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C102180

Sigma-Aldrich

Cyclohexanone

ReagentPlus®, 99.8%

Synonym(s):

pimelic ketone

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About This Item

Linear Formula:
C6H10(=O)
CAS Number:
108-94-1
Molecular Weight:
98.14
Beilstein:
385735
EC Number:
203-631-1
MDL number:
MFCD00001625
UNSPSC Code:
12352100
PubChem Substance ID:
24892304
NACRES:
NA.21
bp:
155 °C (lit.)
vapor pressure:
3.4 mmHg ( 20 °C)

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vapor density

3.4 (vs air)

Quality Level

200

vapor pressure

3.4 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

99.8%

form

liquid

autoignition temp.

788 °F

expl. lim.

1.1 %, 100 °F
9.4 %

dilution

(for general lab use)

refractive index

n20/D 1.450 (lit.)

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application(s)

environmental
pharmaceutical (small molecule)

application(s)

environmental
pharmaceutical (small molecule)

application(s)

environmental
pharmaceutical (small molecule)

application(s)

environmental
pharmaceutical (small molecule)

format

multi-component solution

format

-

format

multi-component solution

format

multi-component solution

Quality Level

300

Quality Level

300

Quality Level

300

Quality Level

300

grade

certified reference material, pharmaceutical secondary standard

grade

certified reference material, pharmaceutical secondary standard

grade

certified reference material, pharmaceutical secondary standard

grade

certified reference material, pharmaceutical secondary standard

storage temp.

2-30°C

storage temp.

2-30°C

storage temp.

2-30°C

storage temp.

2-30°C

agency

suitable for USP 467

agency

suitable for USP 467, traceable to USP 1601306

agency

suitable for USP 467, traceable to USP 1601292

agency

suitable for USP 467, traceable to Ph. Eur. R0250000, traceable to USP 1601102

General description

Cyclohexanone is a cyclic ketone that can be prepared by either the oxidation of cyclohexane or the hydrogenation of phenol. It is an important raw material in the production of caprolactam, adipic acid, and nylon. It is also used as a solvent in insecticides, wood stains, paint and varnish removers, spot removers, cellulosics, and natural and synthetic resins and lacquers.

Application

Cyclohexanone can be used as a reactant to synthesize:
  • Secondary amines by reductive amination.
  • Adipic acid.
  • Tetrasubstituted propargylamines.
It can also be used as a solvent in the triphenylmethyl chloride-initiated atom transfer radical polymerization of styrene to prepare polystyrene in the presence of a catalyst.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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

    • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number
    SDBB3616
    MKCX5620
    SDBB2148
    MKCX1371
    MKCW1839

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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)
    Green and Sustainable Heterogeneous Organo-Catalyst for Asymmetric Aldol Reactions.
    Sadiq M, et al.
    Modern Research in Catalysis, 4(2), 43-43 (2015)
    View All Related Papers

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