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CYCLOHEXANONE OXIME

  • Cyclohexanone
  • Chemical compound

    The other half of the cyclohexanone supply is converted to cyclohexanone oxime. In the presence of sulfuric acid catalyst, the oxime rearranges to caprolactam

    Cyclohexanone

    Cyclohexanone

    Cyclohexanone

  • Cyclohexanone oxime
  • Chemical compound

    Cyclohexanone oxime is an organic compound containing the functional group oxime. This colorless solid is an important intermediate in the production of

    Cyclohexanone oxime

    Cyclohexanone oxime

    Cyclohexanone_oxime

  • Caprolactam
  • Chemical compound

    caprolactam is synthesised from cyclohexanone (1), which is first converted to its oxime (2). Treatment of this oxime with acid induces the Beckmann rearrangement

    Caprolactam

    Caprolactam

    Caprolactam

  • Oxime
  • Organic compounds of the form >C=N–OH

    an oxime is an intermediate in the industrial production of caprolactam, a precursor to Nylon 6. About half of the world's supply of cyclohexanone, more

    Oxime

    Oxime

    Oxime

  • Isobutyric anhydride
  • Chemical compound

    Isobutyric anhydride is a reagent in the production of the ester of cyclohexanone oxime. Isobutyric anhydride is used as an acylating agent in organic synthesis

    Isobutyric anhydride

    Isobutyric anhydride

    Isobutyric_anhydride

  • Beckmann rearrangement
  • Chemical rearrangement

    archetypal Beckmann rearrangement is the conversion of cyclohexanone to caprolactam via the oxime. Caprolactam is the feedstock in the production of Nylon

    Beckmann rearrangement

    Beckmann rearrangement

    Beckmann_rearrangement

  • Hydroxylamine
  • Inorganic compound

    oxime Amine oxide pyrolysis (the Cope reaction) or rearrangement Approximately 95% of hydroxylamine is used in the synthesis of cyclohexanone oxime,

    Hydroxylamine

    Hydroxylamine

    Hydroxylamine

  • Nitrosyl chloride
  • Chemical compound

    cyclohexanone oxime hydrochloride. This process exploits the tendency of NOCl to undergo photodissociation into NO and Cl radicals. The cyclohexanone

    Nitrosyl chloride

    Nitrosyl chloride

    Nitrosyl_chloride

  • AdvanSix
  • American chemical company

    cyclohexanol and cyclohexanone made from phenol, caprolactam, as well as ammonium sulfate generated by the Beckmann rearrangement of cyclohexanone oxime. The company's

    AdvanSix

    AdvanSix

  • Sulfuric acid
  • Chemical compound (H2SO4)

    For example, it is the usual acid catalyst for the conversion of cyclohexanone oxime to caprolactam, used for making nylon. It is used for making hydrochloric

    Sulfuric acid

    Sulfuric acid

    Sulfuric_acid

  • Hydroxylammonium sulfate
  • Chemical compound

    to make precursors to nylons via cyclohexanone oxime. Many aldehydes and ketones undergo the same conversion to oximes. carboxylic acids and their derivatives

    Hydroxylammonium sulfate

    Hydroxylammonium sulfate

    Hydroxylammonium_sulfate

  • Nitroxyl
  • Chemical compound

    then further decompose. HNO is generated via organic oxidation of cyclohexanone oxime with lead tetraacetate to form 1-nitrosocyclohexyl acetate: This

    Nitroxyl

    Nitroxyl

    Nitroxyl

  • N-Hydroxyphthalimide
  • Chemical compound

    conventional ε-caprolactam synthesis (Beckmann rearrangement of cyclohexanone oxime with sulfuric acid). Alkanes are converted into nitroalkanes in the

    N-Hydroxyphthalimide

    N-Hydroxyphthalimide

    N-Hydroxyphthalimide

  • Acid catalysis
  • Chemical reaction

    ethylbenzene. Another major application is the rearrangement of cyclohexanone oxime to caprolactam. Many alkylamines are prepared by amination of alcohols

    Acid catalysis

    Acid catalysis

    Acid_catalysis

  • Hydroxylamine-O-sulfonic acid
  • Chemical compound

    and aldehydes as a nucleophile to the corresponding oxime-O-sulfonic acids or their salts. The oxime-O-sulfonic acids of aldehydes react above room temperature

    Hydroxylamine-O-sulfonic acid

    Hydroxylamine-O-sulfonic acid

    Hydroxylamine-O-sulfonic_acid

  • Solid acid
  • Acid that is insoluble in the reaction medium

    to give ethylbenzene. Another application is the rearrangement of cyclohexanone oxime to caprolactam. Many alkylamines are prepared by amination of alcohols

    Solid acid

    Solid_acid

  • Cyclohexanol
  • Chemical compound

    the formation of cyclohexanone. Cyclohexanol undergoes the main reactions expected for a secondary alcohol. Oxidation gives cyclohexanone, which is converted

