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Terpinen-4-ol

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Identification
Molecular formula
C10H18O
CAS number
562-74-3
IUPAC name
2-(4-methylcyclohex-3-en-1-yl)propan-2-ol
State
State

At room temperature, Terpinen-4-ol is in a liquid state.

Melting point (Celsius)
0.00
Melting point (Kelvin)
273.15
Boiling point (Celsius)
212.00
Boiling point (Kelvin)
485.15
General information
Molecular weight
154.25g/mol
Molar mass
154.2510g/mol
Density
0.9306g/cm3
Appearence

Terpinen-4-ol is a colorless to pale yellow liquid. It has a characteristic pine-like or turpentine odor, contributing to the scent profile of many essential oils.

Comment on solubility

Solubility of 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol

The solubility of 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol, a complex organic compound, is influenced by its structural characteristics and intermolecular interactions. Several key factors contribute to its solubility behavior:

  • Polarity: The presence of the alcohol functional group (–OH) contributes to polarity, which can enhance solubility in polar solvents such as water.
  • Hydrophobic Interactions: The bulky hydrophobic cyclohexene ring may create significant steric hindrance, potentially limiting solubility in polar environments.
  • Temperature Dependence: Solubility can vary with temperature; generally, higher temperatures may increase solubility for organic compounds.
  • Miscibility with Organic Solvents: It is likely to be more soluble in non-polar organic solvents due to the hydrophobic character of the cyclic portion of the molecule.

In general, the solubility of 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol is best assessed through experimental approaches to determine its specific behavior in various solvents. As the saying goes, "like dissolves like," highlighting the importance of matching the solvent polarity to that of the solute for optimal solubility.

Interesting facts

Interesting Facts about 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol

This compound, known as 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol, showcases some intriguing aspects from both a synthetic and structural chemistry perspective.

1. Structural Significance

The molecular architecture of this compound includes a cyclohexene ring, which adds a layer of stability due to its cyclic nature. The incorporation of a hydroxyl group (-OH) contributes to its reactivity and solubility characteristics.

2. Chemical Versatility

In synthetic organic chemistry, compounds like this are often utilized as intermediates. They can participate in various reactions such as:

  • Alcohol Reactions: The hydroxyl group can undergo dehydration, oxidation, and substitution reactions.
  • Carbonyl Chemistry: The cyclohexene moiety allows for the formation of new carbon-carbon bonds.
  • Electrophilic Additions: The double bond in the ring can react with electrophiles, making it a vital component in multi-step syntheses.

3. Applications in Flavor and Fragrance

This compound's unique structure can potentially lead to the development of specific aromas and flavors in the cosmetic and food industries. Compounds with cyclohexene structures have been frequently studied for their olfactory properties.

4. Potential Biological Relevance

The hydroxyl group in 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol may play a crucial role in the biological activity of similar compounds. It can contribute to:

  • Mechanisms of enzyme functioning
  • Absorption and bioavailability in medicinal chemistry

5. Thermodynamic Stability

The stability of cyclohexene derivatives, such as this one, is noteworthy. Their flexibility allows them to adopt various conformations, which can be advantageous in both reaction conditions and product functionalities.

In conclusion, 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol offers a rich field of study with its diverse applications in chemistry, potential uses in the flavor and fragrance industry, and importance in biological systems. Its unique structural features make it a fascinating compound for further research and application.

