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Menthone

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Identification
Molecular formula
C10H16O
CAS number
89-80-5
IUPAC name
(5S)-5-isopropenyl-2-methyl-cyclohex-2-en-1-one
State
State

At room temperature, menthone is a liquid. It is known for being voluminous and having a signature minty scent. It is often used in perfumes and flavorings.

Melting point (Celsius)
-4.00
Melting point (Kelvin)
269.15
Boiling point (Celsius)
207.00
Boiling point (Kelvin)
480.15
General information
Molecular weight
138.21g/mol
Molar mass
138.2060g/mol
Density
0.8950g/cm3
Appearence

Menthone is a colorless to pale yellow liquid with a pleasant minty fragrance, typically found in essential oils, notably that of peppermint and pennyroyal. It may appear as transparent as water.

Comment on solubility

Solubility of (5S)-5-isopropenyl-2-methyl-cyclohex-2-en-1-one

The solubility of (5S)-5-isopropenyl-2-methyl-cyclohex-2-en-1-one can be an intriguing topic due to its unique structure and properties. This compound exhibits a moderate level of solubility in organic solvents, owing to its nonpolar cyclic structure and the presence of double bonds that can enhance *electronic interactions* with similar organic solvents.

Key points regarding its solubility include:

  • Solvent Compatibility: It is likely to be soluble in nonpolar and slightly polar organic solvents such as ethyl acetate and hexane.
  • Water Solubility: The compound is expected to have low solubility in water due to its hydrophobic cyclohexene ring and lack of polar functional groups.
  • Temperature Dependence: Like many organic compounds, solubility may increase with temperature, making it more soluble in heated organic solvents.

Overall, understanding the solubility of (5S)-5-isopropenyl-2-methyl-cyclohex-2-en-1-one can facilitate its application in various chemical processes, where selecting the right solvent is crucial for optimal outcomes.

Interesting facts

Interesting Facts about (5S)-5-isopropenyl-2-methyl-cyclohex-2-en-1-one

(5S)-5-isopropenyl-2-methyl-cyclohex-2-en-1-one, often referred to as a naturally occurring compound, exhibits several fascinating attributes that highlight its significance in various fields of science.

1. Natural Occurrence

This compound is commonly found in essential oils and extracts from certain plants. It plays a role in the fragrance and taste profile of these natural sources, making it valuable in industries such as:

  • Perfumes
  • Flavors
  • Aromatherapy

2. Synthetic Applications

Beyond its natural presence, this compound is also synthesized in the laboratory. Chemists appreciate its versatile structure, contributing to:

  • Research on new molecules with potential medicinal benefits
  • The creation of novel flavoring agents
  • Applications in material sciences due to its reactive double bond

3. Biological Activity

Research indicates that (5S)-5-isopropenyl-2-methyl-cyclohex-2-en-1-one may exhibit interesting biological activities, including:

  • Antimicrobial properties
  • Potential anti-inflammatory effects
  • Activities related to pest repellence, making it relevant in agrochemical research

4. Chiral Chemistry

The presence of chirality in this compound presents opportunities for chiral resolution techniques. As a chiral molecule, it emphasizes the importance of stereochemistry in:

  • Astrobiology
  • Synthesis of enantiomerically pure substances
  • Studies of interaction with biological receptors

In conclusion, (5S)-5-isopropenyl-2-methyl-cyclohex-2-en-1-one is more than just a chemical formula. Its natural origin, versatile applications, and potential biological activities highlight its importance in both basic and applied research. As chemists continue to explore this compound, new avenues for innovation may arise, paving the way for advances in various fields.

Synonyms
d-Carvone
2244-16-8
(S)-(+)-Carvone
(+)-Carvone
(S)-Carvone
Carvone, (+)-
(+)-(S)-Carvone
D(+)-Carvone
D-(+)-Carvone
(S)-(+)-p-Mentha-6,8-dien-2-one
S-(+)-carvone
d-Carvone (natural)
(+)-(4S)-carvone
(5S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
p-Mentha-6,8-dien-2-one, (S)-(+)-
CCRIS 2385
d-1-Methyl-4-isopropenyl-6-cyclohexen-2-one
CHEBI:15399
UNII-4RWC1CMS3X
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (S)-
4RWC1CMS3X
(S)-d-p-Mentha-6,8,(9)-dien-2-one
EINECS 218-827-2
d-p-Mentha-6,8,(9)-dien-2-one
(4S)-carvone
DTXSID8020256
AI3-39004
CARVONE D-
CARVONE, D-
DTXCID00256
(5S)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
(S)-2-methyl-5-(1-methylethenyl)-2-Cyclohexen-1-one
(S)-5-isopropenyl-2-methylcyclohex-2-en-1-one
(4S)-p-mentha-1(6),8-dien-2-one
FEMA NO. 2249, (+)-
Talent
D-CARVOL
CARVONE D-FORM
218-827-2
(S)-2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enone
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (5S)-
(S)-2-Methyl-5-(1-methylvinyl)cyclohex-2-en-1-one
(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
2-Methyl-4-(1 -methylethenyl)-2-cyclohexene-1 -one
MFCD00062997
d-p-Mentha-6,8(9)-dien-2-one
(S)-5-Isopropenyl-2-methyl-2-cyclohexenone
(5S)-2-methyl-5-(1-methylethenyl)cyclohex-2-en-1-one
CAS-2244-16-8
(S)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
s-carvone
d-carvon
D-?Carvone
(+)carvone
S(+)-Carvone
Epitope ID:141510
CARVONE D-FORM [MI]
MLS002415723
SCHEMBL184022
(+)-CARVONE [FCC]
D-Carvone, >=96%, FG
CHEMBL501949
(5S)-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-one
(S)-(+)-Carvone (Standard)
(S)-(+)-Carvone, 96%
(+)-Carvone, analytical standard
HMS3039E10
HY-W013579R
Tox21_201441
Tox21_302743
s6049
AKOS016843871
CS-W014295
DS-4662
HY-W013579
NCGC00091882-01
NCGC00091882-02
NCGC00091882-03
NCGC00091882-04
NCGC00256315-01
NCGC00258992-01
DA-69250
SMR001370898
NS00067074
EN300-393032
O10215
5-Isopropenyl-2-methyl-2-cyclohexen-1-one, (S)-
Q27889969
Z1255356261
(+)-Carvone, certified reference material, TraceCERT(R)
D-Carvone 2-Methyl-5-(1-methylethenyl)-2-cyclohexene-1-one