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Cyclohexanone oxime

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Identification
Molecular formula
C6H11NO
CAS number
100-64-1
IUPAC name
cyclohexanone oxime
State
State

At room temperature, cyclohexanone oxime exists as a crystalline solid.

Melting point (Celsius)
88.45
Melting point (Kelvin)
361.60
Boiling point (Celsius)
206.00
Boiling point (Kelvin)
479.15
General information
Molecular weight
113.16g/mol
Molar mass
113.1580g/mol
Density
1.0132g/cm3
Appearence

Cyclohexanone oxime appears as a white crystalline solid. It can also be observed as a colorless crystalline powder. In some cases, it might appear slightly greasy due to its crystalline nature.

Comment on solubility

Solubility of Cyclohexanone Oxime

Cyclohexanone oxime, with the formula C6H11NO, exhibits notable solubility characteristics that are critical for its applications in various chemical processes. Understanding the solubility of this compound provides insight into its behavior in different solvents and environments.

In essence, the solubility of cyclohexanone oxime is influenced by several factors:

  • Polarity: Its moderate polarity enhances solubility in polar solvents, such as water and alcohols.
  • Hydrogen Bonding: The presence of the hydroxyl group in its structure allows cyclohexanone oxime to engage in hydrogen bonding, which contributes positively to its solubility.
  • Temperature Dependence: Like many organic compounds, solubility can increase with temperature, allowing for better dissolution in solvent systems at elevated temperatures.
  • Concentration: As concentration increases, the solubility limits may eventually be reached, leading to precipitation or phase separation.

It is important to note that cyclohexanone oxime is more soluble in organic solvents compared to water, which can be summarized as:

  • Soluble in: Acetone, ethanol, and ether.
  • Poorly soluble in: Water at lower temperatures but may dissolve under certain conditions.

In conclusion, the solubility dynamics of cyclohexanone oxime are profound, indicating its versatility for use in synthetic and analytical chemistry. As stated, "Understanding solubility is key to unlocking the potential of chemical compounds."

Interesting facts

Interesting Facts about Cyclohexanone Oxime

Cyclohexanone oxime is an intriguing compound, primarily known for its role in organic synthesis and industrial applications. This compound features a distinct oxime functional group, making it valuable in the production of various chemicals and pharmaceuticals.

Key Uses and Applications

  • Intermediate in Synthesis: Cyclohexanone oxime serves as a key intermediate in synthesizing nylon 6, a widely utilized synthetic polymer.
  • Precursor for Caprolactam: The compound is predominantly used to produce caprolactam, which is crucial for creating nylon fibers.
  • Research Applications: In laboratories, cyclohexanone oxime is often employed in various chemical reactions, showcasing its versatility in organic chemistry.

Interesting Chemical Properties

  • Functional Group: The presence of the oxime group (–C=N–OH) provides unique reactivity, allowing cyclohexanone oxime to participate in diverse chemical transformations.
  • Hydrogen Bonding: Cyclohexanone oxime can engage in hydrogen bonding, potentially enhancing its solubility and reactivity in organic solvents.

As a compound, cyclohexanone oxime exemplifies the balance between industrial utility and chemical functionality. Understanding its properties can pave the way for innovations in materials science and synthetic chemistry.

In the words of a famous chemist, "Chemistry is the master key that opens the doors of knowledge." Cyclohexanone oxime embodies this sentiment, unlocking new possibilities in the world of synthetic compounds.

Synonyms
Cyclohexanone oxime
100-64-1
Cyclohexanone, oxime
Antioxidant D
N-cyclohexylidenehydroxylamine
(HYDROXYIMINO)CYCLOHEXANE
cyclohexanoneoxime
CCRIS 1383
DTXSID4021842
HSDB 5337
NSC 6300
EINECS 202-874-0
UNII-2U60L00CGF
BRN 1616769
AI3-07288
NSC-6300
MFCD00001660
2U60L00CGF
DTXCID701842
EC 202-874-0
4-07-00-00021 (Beilstein Handbook Reference)
(HYDROXYIMINO)CYCLOHEXANE [HSDB]
CAS-100-64-1
hydroxyiminocyclohexane
Cyclo-hexanone, oxime
N-hydroxycyclohexanimine
WLN: L6YTJ AUNQ
Cyclohexanone oxime, 97%
SCHEMBL37995
N-cyclohexylidene-hydroxylamine
CHEMBL137035
NSC6300
HMS1787F13
ALBB-017760
Tox21_202143
Tox21_303015
STL069070
AKOS000121564
NCGC00091157-01
NCGC00091157-02
NCGC00256578-01
NCGC00259692-01
AS-14695
SY011165
DB-012726
NS00005517
EN300-15690
E73607
A800249
Cyclohexanone oxime, Vetec(TM) reagent grade, 97%
Q1147519
Z49568468
F1723-0300
202-874-0
cyclohexanone oxime;cyclohexanone, oxime;n-hydroxycyclohexanimine;cyclohexanone oxime cyclohexanone, oxime n-hydroxycyclohexanimine