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MilliporeSigma

29140

Sigma-Aldrich

Cyclohexanone

puriss. p.a., ≥99.5% (GC)

Sinónimos:

pimelic ketone

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About This Item

Fórmula lineal:
C6H10(=O)
Número de CAS:
Peso molecular:
98.14
Beilstein/REAXYS Number:
385735
EC Number:
MDL number:
UNSPSC Code:
12352100
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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Categorías relacionadas

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.

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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Visite la Librería de documentos

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)
(S)-(-)-2-allylcyclohexanone
Braun M, et al
Organic Syntheses, 86, 47-47 (2009)
194. A synthesis of vitamin a from cyclohexanone.
Attenburrow J, et al.
Journal of the Chemical Society, 1094-1111 (1952)
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)

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