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Merck

398241

Cyclohexanone

ACS reagent grade, ≥99.0%, liquid, suitable for analytical testing

Synonym(s):

pimelic ketone

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About This Item

Linear Formula:
C6H10(=O)
CAS Number:
108-94-1
Molecular Weight:
98.14
NACRES:
NA.21
PubChem Substance ID:
24864732
UNSPSC Code:
12352100
EC Number:
203-631-1
MDL number:
MFCD00001625
Beilstein/REAXYS Number:
385735
Assay:
≥99.0%
Grade:
ACS reagent
Bp:
155 °C (lit.)
Vapor pressure:
3.4 mmHg ( 20 °C)

Key Documents

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Product Name

Cyclohexanone, ACS reagent, ≥99.0%

InChI key

JHIVVAPYMSGYDF-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1CCCCC1

grade

ACS reagent

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 %

dilution

(for analytical testing)

impurities

≤0.05% water

evapn. residue

≤0.05%

color

APHA: ≤10

Quality Level

200

bp

155 °C (lit.)

mp

−47 °C (lit.)

density

0.947 g/mL at 25 °C (lit.)

functional group

ketone

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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

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB7339
SDBB5999
MKCZ3187
MKCZ1913
SDBB3558

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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)
Supported zirconium-based continuous-flow microreactor for effective Meerwein-Ponndorf-Verley reduction of cyclohexanone.
Koreniuk A, et al.
Catalysis Communications, 64, 48-51 (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)
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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