7108-68-1

Basic information

• Product Name: 9,10-dioxooctadecanoic acid methyl ester
• Synonyms: 9,10-dioxooctadecanoic acid methyl ester
• CAS NO: 7108-68-1
• Molecular Weight: 326.477
• Mol File: 7108-68-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 9,10-dioxooctadecanoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-dioxooctadecanoic acid methyl ester(7108-68-1)
• EPA Substance Registry System: 9,10-dioxooctadecanoic acid methyl ester(7108-68-1)

Safety Data

• Hazardous Substances Data: 7108-68-1(Hazardous Substances Data)

Upstream product

• 1115-01-1 methyl 9,10-dihydroxy stearate 
• 2566-91-8 epoxidized methyl oleate 
• 112-62-9 Methyl oleate 
• 1120-32-7 stearolic acid methyl ester 

Downstream Products

• 1115-01-1 threo-9,10-dihydroxyoctadecanoic acid methyl ester 
• 1115-01-1 erythro-9,10-dihydroxyoctadecanoic acid methyl ester 

Relevant articles and documents

A Two-Step Oxidative Cleavage of 1,2-Diol Fatty Esters into Acids or Nitriles by a Dehydrogenation–Oxidative Cleavage Sequence

Dehydrogenative oxidation of vicinal alcohols catalyzed by a commercially 64 wt.% Ni/SiO2 catalyst leads to the formation of α-hydroxyketone. This first step was developed without additional solvent according to two protocols: “under vacuum” or “with an olefin scavenger”. The synthesis of ketols was carried out with good conversions and selectivities. The recyclability of the supported nickel was also studied. Acyloin was then cleaved with oxidative reagent “formic acid/hydrogen peroxide”, which is cheap and can be used on a large scale for industrial oxidation processes. The global yield of this sequential system was up to 80 % to pelargonic acid and azelaic acid monomethyl ester without intermediate purification. By treating the acyloin intermediate with hydroxylamine, nitriles were obtained with a good selectivity.

Nitration of Olefinic and Acetylenic Fatty Acid Esters

Methyl 10-undecenoate (I) on treatment with fuming nitric acid, sodium nitrite and gl. acetic acid produces two nitro-olefins in minor amounts characterized as methyl 11-nitro-10-undecenoate (II) and methyl 10-nitro-10-undecenoate (III) and major product, methyl 11-hydroxy-10-nitroundecanoate (IV).Under similar conditions, methyl 10-undecynoate (Va) produces methyl 11-nitro-10-oxoundecanoate (VI) and methyl 9-undecynoate (Vb) furnishes methyl 10-nitro-9-oxoundecanoate (VII).However, methyl 9-octadecynoate (VIII) with excess HNO3 affords methyl 9,10-dioxooctadecanoate (IX), half ester of azelaic acid (X) and methyl 10(11)-oxo-11(10)-nitrooctadecanoate (XI).Structures of these products have been established by their spectral data and elemental analyses.