Xi:Irritant;
111-20-6Relevant articles and documents
Dytham,Weedon
, p. 246,252 (1960)
Production of dicarboxylic acids from novel unsaturated fatty acids by laccase-catalyzed oxidative cleavage
Takeuchi, Michiki,Kishino, Shigenobu,Park, Si-Bum,Kitamura, Nahoko,Watanabe, Hiroko,Saika, Azusa,Hibi, Makoto,Yokozeki, Kenzo,Ogawa, Jun
, p. 2132 - 2137 (2016)
The establishment of renewable biofuel and chemical production is desirable because of global warming and the exhaustion of petroleum reserves. Sebacic acid (decanedioic acid), the material of 6,10-nylon, is produced from ricinoleic acid, a carbonneutral material, but the process is not eco-friendly because of its energy requirements. Laccase-catalyzing oxidative cleavage of fatty acid was applied to the production of dicarboxylic acids using hydroxy and oxo fatty acids involved in the saturation metabolism of unsaturated fatty acids in Lactobacillus plantarum as substrates. Hydroxy or oxo fatty acids with a functional group near the carbon-carbon double bond were cleaved at the carbon-carbon double bond, hydroxy group, or carbonyl group by laccase and transformed into dicarboxylic acids. After 8 h, 0.58 mM of sebacic acid was produced from 1.6 mM of 10-oxo-cis-12,cis-15-octadecadienoic acid (αKetoA) with a conversion rate of 35% (mol/mol). This laccase-catalyzed enzymatic process is a promising method to produce dicarboxylic acids from biomass-derived fatty acids.
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Stoll,Hulstkamp
, p. 1815,1820 (1947)
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Transformations of peroxide ozonolysis products of terminal olefins treated with tosylhydrazide
Legostaeva, Yu. V.,Garifullina,Nazarov,Kravchenko,Kravchenko,Ishmuratov, G. Yu.
, p. 1708 - 1710 (2016)
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Aerobic oxidation of cycloalkanes, alcohols and ethylbenzene catalyzed by the novel carbon radical chain promoter NHS (N-hydroxysaccharin)
Baucherel, Xavier,Gonsalvi, Luca,Arends, Isabel W. C. E.,Ellwood, Simon,Sheldon, Roger A.
, p. 286 - 296 (2004)
Replacement of Ishii's N-hydroxyphthalimide (NHPI) with the novel carbon radical chain promoter N-hydroxysaccharin (NHS) affords, in combination with metal salts, notably Co, or other additives, selective catalytic autoxidation of hydrocarbons, alcohols and alkylbenzenes under mild conditions (25-100°C, O2 1 atm). The effects of solvent, temperature and the nature of the additives were investigated to give an optimised oxidation protocol for the various systems. The NHS/Co combination was more reactive than NHPI/Co in the autoxidation of cycloalkanes. In contrast, the opposite order of reactivity was observed in the autoxidation of ethylbenzene and alcohols. It is suggested, on the basis of bond dissociation energy (BDE) considerations, that this is a result of a change in the rate-limiting step with the more reactive ethylbenzene and alcohol substrates. In the autoxidation of the model cycloalkane, cyclododecane, the best results (90% selectivity to a 4:1 mixture of alcohol and ketone at 24% conversion) were obtained with NHS/Co(acac)3 in PhCF3 at 80°C. Competition experiments revealed that, in contrast to what is commonly believed, formation of the dicarboxylic acid by ring opening is not a result of further oxidation of the ketone product. It is suggested that ring opened products are a result of β-scission of the cycloalkoxy radical formed via (metal-catalysed) decomposition of the hydroperoxide. This is suppressed in the presence of NHS (or NHPI) which efficiently scavenge the alkoxy radicals.
Molecularization of Bitter Off-Taste Compounds in Pea-Protein Isolates (Pisum sativum L.)
Gl?ser, Peter,Dawid, Corinna,Meister, Stefanie,Bader-Mittermaier, Stephanie,Schott, Michael,Eisner, Peter,Hofmann, Thomas
, p. 10374 - 10387 (2020)
Activity-guided fractionations, combined with taste dilution analyses (TDA), were performed to locate the key compounds contributing to the bitter off-taste of pea-protein isolates (Pisum sativum L.). Purification of the compounds perceived with the highe
A Very Useful and Mild Method for the Protection and Deprotection of Carboxylic Acids
Cossy, Janine,Albouy, Arnaud,Scheloske, Michael,Pardo, Domingo Gomez
, p. 1539 - 1540 (1994)
3-Methylbut-2-enoate carboxylic acid can be a good protecting group of carboxylic acids and can be removed easily by using iodine in cyclohexane at room temperature.Key words: Protection, deprotection, 3-methylbut-2-enoate carboxylic acid, iodine.
Direct and Selective Synthesis of Adipic and Other Dicarboxylic Acids by Palladium-Catalyzed Carbonylation of Allylic Alcohols
Beller, Matthias,Ge, Yao,Huang, Weiheng,Jackstell, Ralf,Liu, Jiawang,Neumann, Helfried,Yang, Ji
supporting information, p. 20394 - 20398 (2020/09/21)
A general and direct synthesis of dicarboxylic acids including industrially important adipic acid by palladium-catalyzed dicarbonylation of allylic alcohol is reported. Specifically, the combination of PdCl2 and a bisphosphine ligand (HeMaRaphos) promotes two different carbonylation reactions with high activity and excellent selectivity.
PROCESS FOR THE CO-PRODUCTION OF LONG CHAIN AMINO ACIDS AND DIBASIC ACIDS
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Paragraph 0063-0065, (2019/02/01)
There is disclosed a process for the co-production of long chain ω-amino acid and long chain dibasic acid, comprising: (1) reacting long chain ketoacid derivative with hydroxylamine or subjecting ketoacid derivative to an ammoximation to yield oxime derivative; (2) subjecting oxime derivative to Beckmann rearrangement to yield a mixture of mixed amide derivatives; (3) hydrolyzing the mixed amide derivatives to produce long chain ω-amino acid and long chain dibasic acid.
