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Isophorone

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Identification
Molecular formula
C9H14O
CAS number
78-59-1
IUPAC name
3,5,5-trimethylcyclohex-2-en-1-one
State
State

Isophorone is a liquid at room temperature.

Melting point (Celsius)
-8.10
Melting point (Kelvin)
265.05
Boiling point (Celsius)
214.40
Boiling point (Kelvin)
487.55
General information
Molecular weight
138.21g/mol
Molar mass
138.2060g/mol
Density
0.9244g/cm3
Appearence

Isophorone is a clear to pale yellow liquid. It has a characteristic peppermint-like odor.

Comment on solubility

Solubility of 3,5,5-trimethylcyclohex-2-en-1-one

The solubility of 3,5,5-trimethylcyclohex-2-en-1-one in various solvents provides insights into its chemical behavior and potential applications. This compound, being an organic molecule with a cyclic structure, exhibits particular solubility characteristics:

  • Polar Solvents: Generally, organic compounds like 3,5,5-trimethylcyclohex-2-en-1-one tend to have low solubility in highly polar solvents such as water, due to their hydrophobic nature.
  • Non-Polar Solvents: The compound shows better solubility in non-polar solvents like hexane or toluene, making it more compatible with other organic substances.
  • Temperature Effects: Solubility can often increase with temperature; thus, heating a non-polar solvent may enhance the dissolution of this compound.
  • Functional Groups Impact: The presence of the carbonyl group (C=O) can influence solubility, as it can engage in London dispersion forces in suitable environments.

In conclusion, understanding the solubility profile of 3,5,5-trimethylcyclohex-2-en-1-one is crucial for its use in applications such as synthesis and formulation. As with many organic molecules, the surrounding environment and choice of solvent can significantly impact its behavior and reactivity.

Interesting facts

Interesting Facts about 3,5,5-Trimethylcyclohex-2-en-1-one

3,5,5-trimethylcyclohex-2-en-1-one, often abbreviated as TMC, is a fascinating compound in the realm of organic chemistry. Known for its structural complexity and unique properties, TMC is widely studied for its potential applications in various fields.

Chemical Structure and Behavior

  • Unique Ring Structure: This compound features a cyclohexene ring, which contributes to its reactivity and stability.
  • Substitution Patterns: The presence of three methyl groups at the 3, 5, and 5-position of the ring enhances the compound's steric hindrance, which can influence its chemical behavior.
  • Double Bond Position: The location of the double bond (at the 2-position) significantly affects its reactivity, making it a key player in various chemical reactions.

Applications and Importance

  • Flavor and Fragrance Industry: TMC is valued for its sweet, floral scent, making it an attractive candidate for use in perfumes and flavorings.
  • Intermediate in Chemical Synthesis: This compound serves as a versatile intermediate in the synthesis of more complex organic molecules.
  • Research Significance: It has attracted attention in chemical research for its potential to create new materials and compounds that can be utilized in various applications.

Analytical Aspects

Studies on TMC often involve sophisticated analytical techniques such as:

  • NMR Spectroscopy: Used to determine the chemical environment of atoms within the compound.
  • Mass Spectrometry: Employed to analyze the mass and structure of the compound.

In conclusion, 3,5,5-trimethylcyclohex-2-en-1-one is not just a simple organic compound, but a rich subject of study with implications that extend beyond the laboratory. As you dive deeper into the world of organic chemistry, you will find that the intricacies of compounds like TMC can lead to remarkable discoveries and innovations.

