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Key Documents

C109800

Sigma-Aldrich

Cyclooctanone

98%

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About This Item

Linear Formula:
C8H14(=O)
CAS Number:
Molecular Weight:
126.20
Beilstein:
1280738
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

crystals

bp

195-197 °C (lit.)

mp

32-41 °C (lit.)

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

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Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

165.2 °F

Flash Point(C)

74 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Wei Zou et al.
Carbohydrate research, 339(15), 2475-2485 (2004-10-13)
Whereas C-2- and 4-ulopyranosyl compounds (C-2- and C-4-ulosides) can be converted to cyclopentenones under base conditions through beta-elimination and ring contraction, base-initiated beta-elimination of C-glycosyl 2'-aldehydes and 2'-ketones results in the formation of acyclic alpha,beta-unsaturated aldehydes or ketones. By combining
K Yamada et al.
Chemical & pharmaceutical bulletin, 45(12), 2113-2115 (1998-01-20)
Stereoselective syntheses of omega-(alpha-bromoketo) octanals and nonanal with oxygenated functions and formation of the corresponding eight-membered carbocyclic aldols by subsequent samarium(II)-mediated cyclization are demonstrated. Cyclooctenones deoxygenated at the C2 or C10 position in the taxane framework are prepared by dehydration
Vishwakarma Singh et al.
The Journal of organic chemistry, 70(3), 973-981 (2005-01-29)
A new and efficient synthesis of a variety of highly embellished bicyclooctenones having an endo-vinyl moiety and their sigmatropic shifts in ground and excited states leading to a stereoselective route to substituted cis-decalins and diquinane frameworks have been described. Functionalized
K Yamada et al.
Chemical & pharmaceutical bulletin, 45(12), 1898-1905 (1998-01-20)
Construction of the AB-ring system of the taxane framework via an A-ring annulation strategy was demonstrated by base-mediated intramolecular aldol reaction of (Z)-2,2-dimethyl-3-(1-methyl-2-oxopropylidene)cyclooctanone, affording the title compound, 1-hydroxy-8,11,11-trimethylbicyclo[5.3.1]undec-7-en-9-one. A cyclization precursor, the tetra-substituted (Z)-alkene, was prepared from the corresponding cyclooctanone

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