3724-65-0Relevant articles and documents
Role of peroxy compounds in oxidation of crotonaldehyde with molecular oxygen
Fedevich,Levush,Fedevich,Kit
, p. 998 - 1001 (2004)
Oxidation of crotonaldehyde with molecular oxygen and the role of percrotonic acid accumulating in the process were studied.
Flower-like Au/Ni-Al hydrotalcite with hierarchical pore structure as a multifunctional catalyst for catalytic oxidation of alcohol
Du,Jin,Feng,Zhang,He,Li
, p. 3216 - 3225 (2015)
Flower-like hierarchical Au/NiAl-LDH catalysts were synthesized for selective oxidation of alcohols. The abundant hydrogen vacancies at the edge of the flowers as nucleation centers contributed to the uniform dispersion of Au NPs. The confinement effect of the hierarchical pores promoted 60% higher activity than the common Au/NiAl-LDH nanoparticle catalyst in the oxidation of benzyl alcohol by heightening the effective collisions between substrates and active sites. The evolution process of the hierarchical pores in the support was further proposed. Moreover, the reaction mechanism of the cooperation among Bronsted base sites, NiIII coordinatively unsaturated metal sites and isolated gold cations was concretely proved. In the oxidation of other typical alcoholic substrates, the flower-like catalyst showed higher activity than the common nanoparticle one except for linear alcohols, which could be attributed to the shape selectivity of straight macropores.
Synthesis of α,β- and β-Unsaturated Acids and Hydroxy Acids by Tandem Oxidation, Epoxidation, and Hydrolysis/Hydrogenation of Bioethanol Derivatives
Faria, Jimmy,Komarneni, Mallik R.,Li, Gengnan,Pham, Tu,Resasco, Daniel E.,Ruiz, Maria P.,Santhanaraj, Daniel
supporting information, p. 7456 - 7460 (2020/03/23)
We report a reaction platform for the synthesis of three different high-value specialty chemical building blocks starting from bio-ethanol, which might have an important impact in the implementation of biorefineries. First, oxidative dehydrogenation of ethanol to acetaldehyde generates an aldehyde-containing stream active for the production of C4 aldehydes via base-catalyzed aldol-condensation. Then, the resulting C4 adduct is selectively converted into crotonic acid via catalytic aerobic oxidation (62 % yield). Using a sequential epoxidation and hydrogenation of crotonic acid leads to 29 % yield of β-hydroxy acid (3-hydroxybutanoic acid). By controlling the pH of the reaction media, it is possible to hydrolyze the oxirane moiety leading to 21 % yield of α,β-dihydroxy acid (2,3-dihydroxybutanoic acid). Crotonic acid, 3-hydroxybutanoic acid, and 2,3-dihydroxybutanoic acid are archetypal specialty chemicals used in the synthesis of polyvinyl-co-unsaturated acids resins, pharmaceutics, and bio-degradable/ -compatible polymers, respectively.
Integrated photocatalytic-biological treatment of triazine-containing pollutants
Chan, Cho Yin,Chan, Ho Shing,Wong, Po Keung
, p. 371 - 380 (2019/02/07)
The degradation of triazine-containing pollutants including simazine, Irgarol 1051 and Reactive Brilliant Red K-2G (K-2G) by photocatalytic treatment was investigated. The effects of titanium dioxide (TiO2) concentration, initial pH of reaction mixture, irradiation time and ultraviolet (UV) intensity on photocatalytic treatment efficiency were examined. Complete decolorization of K-2G was observed at 60 min photodegradation while only 15 min were required to completely degrade simazine and Irgarol 1051 under respective optimized conditions. High-performance liquid chromatography (HPLC), gas chromatography/mass spectrometry (GC/MS) and ion chromatography (IC) were employed to identify the photocatalytic degradation intermediates and products. Dealkylated intermediates of simazine, deisopropylatrazine and deethyldeisopropylatrazine, and Irgarol 1051 were detected by GC/MS in the initial phase of degradation. Complete mineralization could not be achieved for all triazine-containing pollutants even after prolonged (>72 h) UV irradiation due to the presence of a photocatalysis-resistant end product, cyanuric acid (CA). The toxicities of different compounds before and after photocatalytic treatment were also monitored by three bioassays. To further treat the photocatalysis-resistant end product, a CA-degrading bacterium was isolated from polluted marine sediment and further identified as Klebsiella pneumoniae by comparing the substrate utilization pattern (Biolog microplate), fatty acid composition and 16S rRNA gene sequencing. K. pneumoniae efficiently utilized CA from 1 to 2000 mg/L as a good nitrogen source and complete mineralization of CA was observed within 24 h of incubation. This study demonstrates that the biodegradability of triazine-containing pollutants was significantly improved by the photocatalytic pre-treatment, and this proposed photocatalytic-biological integrated system can effectively treat various classes of triazine-containing pollutants.
