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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/REAXYS Number:
1280738
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form:
crystals
assay:
98%

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

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

165.2 °F

flash_point_c

74 °C

ppe

Eyeshields, Gloves, type N95 (US)


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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
M E Krafft et al.
The Journal of organic chemistry, 66(22), 7443-7448 (2001-10-30)
The total synthesis of asteriscanolide (1) has been achieved by taking advantage on an intermolecular Pauson-Khand cycloaddition and a ring-closing metathesis as key bond-forming transformations. The approach incorporates the cyclooctane stereogenic center prior to ring formation. Interestingly, the ring-closing metathesis
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
F E Harvey et al.
Brain research bulletin, 13(4), 541-547 (1984-10-01)
Female mice were reared in observation incubators from day 1 of life for three weeks. During that time they were continuously exposed to the odors of either cyclooctanone, adult male mouse urine or distilled water. The growth rate was temporarily
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

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