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C102180

Sigma-Aldrich

Cyclohexanone

ReagentPlus®, 99.8%

Synonym(s):

pimelic ketone

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25 ML
$28.69
1 L
$63.30
4 L
$159.00
17 L
$426.00

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25 ML
$28.69
1 L
$63.30
4 L
$159.00
17 L
$426.00

About This Item

Linear Formula:
C6H10(=O)
CAS Number:
Molecular Weight:
98.14
Beilstein/REAXYS Number:
385735
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
assay:
99.8%
bp:
155 °C (lit.)
vapor pressure:
3.4 mmHg ( 20 °C)

$28.69

List Price$36.00Save 20%
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Available to ship onMay 01, 2025Details


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vapor density

3.4 (vs air)

Quality Level

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.)

pH

~7 (20 °C, 70 g/L)

bp

155 °C (lit.)

mp

−47 °C (lit.)

density

0.947 g/mL at 25 °C (lit.)

functional group

ketone

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 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

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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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)
Green and Sustainable Heterogeneous Organo-Catalyst for Asymmetric Aldol Reactions.
Sadiq M, et al.
Modern Research in Catalysis, 4(2), 43-43 (2015)
Synthesis of tetrasubstituted propargylamines from cyclohexanone by solvent-free copper (II) catalysis.
Palchak ZL, et al.
Green Chemistry, 17(3), 1802-1810 (2015)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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