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398241

Sigma-Aldrich

Cyclohexanone

ACS reagent, ≥99.0%

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Synonym(s):
pimelic ketone
Linear Formula:
C6H10(=O)
CAS Number:
Molecular Weight:
98.14
Beilstein:
385735
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

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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This Item
C102180CX233502482
Cyclohexanone ACS reagent, ≥99.0%

Sigma-Aldrich

398241

Cyclohexanone

Cyclohexanone ReagentPlus®, 99.8%

Sigma-Aldrich

C102180

Cyclohexanone

Cyclohexanone Meets ACS Specifications GR ACS

Supelco

CX2335

Cyclohexanone

Cyclohexanone analytical standard

Supelco

02482

Cyclohexanone

vapor density

3.4 (vs air)

vapor density

3.4 (vs air)

vapor density

-

vapor density

3.4 (vs air)

vapor pressure

3.4 mmHg ( 20 °C)

vapor pressure

3.4 mmHg ( 20 °C)

vapor pressure

4.5 hPa ( 20 °C)

vapor pressure

3.4 mmHg ( 20 °C)

assay

≥99.0%

assay

99.8%

assay

≥99% (GC)

assay

≥99.9% (GC)

form

liquid

form

liquid

form

liquid

form

-

autoignition temp.

788 °F

autoignition temp.

788 °F

autoignition temp.

-

autoignition temp.

788 °F

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.

Signal Word

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 Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

111.2 °F - closed cup

Flash Point(C)

44 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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25G
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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)
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)
Synthesis of tetrasubstituted propargylamines from cyclohexanone by solvent-free copper (II) catalysis.
Palchak ZL, et al.
Green Chemistry, 17(3), 1802-1810 (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)

Articles

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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