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Dimedone

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Identification
Molecular formula
C8H12O2
CAS number
126-81-8
IUPAC name
5,5-dimethylcyclohexane-1,3-dione
State
State

At room temperature, Dimedone is a solid.

Melting point (Celsius)
147.00
Melting point (Kelvin)
420.15
Boiling point (Celsius)
235.00
Boiling point (Kelvin)
508.15
General information
Molecular weight
140.18g/mol
Molar mass
140.1810g/mol
Density
1.0686g/cm3
Appearence

Dimedone appears as white to off-white crystalline powder.

Comment on solubility

Solubility of 5,5-dimethylcyclohexane-1,3-dione

When discussing the solubility of 5,5-dimethylcyclohexane-1,3-dione, also known as dimedone, it's essential to consider its chemical structure and the interactions it can form with solvents. This compound, characterized by its unique diketone functional groups, exhibits certain solubility traits:

  • Polarity: The presence of two carbonyl groups contributes to the overall polar nature of the molecule, enhancing its ability to interact with polar solvents.
  • Solvent Compatibility: Dimedone is typically soluble in organic solvents such as ethanol, acetone, and chloroform. However, it shows limited solubility in non-polar solvents like hexane.
  • Temperature Influence: Like many organic substances, the solubility of dimedone can increase with temperature, making higher temperatures favorable for dissolution in suitable solvents.
  • Hydrogen Bonding: Despite being a non-ionic compound, the potential for hydrogen bonding due to the carbonyl groups can further enhance solubility in polar solvents.

In summary, the solubility of 5,5-dimethylcyclohexane-1,3-dione is primarily influenced by its polarity and molecular interactions. It is soluble in polar organic solvents, demonstrating the compound's adaptability in various chemical environments. Understanding these solubility characteristics is crucial for its applications in synthetic chemistry and derivatives preparation.

Interesting facts

Interesting Facts about 5,5-Dimethylcyclohexane-1,3-dione

5,5-Dimethylcyclohexane-1,3-dione, commonly referred to as a diketone, is an intriguing compound in the realm of organic chemistry due to its unique structure and reactivity. Here are some compelling facts about this molecule:

  • Structural Significance: This compound features a cyclohexane ring that is substituted with two methyl groups at the 5-position and two keto groups at the 1 and 3 positions. This arrangement plays a crucial role in influencing the compound's chemical behavior.
  • Reactivity: The diketone functional groups present in this compound make it a valuable intermediate in organic synthesis. Depending on the reaction conditions, it can participate in various reactions, such as aldol condensations and enolate formation.
  • Biological Relevance: Compounds similar to 5,5-dimethylcyclohexane-1,3-dione have been studied for their potential biological activities, including their effects as antitumor agents and in various enzymatic processes. This opens a plethora of research opportunities for medicinal chemists.
  • Color and Dyes: Organisms can also be utilized to synthesize colorants or dyes. As diketones often provide vibrant colors, research into natural dye applications for compounds of this type is ongoing.
  • Analytical Techniques: Understanding the behavior of this compound can enhance students’ skills in spectroscopic techniques, including NMR, IR, and mass spectrometry. They provide insight into the compound's structural elucidation and quantitative analysis.

The study of 5,5-dimethylcyclohexane-1,3-dione not only enhances our understanding of organic reactions but also sparks curiosity about potential applications in materials science and biology. As students and researchers explore its properties, it highlights the importance of chemical investigation in advancing knowledge and technology.

Synonyms
Dimedone
126-81-8
5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE
Methone
Cyclomethone
1,3-Cyclohexanedione, 5,5-dimethyl-
Medon
Dimedon
Methon
1,1-Dimethyl-3,5-diketocyclohexane
1,1-Dimethyl-3,5-cyclohexanedione
LU 274
B2B5DSX2FC
DTXSID8021987
NSC-14984
RefChem:134141
DTXCID101987
204-804-4
5,5-Dimethylcyclohexane-1,3-dione
5,5-Dimethyldihydroresorcinol
MFCD00001588
5,5-Dimethylhydroresorcinol
Dimethyldihydroresorcinol
5,5-dimethyl-cyclohexane-1,3-dione
NSC 14984
5,5-dimethyl-1,3-cyclohexandion
1,5-cyclohexanedione
5,3-cyclohexanedione
5,3-dione
1,5-diketocyclohexane
1, 5,5-dimethyl-
EINECS 204-804-4
UNII-B2B5DSX2FC
AI3-19939
5,5'-dimethylcyclohexane-1,3-dione
EC 204-804-4
SCHEMBL123127
SCHEMBL313441
SCHEMBL349892
orb2940302
SCHEMBL1521386
5,5-Dimethyl-1,3-cyclohexadione
5,5-dimethyl-1,3cyclohexanedione
5,5-dimethyl-1,3-cyclohexandione
5,5-dimethylcyclohexan-1,3-dione
NSC14984
NSC17544
NSC43759
5,5-Dimethyl-1,3-dihydroresorcinol
NSC-17544
NSC-43759
NSC242994
SBB058731
STK365156
5, 5-dimethyl-1,3-cyclohexanedione
5,5-dimethyl-1, 3-cyclohexanedione
AKOS000119900
CS-W016456
FD02625
HY-W015740
NSC-242994
SB15818
AS-14592
BP-12997
SY010547
5,5-Dimethyl-1,3-cyclohexanedione, 95%
DB-041841
D0701
NS00008870
ST50308237
EN300-19675
D70508
5,5-DIMETHYL-1,3-CYCLOHEXANEDIONE [MI]
F011151
Q418261
2,2 DIMETHYL,1,6 CYCLOHEXA DIONE; DIMEDONE
F0001-0386
Z104474686
InChI=1/C8H12O2/c1-8(2)4-6(9)3-7(10)5-8/h3-5H2,1-2H
5,5-Dimethyl-1,3-cyclohexanedione, for HPLC derivatization, for the determination of aldehyde formaldehyde, >=99.0%