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Merck
CN

29620

Cyclooctanone

purum, ≥95.0% (GC)

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About This Item

Linear Formula:
C8H14(=O)
CAS Number:
Molecular Weight:
126.20
EC Number:
207-940-2
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1280738
MDL number:
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grade

purum

assay

≥95.0% (GC)

bp

195-197 °C (lit.)

mp

32-41 °C (lit.)

solubility

methanol: soluble 1 g/10 mL, clear to very faintly turbid, colorless

density

0.958 g/mL at 25 °C (lit.)

SMILES string

O=C1CCCCCCC1

InChI

1S/C8H14O/c9-8-6-4-2-1-3-5-7-8/h1-7H2

InChI key

IIRFCWANHMSDCG-UHFFFAOYSA-N

General description

Phase transition from liquid to disordered (plastic) solid phase of cyclooctanone has been studied by dielectric methods.

Application

Cyclooctanone has been used in the preparation of:
  • sulfonylbicyclo[3.2.0]heptan-1-ols, sulfonylbicyclo[5.2.0]-nonan-1-ols and sulfonylbicyclo[6.2.0]decan-1-ols
  • 14-membered lactones


pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

165.2 °F

flash_point_c

74 °C

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Jolanta Swiergiel et al.
The journal of physical chemistry. B, 116(12), 3789-3794 (2012-03-08)
The dielectric studies performed for cyclooctanone in its static dielectric regime have shown that at the phase transition from liquid to disordered (plastic) solid phase of the compound, the following singular phenomena occur: (a) the static permittivity (ε(s)) exhibits a
Synthesis of 14-Membered Lactones from Cyclooctanone.
Aono T and Hesse T.
Helvetica Chimica Acta, 67(6), 1448-1452 (1984)
Korany A Ali et al.
Archiv der Pharmazie, 345(3), 231-239 (2011-11-03)
The versatile synthon (E)-2-((dimethyl amino)methylene)cyclooctanone (2) was used as a key intermediate for the synthesis of cyclooctanones and cyclooctane-based heterocycles with pyrazole, isoxazole, pyrimidine, pyrazolopyrimidine, triazolopyrimidine and imidazopyrimidine derivatives via its reactions with several nitrogen nucleophiles. The newly synthesized compounds