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29140

Sigma-Aldrich

Cyclohexanone

puriss. p.a., ≥99.5% (GC)

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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

vapor density

3.4 (vs air)

Quality Level

vapor pressure

3.4 mmHg ( 20 °C)

grade

puriss. p.a.

Assay

≥99.5% (GC)

autoignition temp.

788 °F

expl. lim.

1.1 %, 100 °F
9.4 %

impurities

≤0.5% water

evapn. residue

≤0.05%

refractive index

n20/D 1.450 (lit.)
n20/D 1.450

bp

155 °C (lit.)

mp

−47 °C (lit.)

density

0.947 g/mL at 25 °C (lit.)

cation traces

Al: ≤0.5 mg/kg
Ba: ≤0.1 mg/kg
Bi: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.02 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.1 mg/kg
K: ≤0.5 mg/kg
Li: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Mo: ≤0.1 mg/kg
Na: ≤0.5 mg/kg
Ni: ≤0.02 mg/kg
Pb: ≤0.1 mg/kg
Sr: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

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
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Cyclohexanone puriss. p.a., ≥99.5% (GC)

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Cyclohexanone

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)

grade

puriss. p.a.

grade

-

grade

-

grade

-

assay

≥99.5% (GC)

assay

99.8%

assay

≥99% (GC)

assay

≥99.5% (GC)

autoignition temp.

788 °F

autoignition temp.

788 °F

autoignition temp.

-

autoignition temp.

788 °F

expl. lim.

1.1 %, 100 °F, 9.4 %

expl. lim.

1.1 %, 100 °F, 9.4 %

expl. lim.

-

expl. lim.

1.1 %, 100 °F, 9.4 %

General description

Cyclohexanone is a cyclic ketone mainly used as an intermediate in the synthesis of nylon.

Application

Cyclohexanone may undergo asymmetric Michael addition with aryl and alkyl nitroolefins in the presence of pyrrolidine-urea based catalysts to form the corresponding adducts. It may also be used in the synthesis of a wide range of compounds such as adipic acid, 2-(hydroxy(phenyl)methyl)cyclohexanone, 2-allylcyclohexan-1-one, tetrasubstituted propargylamines and N-cyclohexyl-benzyl amine derivatives.

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

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MMYOMAG-74K-13

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Braun M, et al
Organic Syntheses, 86, 47-47 (2009)
Pyrrolidine- thiourea as a bifunctional organocatalyst: highly enantioselective Michael addition of cyclohexanone to nitroolefins
Cao CL, et al
Organic Letters, 8(14), 2901-2904 (2006)
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)
Aldol Condensation of Cyclohexanone and Synthesis of Acetal or Ketals [J]. J. Jilin
Yiezhi L, et al.
Journal of Jilin University (Science Edition) / Chi Lin Ta Hsueh Hsueh Pao (Li Hsueh Pan ), 2, 021-021 (1989)

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