Cyclohexanone

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H10O
Molecular Weight	98.143
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1CCCCC1

InChI

InChIKey=JHIVVAPYMSGYDF-UHFFFAOYSA-N

InChI=1S/C6H10O/c7-6-4-2-1-3-5-6/h1-5H2

HIDE SMILES / InChI

Molecular Formula	C6H10O
Molecular Weight	98.143
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Behaviour of [PdH(dppe)2]X (X=CF3SO3-, SbF6-, BF4-) as proton or hydride donor: relevance to catalysis.	2004-08-06	15281154
Rational design of original materials for the electrocatalytic hydrogenation reactions: concept, preparation, characterization, and theoretical analysis.	2004-07-20	15248724
Syn-anti isomerization of aldols by enolization.	2004-07-09	15230607
Membrane electrochemical reactors (MER) for NADH regeneration in HLADH-catalysed synthesis: comparison of effectiveness.	2004-07	15057554
Hydrogen bond driven chemical reactions: Beckmann rearrangement of cyclohexanone oxime into epsilon-caprolactam in supercritical water.	2004-05-26	15149225
A new entry to Amaryllidaceae alkaloids from carbohydrates: total synthesis of (+)-vittatine.	2004-05-07	15116197
The production and application of a regenerable filter system for adsorption of some atmospheric contaminants.	2004-05	14987725
Structure-activity studies for a novel series of tricyclic dihydropyridopyrazolones and dihydropyridoisoxazolones as K(ATP) channel openers.	2004-04-15	15051058
A highly efficient oxidation of cyclohexane over Au/ZSM-5 molecular sieve catalyst with oxygen as oxidant.	2004-04-07	15045122
Understanding and improving NADPH-dependent reactions by nongrowing Escherichia coli cells.	2004-04-03	15058984
Effects of curcumin and curcumin derivatives on mitochondrial permeability transition pore.	2004-04-01	15019976
ECH, an epoxycyclohexenone derivative that specifically inhibits Fas ligand-dependent apoptosis in CTL-mediated cytotoxicity.	2004-03-15	15004142
Direct proline-catalyzed asymmetric alpha-aminoxylation of ketones.	2004-02-20	14983448
Twinning by merohedry in cyclohexanone oxime: a revised structure.	2004-02	14767135
Validated HPLC determination of 2-[(dimethylamino)methyl]cyclohexanone, an impurity in tramadol, using a precolumn derivatisation reaction with 2,4-dinitrophenylhydrazine.	2004-01-27	14738920
2,6-Bis(3,4,5-trihydroxybenzylydene) derivatives of cyclohexanone: novel potent HIV-1 integrase inhibitors that prevent HIV-1 multiplication in cell-based assays.	2004-01-02	14697785
Volatile organic compound (VOC) analysis and sources of limonene, cyclohexanone and straight chain aldehydes in axenic cultures of Calothrix and Plectonema.	2004	15237606
Contact dermatitis due to cyclohexanone: a further case.	2003-12	15025713
First enantiospecific total synthesis of the antitubercular marine natural product pseudopteroxazole. Revision of assigned stereochemistry.	2003-11-05	14583045
Remarkable effect of pore size on the catalytic activity of mesoporous silica for the acetalization of cyclohexanone with methanol.	2003-10-29	14570469
Critical role of histidine residues in cyclohexanone monooxygenase expression, cofactor binding and catalysis.	2003-10-25	14597129
Complete and remarkable reversal of chemoselectivity in [4 + 2] cycloadditions involving electron-poor indoles as dienophiles. Diels-Alder versus hetero-Diels-Alder processes.	2003-10-17	14535775
Sieboldine A, a novel tetracyclic alkaloid from Lycopodium sieboldii, inhibiting acetylcholinesterase.	2003-10-16	14535761
Catalyst support effects: gas-phase hydrogenation of phenol over palladium.	2003-10-01	12957598
Unique strategy for the assembly of the carbon skeleton of guanacastepene A using an allenic Pauson-Khand-type reaction.	2003-09-18	12967307
Oxidation of cyclohexane catalyzed by metal-ion-exchanged zeolites.	2003-08-01	12885537
The use of cyclohexanone as a "derivatizing" reagent for the GC-MS detection of amphetamines and ephedrines in seizures and the urine.	2003-07-29	12893131