Method for synthesizing muscone by utilizing beta-monomethyl methylglutarate
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Paragraph 0021; 0022, (2017/12/05)
The invention discloses a method for synthesizing muscone by utilizing beta-monomethyl methylglutarate. According to the method, beta-monomethyl methylglutarate and alpha,omega-dodecanedioic acid monomethyl ester respectively prepared through a heteropoly acid catalytic transesterification method are used as raw materials, and Kolbe electrolysis, acyloin condensation and reduction reaction are performed to prepare the muscone. The method of the present invention has advantages of high raw material utilization rate, mold condition, easy control and environmental protection, and is suitable for industrial production .
PROCESS FOR PREPARING MONO AND DICARBOXYLIC ACIDS
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Page/Page column 33; 34, (2018/02/03)
The present application relates to a process for preparing a dicarboxylic acid or dicarboxylic ester according to general formula (IV) R1OOC-(CH2)m-CH2CH2-(CH2)y-COOR4 (IV), comprising the steps of subjecting alkenoic acid or alkenoate of formula (II) R1OOC-(CH2)m-CH=CH-(CH2)x-H (II) to a metathesis reaction in the presence of a metathesis catalyst to form a longer-chain alkenoic acid or alkenoate of formula (III) R1OOC-(CH2)m-CH=CH-(CH2)y-H (III) where xa carbonylation reaction in the presence of a carbonylation catalyst and a carbonyl source to form said compound of Formula (IV). Alternative embodiments provide: a process for preparing an alkenoic acid or alkenoate comprising the step of subjecting a lactone to a ring opening reaction; a process for preparing a monocarboxylic acid or monocarboxylic ester according to general formula (XI) R1OOC-(CH2)m-CH2-(CH2)y-CH3 (XI) by subjecting an alkenoic acid or alkenoate to alkene hydrogenation; and a process for preparing an alcohol or ether according to general formula (XII) R1O-CH2-(CH2)m-CH2-(CH2)y-CH3 (XII) by subjecting an alkenoic acid or alkenoate to hydrogenation. The use of the respective mono/dicarboxylic acid, mono/dicarboxylic ester, ethers or alcohols in a variety of applications is also disclosed.
Enantioselective Synthesis of N?H-Free 1,5-Benzothiazepines
Wang, Guojin,Tang, Yu,Zhang, Yu,Liu, Xiaohua,Lin, Lili,Feng, Xiaoming
supporting information, p. 554 - 557 (2017/01/18)
An enantioselective sulfa-Michael-cyclization reaction was developed for the synthesis of 1,5-benzothiazepines with versatile pharmacological activities. The reaction between 2-aminothiophenol and α,β-unsaturated pyrazoleamides gave direct access to N?H-free 1,5-benzothiazepines in the presence of a chiral N,N′-dioxide/Yb(OTf)3complex. Excellent enantioselectivities (up to 96 % ee) and high yields (up to 99 %) were obtained for a broad range of substrates under mild reaction conditions. This method provided a facile approach to the antidepressant drug (R)-(?)-Thiazesim.
Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines
Mou, Chengli,Wu, Jichang,Huang, Zhijian,Sun, Jun,Jin, Zhichao,Chi, Yonggui Robin
, p. 13359 - 13362 (2017/12/26)
A carbene-catalyzed LUMO activation of α,β-unsaturated alkyne esters is reported. This catalytic process allows for effective reactions of alkyne esters with enamides to synthesize functional pyridines via simple protocols. A previously unexplored unsaturated alkyne acyl azolium intermediate is involved in the key step of the reaction.
Enantioselective Palladium-Catalyzed Oxidative Cascade Cyclization of Aliphatic Alkenyl Amides
Du, Wei,Gu, Qiangshuai,Li, Yang,Lin, Zhenyang,Yang, Dan
supporting information, p. 316 - 319 (2017/04/21)
The catalyst system of Pd(TFA)2/(S,S)-diPh-pyrox is reported to promote the highly efficient enantioselective oxidative cascade cyclization of alkene-tethered aliphatic acrylamides under mild aerobic conditions. A series of pyrrolizidine derivatives have been synthesized in good yield and excellent enantioselectivity. Deuterium-labeling experiments have revealed that the reaction proceeded through an anti-aminopalladation (anti-AP) pathway with high selectivity. The transition states for the anti-AP step have been calculated to account for the observed enantioselectivity.
Iron-catalyzed selective oxidation of α,β-unsaturated aldehydes to α,β-unsaturated carboxylic acids by molecular oxygen
Tanaka, Shinji,Kon, Yoshihiro,Uesaka, Yumiko,Morioka, Ryo,Tamura, Masanori,Sato, Kazuhiko
supporting information, p. 188 - 190 (2016/03/01)
Selective oxidation of α,β-unsaturated aldehydes to α,β-unsaturated carboxylic acids was performed using O2 as the oxidant in the presence of a simple iron catalyst. The addition of an alkali metal carboxylate as a cocatalyst enhanced the selectivity for the desired product. Redox tuning of the iron catalyst via association with the alkali metal led to a controlled radical generation during the catalytic O2 oxidation.