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Cyclohexane-1,4-dione

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Identification
Molecular formula
C6H8O2
CAS number
637-88-7
IUPAC name
cyclohexane-1,4-dione
State
State
At room temperature, cyclohexane-1,4-dione exists as a solid. It is stable under standard conditions but should be handled with care due to its reactive diketone structure.
Melting point (Celsius)
85.00
Melting point (Kelvin)
358.00
Boiling point (Celsius)
275.00
Boiling point (Kelvin)
548.00
General information
Molecular weight
112.13g/mol
Molar mass
112.1270g/mol
Density
1.1140g/cm3
Appearence

Cyclohexane-1,4-dione is a crystalline solid with a yellowish to white appearance. It is typically found in powder form and can have a varying color based on purity.

Comment on solubility

Solubility of Cyclohexane-1,4-dione

Cyclohexane-1,4-dione, with the chemical formula C6H8O2, presents a unique solubility profile that is influenced by its molecular structure. This compound is known to be quite soluble in a variety of organic solvents. Here are some key points about its solubility:

  • Polar Solvents: Cyclohexane-1,4-dione is generally not very soluble in water due to its non-polar characteristics. Water's polar nature does not interact favorably with the molecule.
  • Non-Polar Solvents: It shows better solubility in non-polar organic solvents such as hexane or toluene, which can interact more successfully with the hydrocarbon rings.
  • Miscibility: The compound is expected to be miscible with other ketones and aldehydes in similar solvent classes.

Understanding the solubility of cyclohexane-1,4-dione is essential for its applications in organic chemistry, particularly in synthesis and formulation processes.
As a rule of thumb, *the solubility characteristics of compounds often depend on the balance between hydrophilicity and hydrophobicity*. Thus, when working with cyclohexane-1,4-dione, one must consider the solvent's polarity to ensure successful solvation.

Interesting facts

Interesting Facts about Cyclohexane-1,4-dione

Cyclohexane-1,4-dione is a fascinating compound that plays a significant role in organic chemistry. Often studied for its unique structural properties, this compound opens the door to various applications and reactions:

  • Versatile Intermediate: Cyclohexane-1,4-dione serves as a versatile building block in the synthesis of complex organic molecules. It is particularly useful in creating various aromatic compounds.
  • Key Reactivity: This compound can participate in Michael addition reactions and other nucleophilic additions due to its electrophilic keto groups, making it an important player in constructing larger organic structures.
  • Reactivity in Nature: Cyclohexane-1,4-dione is also observed in biological systems, particularly in some plant metabolites, indicating its potential role in natural product synthesis.
  • Colorimetric Agent: Due to its ability to undergo various transformations, it’s used in colorimetric assays, offering a visual method to detect other chemical substances.
  • Interesting Isomers: The existence of isomers allows chemists to explore diverse chemical behavior, which can lead to innovations in drug development and chemical research.

As an organic chemist or student, studying cyclohexane-1,4-dione provides a rich understanding of structural chemistry and the reactivity of carbonyl groups. Its applications, from synthetic chemistry to potential biological significance, underline the compound's importance in both academic research and industrial applications.


Synonyms
1,4-Cyclohexanedione
Cyclohexane-1,4-dione
Cyclohexan-1,4-dione
BJS27Z99AM
NSC 7192
NSC-7192
EINECS 211-306-0
AI3-22410
DTXSID6060929
CHEBI:28286
1,4Dioxocyclohexane
DTXCID5044071
dczfgqyxrkmvfg-uhfffaoysa-n
inchi=1/c6h8o2/c7-5-1-2-6(8)4-3-5/h1-4h
637-88-7
TETRAHYDROQUINONE
1,4-Dioxocyclohexane
1,4-Cyclohexandione
MFCD00001606
1,4-Dioxocyclohexane; NSC 7192; Tetrahydroquinone;
1,4-Cyclohexanedione-2,2,3,3,5,5,6,6-d8
1,4 cyclohexane dione
1,4-cyclohexane-dione
cyclohexane-1,4-quinone
bmse000513
UNII-BJS27Z99AM
1,4-Cyclohexanedione, 98%
SCHEMBL150852
NSC7192
BBL027348
STK335618
AKOS005146041
CS-W011270
HY-W010554
PS-5321
BP-30065
SY002914
DB-311515
NS00035568
EN300-58858
C08063
F11265
1,4-Cyclohexanedione, purum, >=98.0% (GC)
Q2806566
1,4-Cyclohexanedione, Vetec(TM) reagent grade, 98%
Z877626718