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398241

Sigma-Aldrich

Cyclohexanone

ACS reagent, ≥99.0%

Sinônimo(s):

pimelic ketone

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About This Item

Fórmula linear:
C6H10(=O)
Número CAS:
108-94-1
Peso molecular:
98.14
Beilstein:
385735
Número CE:
203-631-1
Número MDL:
MFCD00001625
Código UNSPSC:
12352100
ID de substância PubChem:
24864732
NACRES:
NA.21

grau

ACS reagent

Nível de qualidade

200

densidade de vapor

3.4 (vs air)

pressão de vapor

3.4 mmHg ( 20 °C)

Ensaio

≥99.0%

forma

liquid

temperatura de autoignição

788 °F

Lim. expl.

1.1 %, 100 °F
9.4 %

Impurezas

≤0.05% water

resíduo de evaporação

≤0.05%

cor

APHA: ≤10

índice de refração

n20/D 1.450 (lit.)

pb

155 °C (lit.)

pf

−47 °C (lit.)

densidade

0.947 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

O=C1CCCCC1

InChI

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

chave InChI

JHIVVAPYMSGYDF-UHFFFAOYSA-N

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Descrição geral

Cyclohexanone, a colorless liquid is a cyclic ketone. It is an important building block for the synthesis of a variety of organic compounds. Majority of the cyclohexanone synthesized is utilized as an intermediate in the synthesis of nylon. One of the methods reported for its synthesis is by the palladium catalyzed hydrogenation of phenol. The kinetics of the oxidation reaction of cyclohexanone has been studied in a fused silica jet stirred reactor. The Meerwein–Ponndorf–Verley reduction of cyclohexanone has been reported.

Aplicação

  • Application in polymer physicochemical properties: Research highlights the utility of cyclohexanone in developing Poly(vinylidene fluoride) aerogels, emphasizing its role in manipulating polymorphic structures to tune physicochemical characteristics for advanced applications (Suresh et al., 2024).

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

111.2 °F - closed cup

Ponto de fulgor (°C)

44 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análise (COA)

Lot/Batch Number
STBL0930
STBK9215
STBK5015
STBK2817
STBK2823

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Supported zirconium-based continuous-flow microreactor for effective Meerwein-Ponndorf-Verley reduction of cyclohexanone.
Koreniuk A, et al.
Catalysis Communications, 64, 48-51 (2015)
Kinetics of oxidation of cyclohexanone in a jet-stirred reactor: Experimental and modeling.
Serinyel Z, et al.
Proceedings of the Combustion Institute, 35(1), 507-514 (2015)
Selective transfer hydrogenation of phenol to cyclohexanone on supported palladium catalyst using potassium formate as hydrogen source under open atmosphere.
Patil RD and Sasson Y.
Applied Catalysis A: General, 499, 227-231 (2015)
Synthesis, characterization, and application of silica supported ionic liquid as catalyst for reductive amination of cyclohexanone with formic acid and triethyl amine as hydrogen source.
Tamboli AH, et al.
Chinese Journal of Catalysis, 36 (2015)
Conversion of Cyclohexanone to Adipic Acid Catalyzed by Heteropoly Compounds.
Lesbani A, et al.
Indonesian Journal of Chemistry, 15(1), 64-69 (2015)
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Artigos

Baeyer-Villiger Oxidation Reaction

The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.

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