Synonyms
ISOPHORONE
78-59-1
3,5,5-Trimethylcyclohex-2-en-1-one
Isoacetophorone
Isoforone
3,5,5-Trimethyl-2-cyclohexen-1-one
Isooctopherone
Isoforon
Izoforon
3,5,5-Trimethylcyclohex-2-enone
alpha-Isophorone
2-Cyclohexen-1-one, 3,5,5-trimethyl-
Isophoron
.alpha.-Isophoron
1,1,3-Trimethyl-3-cyclohexene-5-one
.alpha.-Isophorone
Caswell No. 506
3,5,5-Trimethyl-2-cyclohexenone
FEMA No. 3553
NCI-C55618
3,5,5-Trimethyl-2-cyclohexen-1-on
CCRIS 1353
HSDB 619
ISOPHORONE, REAG
NSC 403657
a-Isophorone
UNII-2BR99VR6WA
EINECS 201-126-0
2BR99VR6WA
3,5,5-Trimetil-2-cicloesen-1-one
3,5,5-Trimethylcyclohexenone
Isophorone, 97%
EPA Pesticide Chemical Code 047401
BRN 1280721
ISOACETOPHORON
nchem.180-comp3
3,5,5-Trimethylcyclohexen one
DTXSID8020759
CHEBI:34800
AI3-00046
ISOPHORONE [MI]
ISOPHORONE [FHFI]
ISOPHORONE [HSDB]
1,5,5-Trimethyl-1-cyclohexen-3-one
NSC-403657
3,5,5-Trimethyl-2-cyclohexene-1-one
DTXCID40759
FEMA 3553
NSC4881
EC 201-126-0
4-07-00-00165 (Beilstein Handbook Reference)
3,5,5-Trimethylcyclohexen-2-one-1
3,3,5-Trimethyl-2-cyclohexen-1-one
3,5,5-trimethylcyclohex-2-ene-1-one
1,1, 3-Trimethyl-3-cyclohexene-5-one
3,5, 5-Trimethyl-2-cyclohexene-1-one
1,3,3-TRIMETHYLCYLOHEXEN-5-ONE
1,5,5-TRIMETHYL-3-OXOCYCLOHEXENE
Izoforon [Polish]
3,5-Trimethyl-2-cyclohexenone
Isoforone [Italian]
3,5-Trimetil-2-cicloesen-1-one
3,5-Trimethyl-2-cyclohexen-1-one
1,3-Trimethyl-3-cyclohexene-5-one
3,5-Trimethyl-2-cyclohexene-1-one
WLN: L6V BUTJ C1 D1 D1
2-Cyclohexen-1-one,5,5-trimethyl-
CAS-78-59-1
3,5-Trimethyl-2-cyclohexen-1-on (GERMAN, DUTCH)
alpha -isophoron
alpha -isophorone
3,5,5-Trimetil-2-cicloesen-1-one [Italian]
cyclohexane-1-one
Caswell no 506
MFCD00001584
3,5,5-Trimethyl-2-cyclohexen-1-on [German, Dutch]
3,5,5-Trimethyl-2-cyclo-hexen-1-one
Isophorone (ACGIH:OSHA)
Pesticide Code: 047401
SCHEMBL22522
Isophorone, >=97%, FG
3,5,5Trimethyl2cyclohexenone
3,5,5Trimetil2cicloesen1one
BIDD:ER0627
3,5,5Trimethyl2cyclohexen1on
Isophorone, analytical standard
3,5,5Trimethyl2cyclohexen1one
1,1,3Trimethyl3cyclohexene5one
CHEMBL1882894
3,5,5-TRIMETHYL-2-
2Cyclohexen1one, 3,5,5trimethyl
3,5,5-trimethyl-cyclohex-2-enone
HY-Y0932
NSC-4881
Tox21_202312
Tox21_300050
BBL027346
NSC403657
s2998
STK801792
AKOS000120392
AKOS025243269
3,3,5-Trimethyl-5-cyclohexen-1-one
3,5,5-trimethylcyclohexa-2-en-1-one
3,3,5-trimethyl-cyclohex-5-en-1-one
3,5,5-trimethyl-cyclohex-2-en-1-one
NCGC00164006-01
NCGC00164006-02
NCGC00164006-03
NCGC00254115-01
NCGC00259861-01
3,3,5-trimethyl-cyclohex-5 -en-1-one
AC-10580
DA-64558
FI180271
VS-08530
Isophorone, Vetec(TM) reagent grade, 97%
CS-0015924
I0151
NS00005755
3,5,5-TRIMETHYL-5-CYCLOHEXEN-1-ONE
EN300-20384
D72515
Q415519
F0001-2053
Z104477948