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Pulegone

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Identification
Molecular formula
C10H16O
CAS number
89-82-7
IUPAC name
2-isopropylidene-5-methyl-cyclohexanone
State
State

At room temperature, pulegone is typically a liquid.

Melting point (Celsius)
23.00
Melting point (Kelvin)
296.15
Boiling point (Celsius)
224.00
Boiling point (Kelvin)
497.15
General information
Molecular weight
152.24g/mol
Molar mass
152.2370g/mol
Density
0.9346g/cm3
Appearence

Pulegone is a colorless or pale yellow liquid.

Comment on solubility

Solubility of 2-isopropylidene-5-methyl-cyclohexanone

The solubility of 2-isopropylidene-5-methyl-cyclohexanone is a significant characteristic worth discussing, especially given its potential applications in various fields. This compound is typically noted for its limited solubility in water, which can be attributed to its hydrophobic cyclohexanone ring structure. However, it tends to be more soluble in organic solvents.

Solubility Characteristics:

  • Water Solubility: Minimal, as the compound's structure resists interaction with water molecules.
  • Organic Solvents: Generally soluble in common organic solvents such as ethanol, methanol, and acetone, where the nonpolar character is more compatible.
  • Factors Affecting Solubility:
    • Temperature: Increased temperatures can enhance solubility in organic media.
    • Concentration: Higher concentrations may affect the solubility dynamics in mixtures.

In summary, while 2-isopropylidene-5-methyl-cyclohexanone exhibits poor solubility in water, it finds greater compatibility with organic solvents, making it a versatile compound for various chemical processes.

Interesting facts

Interesting Facts about 2-Isopropylidene-5-methyl-cyclohexanone

2-Isopropylidene-5-methyl-cyclohexanone is an intriguing organic compound with several fascinating properties and applications that make it noteworthy in the field of chemistry. Here are some interesting facts:

  • Structure and Functionality: This compound is a ketone, characterized by a carbonyl group (C=O) that plays a vital role in its reactivity. The cyclohexanone ring confers unique steric and electronic properties, making it an interesting subject of study in organic synthesis.
  • Dialkylation Precursors: 2-Isopropylidene-5-methyl-cyclohexanone can serve as a precursor in synthesizing dialkylated derivatives, which are valuable in pharmaceuticals and agricultural chemicals.
  • Flavor and Fragrance Industry: Owing to its distinctive scent and flavor characteristics, derivatives of this compound can be utilized in the fragrance and flavor industry, adding complexity to various formulations.
  • Mechanism Studies: As a ketone, it can undergo various reactions including nucleophilic addition and oxidation, making it a great candidate for research into reaction mechanisms in organic chemistry.
  • Useful Intermediates: The compound is often used as an intermediate in the syntheses of more complex molecules, allowing chemists to explore innovative paths in chemical synthesis.

As a compound rich in structural diversity, 2-isopropylidene-5-methyl-cyclohexanone demonstrates the beauty and intricacy of organic chemistry. Researchers and students alike are drawn to compounds like this because they provide vast opportunities for exploration and application in various scientific fields.

Synonyms
p-Menth-4(8)-en-3-one
15932-80-6
(+-)-Pulegone
2-Isopropylidene-5-methylcyclohexanone
4(8)-p-Menthen-3-one
5-Methyl-2-(1-methylethylidene)cyclohexanone
Cyclohexanone, 5-methyl-2-(1-methylethylidene)-
5-Methyl-2-isopropylidenecyclohexanone
d-p-Menth-4(8)-en-3-one
(RS)-PULEGONE
DES3HN9CU5
EINECS 240-070-1
5-methyl-2-propan-2-ylidenecyclohexan-1-one
CHEBI:26381
PULEGONE, (+-)-
1-Isopropylidene-4-methyl-2-cyclohexanone
1-Methyl-4-isopropylidene-3-cyclohexanone
5-methyl-2-(propan-2-ylidene)cyclohexan-1-one
Cyclohexanone,5-methyl-2-(1-methylethylidene)-
MFCD00063000
(R)-p-Menth-4(8)-en-3-one
(S)-()-Pulegone
PULEGONE, (D)
DTXSID3051757
.beta.-Pulegone
2-isopropylidene-5-methyl-cyclohexanone
(+)-1-Methyl-4-isopropylidene-3-cyclohexanone
Cyclohexanone, (R)-
(.+/-.)-Pulegone
UNII-DES3HN9CU5
SCHEMBL58181
Delta-4,8-p-menthen-3-one
CHEMBL1898498
WLN: L6VYTJ BUY1&1 E1
NSC15334
AKOS000120408
NCGC00091549-01
NCGC00091549-02
SY057213
2-isopropylidene-5-methyl-cyclohexan-1-one
DB-068907
DB-286425
5-Methyl-2-(propan-2-ylidene)cyclohexanone
M0407
NS00013169
EN300-20279
Q27109902
240-070-1