Adsorption of polyethylene standards from decalin on liquid chromatography column packings.	2003-06-20	12885078
Bhc-diol as a photolabile protecting group for aldehydes and ketones.	2003-06-12	12790543
The utility of infrared spectroscopy for quantitative conformational analysis at a single temperature.	2003-06	12736064
Enantioselective synthesis of alpha-substituted ketones by asymmetric addition of chiral zinc enamides to 1-alkenes.	2003-05-28	12785764
Biocatalytic reduction of ketones by a semi-continuous flow process using supercritical carbon dioxide.	2003-05-21	12778733
Ruthenium(II) and ruthenium(IV) complexes containing kappa1-P-, kappa2-P,O-, and kappa3-P,N,O-iminophosphorane-phosphine ligands Ph2PCH2P[=NP(=O)(OR)2]Ph2 (R = Et, Ph): synthesis, reactivity, theoretical studies, and catalytic activity in transfer hydrogenation of cyclohexanone.	2003-05-19	12739971
The formation of bicyclo[n.2.0]alkan-1-ols from the reaction of the lithium enolates of simple ketones and phenyl vinyl sulfoxide.	2003-04-21	12929665
Trichloroacetylation of some cyclic enamines.	2003-04	12673003
1H,13C 2D NMR and X-ray studies of the products of the reaction between dibenzylidencyclohexanone and 6-amino-1,3-dimethyl uracil.	2003-04	12659900
Infrared spectroscopy and theoretical calculations as tools for the conformational analysis of 2-methoxycyclohexanone.	2003-04	12659886
A critical comparison of respirometric biodegradation tests based on OECD 301 and related test methods.	2003-04	12600385
New strategy for convergent steroid synthesis.	2003-03-21	12636378
Quantum mechanical predictions of the stereoselectivities of proline-catalyzed asymmetric intermolecular aldol reactions.	2003-03-05	12603135
Dimethyl 6-methoxy-4abeta-methyl-9-oxo-1,2,3,4,4a,9,10,10abeta-octahydrophenanthrene-1,1-dicarboxylate.	2003-03	12711786
Cloning of Baeyer-Villiger monooxygenases from Comamonas, Xanthobacter and Rhodococcus using polymerase chain reaction with highly degenerate primers.	2003-03	12588297
Elution behavior of polyethylene in polar mobile phases on a non-polar sorbent.	2003-02-21	12647822
Group 6 heteroatom- and non-heteroatom-stabilized carbene complexes. beta,beta'- and alpha,beta,beta'-annulation reactions of cyclic enamines.	2003-02-19	12580610
[Cyclocaprone prevents early rebleeding after subarachnoid hemorrhage and should be administered already prior to transfer to the department of neurology].	2003-02-10	12617051
Specificity of human alcohol dehydrogenase 1C*2 (gamma2gamma2) for steroids and simulation of the uncompetitive inhibition of ethanol metabolism.	2003-02-01	12604203
Mechanism of direct oxidation of cyclohexene to cyclohexanone with nitrous oxide. Theoretical analysis by DFT method.	2003-01-07	12610956
Alicycliphilus denitrificans gen. nov., sp. nov., a cyclohexanol-degrading, nitrate-reducing beta-proteobacterium.	2003-01	12661531
Study of the catalytic behavior of montmorillonite/iron(III) and Mn(III) cationic porphyrins.	2002-10-01	12702437
The investigation of an equilibrium dependent reaction for the formation of enamines in a microchemical system.	2001-09	15100892

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:33:09 GMT 2025` Edited by `admin` on `Mon Mar 31 17:33:09 GMT 2025`
Record UNII	5QOR3YM052
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Cyclohexanone

Official Name

English

NSC-5711

Preferred Name

English

KETOHEXAMETHYLENE

Common Name

English

HEXANON

Systematic Name

English

ANON

Common Name

English

NADONE

Common Name

English

NCI-C55005

Common Name

English

CYCLOHEXANONE [MI]

Common Name

English

HYTROL O

Common Name

English

CYCLOHEXANONE [HSDB]

Common Name

English

PIMELIC KETONE

Common Name

English

CYCLOHEXANONE [FHFI]

Common Name

English

CYCLOHEXANONE [IARC]

Common Name

English

SEXTONE

Common Name

English

Classification Tree Code System Code

JECFA EVALUATION

CYCLOHEXANONE