Ozonolysis of unsaturated fatty acids. II. Esterification of the total products from the oxidative decomposition of ozonides with 2,2-dimethoxypropane

Castell, John D.; Ackman, R. G.

doi:10.1139/v67-232

Cited by 12 publications

(2 citation statements)

References 21 publications

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“…In the second step, the 1,2,4-trioxolane is transformed to carboxylic acids (Figure ). Tremendous efforts have been done to modify the ozonolysis process to improve the azelaic acid yield. − …”

Section: Oxidation Of Fatty Acidsmentioning

confidence: 99%

Sustainable Productions of Organic Acids and Their Derivatives from Biomass via Selective Oxidative Cleavage of C–C Bond

et al. 2018

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Biomass is renewable and the most abundant carbon resource, and it shows great potential for sustainable production of chemicals in the future. With respect to limited fossil reserves, biomass conversion has aroused global attention. The use of biomass as a resource has developed rapidly in recent years, and various kinds of chemicals could be produced from biomass. Although biomass is annually renewable and abundant, it is important to process it in the most efficient way. Before rushing into biomass conversion, it is necessary to consider what chemicals are reasonably and economically produced from biomass. In this Review, we first analyzed the products from biomass based on the structural properties and economics. Taking into account the oxygen-rich character of the feedstock, it is a reasonable route to convert the biomass into valuable oxygen-containing fine chemicals, among which organic acids are one class of important and widely used fine chemicals. Then, we provided insights into the recent progress in the oxidative cleavage of biomass into organic acids and their derivatives, such as esters and anhydrides. The biomass resources cover the lignocellulose biomass, sugars, chitin, platform molecules, and fats. As biomass resources are generally polymers and the C–C bond is the backbone, the oxidative cleavage of C–C bond can break up the biomass to small molecules and introduce acid functionality at the same time. This Review particularly focuses on the generation of acids via a C–C bond-oxidative-cleavage process. Various methods, catalytic systems, and C–C bond-cleavage mechanisms are summarized. Finally, we conclude with mentioning the challenges in the oxidative conversion of biomass and the possible research direction in this area.

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Section: Oxidation Of Fatty Acidsmentioning

confidence: 99%

Sustainable Productions of Organic Acids and Their Derivatives from Biomass via Selective Oxidative Cleavage of C–C Bond

et al. 2018

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“…Ozonolysis was carried out in methanol with oxidative work-up (13). Products were identified through direct GLC of C s -C] 2 monocarboxylic acids (14) and by in situ esterification with 2,2-dimethoxypropane (13) for study of methyl esters of mono-and dicarboxylic acids.…”

Section: Methodsmentioning

confidence: 99%

trans‐6‐Hexadecenoic acid in the Atlantic leatherbackDermochelys coriacea coriaceaL. and other marine turtles

Hooper¹,

Ackman²

1970

Lipids

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Depot fat from the Atlantic leatherback turtle (Dermochelys coriacea coriacea L.) was shown to contain ≈3% oftrans-6-hexadecenoic acid. Structural details were elucidated through comparative aspects of isolation techniques, NMR, IR, hydrogenation, oxidative fission, etc., and confirmed by similarity of properties with those of a sample of fatty acid of this structure isolated from the seed oil ofPicramnia sellowii. One additional leather-back turtle oil sample, and depot fat from two other marine turtles, the loggerhead (Caretta caretta caretta) and ridley (Lepidochelys olivacea kempi) contained this acid, that from the ridley in a lower proportion. No corresponding C18 acid was detected in the leatherback oil.

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Potential for More Efficient Methods for Lipid‐Analysis

Ackman

1980

Fette, Seifen, Anstrichm.

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Ozonolysis of unsaturated fatty acids. II. Esterification of the total products from the oxidative decomposition of ozonides with 2,2-dimethoxypropane

Cited by 12 publications

References 21 publications

Sustainable Productions of Organic Acids and Their Derivatives from Biomass via Selective Oxidative Cleavage of C–C Bond

Sustainable Productions of Organic Acids and Their Derivatives from Biomass via Selective Oxidative Cleavage of C–C Bond

trans‐6‐Hexadecenoic acid in the Atlantic leatherbackDermochelys coriacea coriaceaL. and other marine turtles

Potential for More Efficient Methods for Lipid‐Analysis

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