36651-38-4

Usage

Type of compound

Ethyl ester derivative of 10-oxoundecanoic acid

Structure

Saturated ketone

Industrial applications

Used as a solvent, intermediate in chemical synthesis, and flavoring agent

Sensory properties

Pleasant fruity odor

Usage in fragrances

Commonly used in perfumes and personal care products

Antimicrobial properties

Used in pharmaceutical and cosmetic products for preservative effects

Environmental impact

Not considered particularly hazardous, but should be handled and disposed of properly to avoid contamination

Physical state

Likely a liquid at room temperature (based on molecular weight and structure)

Solubility

Soluble in organic solvents, such as ethanol, acetone, and diethyl ether (based on its ester functional group)

Upstream product

• 692-86-4 ethyl 10-undecenenoate 
• 64-17-5 ethanol 
• 105462-90-6 ethyl 9-(oxiran-2-yl)nonanoate 
• 6946-46-9 9-ethoxycarbonylnonanoic acid chloride 
• 917-65-7 methylaluminum dichloride 
• 18815-73-1 methylzinc iodide 
• 506-82-1 dimethylcadmium 

Downstream Products

• 676-00-6 10-oxo-undecanoic acid 
• 173219-32-4 4-(11-azidoundecyl-2-amino)quinazoline 
• 5227-24-7 (2S,5R,6R)-12-(5-hydroxy-6-methyl-piperidin-2-yl)-dodecan-2-one 
• 63394-83-2 Aethyl-10-hydroxy-10-(1'-phenylthiocycloprop-1'-yl)undecanoat 

Relevant academic research and scientific papers

Insecticidal quinazoline derivatives with (trifluoromethyl)diazirinyl and azido substituents as NADH:ubiquinone oxidoreductase inhibitors and candidate photoaffinity probes

Two candidate photoaffinity probes are designed from 4-substituted quinazolines known to be potent insecticides/acaricides and NADH:ubiquinone oxidoreductase inhibitors acting at or near the rotenone site. 4-(11- Azidoundecyl-2-amino)quinazoline, based on the undecylamino analog SAN 548A as a prototype, was synthesized in 18% overall yield from ethyl 10- undecenoate by oxidation of the terminal double bond, reductive amination, coupling to 4-chloroquinazoline, and functional group manipulation of the terminal ethyl ester to an alcohol, a mesylate and finally nucleophilic displacement with azide ions. 4-(4-(3-(Trifluoromethyl)-3H-diazirin-3- yl)phenethoxy)quinazoline [the (trifluoromethyl)diazirinyl analog of fenazaquin insecticide/acaricide] was prepared from 4-bromophenethyl alcohol in 31% overall yield by first introducing the trifluoromethylketone moiety followed by its conversion to the (trifluoromethyl)-diazirine and finally coupling to 4-chloroquinazoline as above. Both candidate photoaffinity probes have the inhibitory potency of rotenone (IC50 of 3-4 nM in each case). The azidoundecylamino compound has inadequate photoreactivity whereas that of the (trifluoromethyl)diazirinyl analog is ideal at 350 nm. Radiosynthesis of the latter photoaffinity ligand included introduction of the diazirinyl moiety as the carbene precursor, oxidation of (trifluoromethyl)diazirinylphenethyl alcohol to the corresponding acid with Jones' reagent, and reduction of the phenacetyl chloride intermediate with sodium borotritide to incorporate tritium.

A palladium(II) catalyst for oxygenation of terminal olefins with molecular oxygen

Oxidation of terminal olefins with molecular oxygen by a catalyst system consisting of acetoxime, CuCl, and PdCl2 in anhydrous acetone gives the corresponding methyl ketones.

A New Synthesis of 2-(6-Methoxycarbonylhexyl)-cyclopent-2-en-1-one

A new, simple and short route to 2-(6-methoxycarbonylhexyl)-cyclopent-2-en-1-one (overall yield:33percent) starting from ethyl-10-undecenoate is reported.The main feature of this synthesis is a new cobalt-catalyzed carbonylation of the intermediate epoxide, which occurs with satisfactory yield under very mild conditions.