18229-30-6

Usage

Uses

Used in Food Industry:
9,10-Octadecanedione is used as a flavoring agent for its buttery or creamy flavor, enhancing the taste of a variety of food products.
Used in Cosmetic Industry:
9,10-Octadecanedione is used as a fragrance ingredient in the cosmetic industry, providing a creamy, dairy-like scent to products.
Used as a Chemical Intermediate:
9,10-Octadecanedione serves as a chemical intermediate in the production of other organic compounds, contributing to the synthesis of various chemical products.

Upstream product

• 591-50-4 iodobenzene 
• 111-66-0 oct-1-ene 
• 201230-82-2 carbon monoxide 
• 100-39-0 benzyl bromide 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 15962-87-5 octadecane-9,10-diol 

Relevant academic research and scientific papers

Palladium-catalyzed reactions of acylzirconocene chloride with organic halides

Palladium-catalyzed reactions of nonanoylzirconocene chloride 1 with aryl halide, acid halides, and allylic halides gave the acylated compounds through a nucleophilic attack of an 'unmasked' acyl anion in fair to excellent yields. In an analogous way, allylic acetate gave an acyl substituted product through the reaction of 1.

Homogeneous and heterogeneous catalytic (dehydrogenative) oxidation of oleochemical 1,2-diols to α-hydroxyketones

Herein, the preparation of methyl oleate α-hydroxyketone from the corresponding 1,2-diol was investigated using both homogeneous and heterogeneous systems. Homogeneous conditions using a Pd(OAc)2/neocuproine complex were first developed using oxygen as a sole oxidant under mild conditions (MeOH, 50 °C). Under these conditions, the conversion of diol reached 95%, and α-hydroxyketone was obtained with 97% selectivity. The access to α-hydroxyketone has also been studied by dehydrogenation using a range of heterogeneous catalysts under solvent-free conditions at high temperatures (160-180 °C). Dehydrogenation using activated Ru/C under vacuum provided α-hydroxyketone with 93% conversion and 82% GC yield. The optimized conditions were applied to a range of oleochemical diols, including a vegetable oil derivative, to obtain the corresponding α-hydroxyketones with up to 74% isolated yields.

Pd-catalyzed regioselective acylation of α,β-unsaturated ketone derivatives by acylzirconocene chloride as an acyl group donor

Acylzirconocene chlorides reacted with α,β-unsaturated ketones (α,β-enone or -ynone) to give regioselectively 1,2- or 1,4-products under Pd-catalyzed conditions. In the reactions of α,β-enones, excellent regioselectivity was attained by the choice of the