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398241

Sigma-Aldrich

Cyclohexanone

ACS reagent, ≥99.0%

Sinónimos:

pimelic ketone

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About This Item

Fórmula lineal:
C6H10(=O)
Número de CAS:
108-94-1
Peso molecular:
98.14
Beilstein/REAXYS Number:
385735
EC Number:
203-631-1
MDL number:
MFCD00001625
UNSPSC Code:
12352100
PubChem Substance ID:
24864732
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

vapor density

3.4 (vs air)

vapor pressure

3.4 mmHg ( 20 °C)

assay

≥99.0%

form

liquid

autoignition temp.

788 °F

expl. lim.

1.1 %, 100 °F
9.4 %

impurities

≤0.05% water

evapn. residue

≤0.05%

color

APHA: ≤10

refractive index

n20/D 1.450 (lit.)

bp

155 °C (lit.)

mp

−47 °C (lit.)

density

0.947 g/mL at 25 °C (lit.)

SMILES string

O=C1CCCCC1

InChI

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

InChI key

JHIVVAPYMSGYDF-UHFFFAOYSA-N

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General description

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.

Application

  • 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).

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

111.2 °F - closed cup

flash_point_c

44 °C - closed cup

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
STBL3447
MKCW6493
MKCW7324
MKCW0104
STBL0930

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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)
First Order Hyperpolarizabilities, NPA and Fukui Functions of Cyclohexanone by Density Functional Theory Method.
Gangadharan RP and Krishnan SS.
Acta Physica Polonica A, 127(3), 748-752 (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)
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)
Supported zirconium-based continuous-flow microreactor for effective Meerwein-Ponndorf-Verley reduction of cyclohexanone.
Koreniuk A, et al.
Catalysis Communications, 64, 48-51 (2015)
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Artículos

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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