Synonyms
alpha-TERPINEOL
98-55-5
2-(4-methylcyclohex-3-en-1-yl)propan-2-ol
p-Menth-1-en-8-ol
dl-alpha-Terpineol
1-p-Menthen-8-ol
Terpenol
Terpineol 350
1-Menthene-8-ol
Terpineol schlechthin
CARVOMENTHENOL
Terpilenol, alpha-
FEMA No. 3045
FEMA Number 3045
alpha-Terpineol (natural)
1-Methyl-4-isopropyl-1-cyclohexen-8-ol
2-(4-Methyl-3-cyclohexenyl)-2-propanol
alpha,alpha,4-Trimethyl-3-cyclohexene-1-methanol
ALFA-TERPINEOL
alpha-Terpinenol
CCRIS 3204
HSDB 5316
1-Methyl-4-isopropyl-1-cyclohexene-8-ol
EINECS 202-680-6
EINECS 219-448-5
NSC 21449
PC 593
UNII-21334LVV8W
BRN 1906604
DTXSID5026625
CHEBI:22469
AI3-00275
21334LVV8W
NSC-21449
NSC-403665
DTXCID406625
MIL-350
EC 202-680-6
PC-593
(1)-alpha,alpha,4-Trimethylcyclohex-3-ene-1-methanol
TERPIN MONOHYDRATE IMPURITY A (EP IMPURITY)
TERPIN MONOHYDRATE IMPURITY A [EP IMPURITY]
alphaTERPINEOL
alpha-TERPINEOL (II)
USEPA/OPP Pesticide Code: 067003
3-cyclohexene-1-methanol, alpha, alpha, 4-trimethyl-
Flavor and Extract Manufacturers' Association No. 3045
3-CYCLOHEXENE-1-METHANOL, ALPHA., alpha, 4-TRIMETHYL-
202-680-6
Terpineol
TERPINEOLS
a-Terpineol
.alpha.-Terpineol
8006-39-1
MFCD00001557
1-alpha-terpineol
NCGC00164431-01
DSSTox_CID_6625
68797-63-7
DSSTox_RID_79596
DSSTox_GSID_40775
Terpineol, mixture of isomers
3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-
Terpene alcohol
alpha-Terpineol, analytical standard
Menth-1-en-8-ol
CAS-8000-41-7
3-Cyclohexene-1-methanol,.alpha.4-trimethyl-
alpha-TERPINEOL (PROPYL METHYL-D3)
3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-
Caswell No. 823
UNII-R53Q4ZWC99
-terpineol
Alfa_terpineol
MFCD00075926
alpha -Terpineol
DL a-terpineol
Menthen-8-ol
EINECS 232-268-1
EPA Pesticide Chemical Code 067005
1-p-Menthen-8-
.ALPHA.TERPINEOL
TERPINEOL, ALPHA
(+)-.alpha.-Terpineol
|A-Terpineol (Standard)
3-Cyclohexene-1-methanol, .alpha.,.alpha.4-trimethyl-
EC 232-268-1
SCHEMBL28466
ALPHA-TERPINEOL [FCC]
ALPHA-TERPINEOL [HSDB]
CHEMBL449810
R53Q4ZWC99
.ALPHA.-TERPINEOL [II]
.ALPHA.-TERPINEOL [MI]
ALFA-TERPINEOL [WHO-DD]
HY-N5142R
.ALPHA.-TERPINEOL [FHFI]
HY-N5142
NSC21449
Tox21_112118
Tox21_200112
Tox21_302298
c0669
MFCD00166983
NSC403665
3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, sodium salt, (1S)-
AKOS015840815
alpha-Terpineol, 90%, technical grade
SB45068
CAS-98-55-5
NCGC00248528-01
NCGC00255464-01
NCGC00257666-01
DA-78333
FT165850
SY117295
alpha-Terpineol 1000 microg/mL in Acetone
DB-059206
+/--Terpineol 1000 microg/mL in n-Hexane
CS-0032554
NS00002240
T0022
T0984
2-(4-methyl-1-cyclohex-3-enyl)-propan-2-ol
D70165
EN300-125883
(S)-2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol
SR-01000944873
SR-01000944873-1
Q27109437
F0001-2319
Z1255427148
alpha-Terpineol, primary pharmaceutical reference standard
3-CYCLOHEXENE-1-METHANOL, ALPHA., .ALPHA., 4-TRIMETHYL-
3-CYCLOHEXENE-1-METHYANOL, .ALPHA.,.ALPHA.,4-TRIMETHYL-, (S)-