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Merck
CN

29140

Cyclohexanone

≥99.5% (GC), suitable for GC/GC, puriss. p.a.

Synonym(s):

pimelic ketone

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About This Item

Linear Formula:
C6H10(=O)
CAS Number:
Molecular Weight:
98.14
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
203-631-1
MDL number:
Beilstein/REAXYS Number:
385735
Assay:
≥99.5% (GC)
Technique(s):
GC/GC: suitable
Bp:
155 °C (lit.)
Vapor pressure:
3.4 mmHg ( 20 °C)
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Product Name

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

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 %

technique(s)

GC/GC: suitable

impurities

≤0.5% water

evapn. residue

≤0.05%

refractive index

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

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

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.


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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

flash_point_f

111.2 °F - closed cup

flash_point_c

44 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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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)
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)



Global Trade Item Number

SKUGTIN
29140-100ML04061826590935
29140-1L04061838252890
29140-500ML04061826590942