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Pulegone

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Identification
Molecular formula
C10H16O
CAS number
89-82-7
IUPAC name
5-isopropenyl-2-methyl-cyclohex-2-en-1-one
State
State

At room temperature, pulegone is in the liquid state, although it can solidify if temperatures are sufficiently low.

Melting point (Celsius)
24.00
Melting point (Kelvin)
297.15
Boiling point (Celsius)
224.00
Boiling point (Kelvin)
497.15
General information
Molecular weight
152.24g/mol
Molar mass
152.2370g/mol
Density
0.9336g/cm3
Appearence

Pulegone is a colorless, oily liquid. It may exhibit a slight yellow tinge and is known for its pleasant peppermint-like odor. It is primarily encountered in the essential oils of several mint species.

Comment on solubility

Solubility of 5-isopropenyl-2-methyl-cyclohex-2-en-1-one

The solubility of 5-isopropenyl-2-methyl-cyclohex-2-en-1-one is influenced by several factors, primarily its molecular structure and polarity. As a compound with a cyclohexene ring and functional groups, its behavior in various solvents can be characterized as follows:

  • Polar Solvents: This compound is expected to have limited solubility in polar solvents like water due to its hydrophobic cyclohexene ring structure.
  • Non-Polar Solvents: In contrast, it is likely to be more soluble in non-polar solvents such as hexane or benzene, where its hydrocarbon nature is better accommodated.
  • Temperature Effects: An increase in temperature generally enhances the solubility of organic compounds in non-polar solvents, which may apply to this compound as well.

This solubility pattern can be summarized with the principle of "like dissolves like," meaning that substances with similar chemical characteristics are more likely to dissolve in each other. Consequently, for 5-isopropenyl-2-methyl-cyclohex-2-en-1-one, it is crucial to consider the solvent characteristics when predicting its solubility behavior.

Interesting facts

Interesting Facts About 5-Isopropenyl-2-methyl-cyclohex-2-en-1-one

5-Isopropenyl-2-methyl-cyclohex-2-en-1-one, often referred to in discussions of organic chemistry, is a fascinating compound with unique properties and applications. Here are some engaging facts:

  • Natural Occurrence: This compound is found in various essential oils and plant extracts, indicating its role in natural biological processes.
  • Versatile Building Block: Due to its unique cyclohexene structure, it serves as a valuable intermediate in the synthesis of larger organic molecules.
  • Reactivity: The presence of the isopropenyl group makes it highly reactive, opening up pathways for various chemical reactions, including polymerization.
  • Flavors and Fragrances: Compounds with similar structures are often used in the formulation of flavors and fragrances, contributing to delightful aromas in consumer products.

As a chemistry student, one might find the study of this compound particularly enlightening due to the interplay between its structure and reactivity. Exploring its synthesis and polymerization reactions can showcase the beauty of organic chemistry. Moreover, understanding the potential applications can inspire curiosity about how terpenes and other cyclic compounds influence both the chemistry and biology of living organisms.

In the words of renowned chemist Linus Pauling, "The best way to have a good idea is to have lots of ideas." This compound certainly embodies the creativity and innovation inherent in the field of chemistry.

Synonyms
CARVONE
99-49-0
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enone
Karvon
dl-Carvone
1-Carvone
p-Mentha-6,8-dien-2-one
2-Methyl-5-isopropenyl-2-cyclohexenone
Carvol
Carvone (natural)
Carvone [ISO]
limonen-6-one
FEMA Number 2249
6,8(9)-p-Menthadien-2-one
6,8-p-Menthadien-2-on
NCI-C55867
2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
(+-)-Carvone
(+/-)-carvone
FEMA No. 2249
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-
HSDB 707
Carvon
2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-one
UNII-75GK9XIA8I
NSC 6275
EINECS 202-759-5
75GK9XIA8I
delta(sup 6,8)-(9)-terpadienone-2
BRN 1364206
CARVONE, (+/-)-
2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-one
CHEBI:38265
AI3-08877
p-mentha-1(6),8-dien-2-one
NSC-6275
CARVONE, DL-
MFCD00062996
delta-1-Methyl-4-isopropenyl-6-cyclohexen-2-one
6,8-p-Menthadien-2-one
2-Methyl-5-(1-methylethenyl)-2-cyclohexene-1-one
CARVONE, (+-)-
DTXSID8047426
NSC6275
(RS)-5-isopropenyl-2-methylcyclohex-2-en-1-one
4-07-00-00316 (Beilstein Handbook Reference)
Carvone 100 microg/mL in Acetonitrile
5-isopropenyl-2-methylcyclohex-2-en-1-one
FEMA NO. 2249, (+/-)-
p-Mentha-6,8-dien-2-one, (R)-(-)-
2-methyl-5-(1-methyl-1-ethenyl)-2-cyclohexen-1-one
2-Cyclohexen-1-one, 2-methyl-5-(1-methylethenyl)-, (R)-
D-Cavone
carvone, (+--)-
d-p-Mentha-1(6),8-dien-2-one
a carvone
.alpha.-Carvone
22327-39-5
CARVONE DL-FORM
CARVONE [HSDB]
CARVONE [MI]
5-isopropenyl-2-methyl-cyclohex-2-en-1-one
NCIOpen2_001348
SCHEMBL39408
CARVONE DL-FORM [MI]
CHEMBL15676
DTXCID6027426
HMS1789N08
NSC93738
Tox21_302547
BBL010103
NSC-93738
STK801456
AKOS000121377
AKOS016843655
CAS-99-49-0
NCGC00256915-01
WLN: L6V BUTJ B1 EY1 & U1
.delta.(sup 6,8)-(9)-Terpadienone-2
AS-10471
FM140636
NCI60_008753
SY010704
SY012922
SY274718
DB-054736
DB-338589
HY-108964
CS-0033814
NS00003597
EN300-16634
2-Methyl-5-(1-propen-2-yl)-2-cyclohexenone
O10834
(-)-2-Methyl-5-isopropenyl-2-cyclohexen-1-one
1-Methyl-4-isopropenyl-delta(6)-cyclohexen-2-one
Q416800
.delta.-1-Methyl-4-isopropenyl-6-cyclohexen-2-one
5-Isopropenyl-2-methyl-2-cyclohexen-1-one, (R)-
Z56347241
Flavor and Extract Manufacturers' Association Number 2249
202-759-5