquid state. It is volatile and readily evaporates, releasing a characteristic odor. Its liquid form is ideal for use as an industrial solvent.

Melting point (Celsius)
-8.10
Melting point (Kelvin)
265.05
Boiling point (Celsius)
215.20
Boiling point (Kelvin)
488.35
General information
Molecular weight
138.21g/mol
Molar mass
138.2070g/mol
Density
0.9220g/cm3
Appearence

Isophorone is a clear liquid with a peppermint-like odor. It is colorless to pale yellow and has a distinctively sharp and penetrating aroma.

Comment on solubility

Solubility of 3,5,5-trimethylcyclohex-3-en-1-one

3,5,5-trimethylcyclohex-3-en-1-one is a molecule with moderate polarity which influences its solubility characteristics. In general, the solubility of organic compounds can be understood through the following key points:

  • Polarity: Being a polar compound, it has limited solubility in non-polar solvents such as hexane.
  • Solvent Compatibility: It tends to dissolve well in polar organic solvents like ethanol and acetone due to hydrogen bonding interactions.
  • Hydrophobic Features: The bulky methyl groups contribute to hydrophobicity, potentially leading to lower solubility in water.
  • Temperature Effects: Increased temperature may enhance solubility in certain solvents but could degrade the compound at higher temperatures.

In conclusion, while 3,5,5-trimethylcyclohex-3-en-1-one is soluble in some organic solvents, its solubility in water is quite limited. As a general rule, one can remember that "like dissolves like," where polar solvents dissolve polar compounds more effectively than non-polar solvents.

Interesting facts

Interesting Facts about 3,5,5-Trimethylcyclohex-3-en-1-one

3,5,5-trimethylcyclohex-3-en-1-one is a fascinating compound that finds its niche in both the realm of organic chemistry and practical applications. Here are some engaging insights about this intriguing molecule:

  • Cyclic Structure: The compound features a cyclohexene ring with an unsaturation at the 3-position, which contributes to its unique reactivity patterns in organic synthesis.
  • Functional Groups: It contains a carbonyl group (ketone) at the 1-position, making it a key player in various reactions such as nucleophilic additions.
  • Natural Occurrence: This compound is part of a larger family of compounds known as terpenes, many of which are found in essential oils and are responsible for the scent of various plants.
  • Flavor and Fragrance: 3,5,5-trimethylcyclohex-3-en-1-one is associated with specific flavor and fragrance profiles, making it a valuable compound in the perfumery and food industries.
  • Potential Applications: The compound's unique structure allows it to be utilized in synthetic organic chemistry as a building block for more complex molecules.
  • Isomerism: With its multiple methyl groups, the compound can exhibit geometric isomerism, leading to different spatial arrangements that can significantly alter its properties.

As one can see, 3,5,5-trimethylcyclohex-3-en-1-one is not merely a chemical entity but a compound with diverse applications and rich chemical behavior. Its significance extends beyond the laboratory and into everyday life, impacting various industries.

Synonyms
beta-Isophorone
3,5,5-Trimethylcyclohex-3-en-1-one
3,5,5-TRIMETHYL-3-CYCLOHEXEN-1-ONE
.beta.-Isophorone
3-Cyclohexen-1-one, 3,5,5-trimethyl-
b-Isophorone
b-Phorone
.beta-Isophorone
EINECS 207-434-1
UNII-R817UQW62V
R817UQW62V
AI3-33979
DTXSID90197034
EC 207-434-1
3,5,5-Trimethylcyclohex-3-enone
DTXCID00119525
lkokkqdymzuscg-uhfffaoysa-n
471-01-2
beta-Phorone
Crocusatin E
.beta.-Phorone
3,5,5-Trimethyl-3-cyclohexene-1-one
beta -phorone
beta -isophorone
3,3,5-Trimethyl-cyclohex-4-en-1-one
SCHEMBL4359239
CHEBI:193728
A1H13
AKOS006277685
3,5,5-trimethylcyclohexa-3-en-1-one
3,5,5-Trimethyl-3-cyclohexen-1-one #
NS00003022
Q27287939