Cyclooctanone

Cyclooctanone Structure
Cyclooctanone structure
Common Name Cyclooctanone
CAS Number 502-49-8 Molecular Weight 126.196
Density 0.9±0.1 g/cm3 Boiling Point 193.2±8.0 °C at 760 mmHg
Molecular Formula C8H14O Melting Point 32-41 °C(lit.)
MSDS Chinese USA Flash Point 72.8±0.0 °C
Symbol GHS07
GHS07
Signal Word Warning

Rh(I)-catalyzed intramolecular [3 + 2] cycloaddition of trans-vinylcyclopropane-enes.

J. Am. Chem. Soc. 130(23) , 7178-9, (2008)

Vinylcyclopropane (VCP) has been well applied as a five-carbon component, rather than a three-carbon component, in transition-metal catalyzed cycloadditions. Here we demonstrate a Rh(I)-catalyzed [3 + 2] reaction of trans-VCP-enes, where VCP acts as a three-c...

Total synthesis of (+/-)-asteriscanolide.

J. Org. Chem. 66(22) , 7443-8, (2001)

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 pr...

Synthesis and antimicrobial evaluation of some new cyclooctanones and cyclooctane-based heterocycles.

Arch. Pharm. (Weinheim) 345(3) , 231-9, (2012)

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 imi...

A straightforward route to stereodefined functionalized cycloheptanols and cyclooctanols.

J. Org. Chem. 65(12) , 3869-74, (2000)

A novel and efficient synthesis of bicyclo[2.2.2]octenones and sigmatropic shifts in ground and excited states: stereoselective route to cis-decalins and diquinane frameworks.

J. Org. Chem. 70(3) , 973-81, (2005)

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 hav...

In vitro co-metabolism of ethanol and cyclic ketones.

Toxicology 177(2-3) , 207-13, (2002)

The paper presents the results of studies concerning the effects of four cyclic ketones, i.e. cyclopentanone (Pen), cyclohexanone (Hex), cycloheptanone (Hep) and cyclooctanone (Oct) on metabolism of ethanol (EtOH) in vitro. The fraction S9 (supernatant with t...

Effects of external chemical environment on the developing olfactory bulbs of the mouse (Mus musculus).

Brain Res. Bull. 13(4) , 541-7, (1984)

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 accelerated ...

Preparation of useful synthetic intermediates of Taxol analogs, cyclooctenone derivatives.

Chem. Pharm. Bull. 45(12) , 2113-5, (1997)

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 deoxygena...

Intramolecular aldol cyclization of C-4-ulopyranosyl-2'-oxoalkanes controlled by steric effects. Asymmetric synthesis of substituted 8-oxabicyclo[3.2.1]octanones and -octenones and cyclopentenones.

Carbohydr. Res. 339(15) , 2475-85, (2004)

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...

Construction of AB-ring system of taxane framework by A-ring annulation strategy: synthesis of 1-hydroxy-8,11,11-trimethylbicyclo-[5.3.1]undec-7-en-9-one by way of intramolecular aldol cyclization to form the C1-C10 bond.

Chem. Pharm. Bull. 45(12) , 1898-905, (1997)

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-hydrox...