    Cyclohexanol

    Cyclohexanol

    Cyclohexanol

  • Hydroperoxide
  • Class of chemical compounds

    industry. For example, the cobalt catalyzed oxidation of cyclohexane to cyclohexanone: C6H12 + O2 → (CH2)5C=O + H2O Drying oils, as found in many paints and

    Hydroperoxide

    Hydroperoxide

    Hydroperoxide

  • Ring expansion and contraction
  • Chemical phenomenon within ring systems

    all caprolactam is synthesised from cyclohexanone (1), which is first converted to its oxime. Treatment of this oxime with acid induces the Beckmann rearrangement

    Ring expansion and contraction

    Ring expansion and contraction

    Ring_expansion_and_contraction

  • 1-Tetralone
  • Chemical compound

    In terms of its structure, it can also be regarded as benzo-fused cyclohexanone. It is a colorless oil with a faint odor. It is used as starting material

    1-Tetralone

    1-Tetralone

    1-Tetralone

  • Ketone
  • Organic compounds of the form >C=O

    for cyclopropanone ((CH2)2CO) to the tens. Larger derivatives exist. Cyclohexanone ((CH2)5CO), a symmetrical cyclic ketone, is an important intermediate

    Ketone

    Ketone

    Ketone

  • C6H11NO
  • Index of chemical compounds with the same molecular formula

    The molecular formula C6H11NO may refer to: Caprolactam (CPL) Cyclohexanone oxime N-Formylpiperidine Nylon 6 (repeating unit), or polycaprolactam Pentyl

    C6H11NO

    C6H11NO

  • Lactam
  • Cyclic amide

    rearrangement of oximes in the Beckmann rearrangement. Lactams form from cyclic ketones and hydrazoic acid in the Schmidt reaction. Cyclohexanone with hydrazoic

    Lactam

    Lactam

  • Alcohol oxidation
  • Chemical reaction

    benzaldehyde from toluene, acrolein from propylene, acetone from cumene, cyclohexanone from cyclohexanol. In teaching laboratories and small scale operations

    Alcohol oxidation

    Alcohol oxidation

    Alcohol_oxidation

  • Titanosilicate
  • Synthetic mineral family used as heterogeneous catalysts

    phenol. They would later expand its usage into the production of cyclohexanone oxime. TS-1 as a catalyst for epoxidation of propylene was first deployed

    Titanosilicate

    Titanosilicate

  • Aluminium hydride
  • Chemical compound

    differs from other hydride reagents. For example, in the following cyclohexanone reduction, lithium aluminium hydride gives a trans:cis ratio of 1.9 :

    Aluminium hydride

    Aluminium hydride

    Aluminium_hydride

  • Controlled Drugs and Substances Act
  • Canadian federal drug regulation act

    morphinan-6-ol) Codoxime (dihydrocodeinone O-(carboxymethyl) oxime) Desomorphine (dihydrodeoxymorphine) Diacetylmorphine (heroin) Dihydrocodeine

    Controlled Drugs and Substances Act

    Controlled Drugs and Substances Act

    Controlled_Drugs_and_Substances_Act

  • List of EC numbers (EC 1)
  • 13: Now EC 1.3.8.8, long-chain-acyl-CoA dehydrogenase EC 1.3.99.14: cyclohexanone dehydrogenase EC 1.3.99.15: Now EC 1.3.7.8 EC 1.3.99.16: isoquinoline

    List of EC numbers (EC 1)

    List_of_EC_numbers_(EC_1)

  • Insertion reaction
  • Chemical reaction in which one entity is inserted between bonded parts of another

    most important application of this reaction is the conversion of cyclohexanone to its oxime, which is then rearranged under acidic conditions to provide ε-caprolactam

    Insertion reaction

    Insertion_reaction

  • John Meurig Thomas
  • Welsh scientist and educator (1932–2020)

    Sieve Catalysts for the Benign Ammoximation of Cyclohexanone: One-Step, Solvent-Free Production of Oxime and ε-Caprolactam with a Mixture of Air and Ammonia"

    John Meurig Thomas

    John Meurig Thomas

    John_Meurig_Thomas

  • List of MeSH codes (D02)
  • 392.368.367.318 – cyclohexanols MeSH D02.455.426.392.368.367.340 – cyclohexanones MeSH D02.455.426.392.368.367.418 – cyclohexylamines MeSH D02.455.426

    List of MeSH codes (D02)

    List_of_MeSH_codes_(D02)

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CYCLOHEXANONE OXIME

  • Oxime
  • n.

    One of a series of isonitroso derivatives obtained by the action of hydroxylamine on aldehydes or ketones.

  • Glyoxime
  • n.

    A white, crystalline, nitrogenous substance, produced by the action of hydroxylamine on glyoxal, and belonging to the class of oximes; also, any one of a group of substances resembling glyoxime proper, and of which it is a type. See Oxime.