118-91-2Relevant articles and documents
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Atkinson et al.
, p. 476 (1943)
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Oxidation of aromatic aldehydes with potassium bromate-bromide reagent and an acidic catalyst
Sharma,Robert, Alice R.
, p. 3251 - 3254 (2013)
We report herein an easy oxidation procedure for converting aromatic aldehydes to aromatic carboxylic acids by use of a combination of commercially and readily available potassium bromate with potassium bromide in the presence of hydrochloric acid catalyst.
Chemiluminescence from arylcarbene oxidation: phenylchlorocarbene and (2-chlorophenyl)carbene
Sander, Wolfram W.
, p. 637 - 646 (1987)
Chemiluminescence is observed in the thermal reaction of phenylchlorocarbene or (2-chloro-phenyl)carbene and O2, matrix-isolated in Ar.The chemiluminescence spectra closely match the phosphorescence of the corresponding carbonyl compounds.The reactivity of both carbenes towards O2 is very different.Singlet carbene phenylchlorocarbene reacts thermally only slowly with O2 up to 60 K.The oxidation products phenylchloroformate, benzoyl chloride and O(3P) are mainly formed photochemically on irradiation of the diazirine precursor.Triplet carbene (2-chlorophenyl)carbene reacts readily with O2 at cryogenic temperatures to give mostly 2-chlorobenzaldehyde-O-oxide.The carbonyl-O-oxide is photochemically easily cleaved to give 2-chlorobenzaldehyde and O(3P).The reaction step leading to carbonyl compounds in their excited states is in both carbene oxidations the recombination of the free carbene and O(3P).
Supported ruthenium hydride catalysts for direct conversion of alcohols to carboxylic acids using styrene oxide as oxidant
Ghafouri, Moloud,Moghadam, Majid,Mehrani, Kheirollah,Daneshvar, Anahita
, (2018)
In the present work, the ability of two ruthenium hydride catalysts supported on multiwall carbon nanotubes, [Ru–H@EDT–MWCNT], and gold nanoparticles cored triazine dendrimer, [Ru–H@AuNPs–TD], in the direct conversion of alcohols to carboxylic acids via transfer hydrogenation using styrene oxide as oxidant is reported. Different alcohols were successfully converted to their corresponding carboxylic acids. The results showed that these two heterogeneous catalysts are more efficient than the homogeneous counterpart. In addition, the catalysts were reused several times.
COBALT CARBONYL-CATALYZED DOUBLE-CARBONYLATION OF O-HALOGENATED BENZOIC ACIDS UNDER PHOTOSTIMULATION
Kashimura, Tsugunori,,Kudo, Kiyoshi,Mori, Sadayuki,Sugita, Nobuyuki
, p. 483 - 486 (1986)
Cobalt carbonyl-catalyzed double-carbonylation of o-dihalobenzenes and o-halogenated benzoic acids, affording phthalonic acid, was observed in aqueous sodium hydroxide under photostimulation.
Direct oxidation of alcohols to carboxylic acids over ruthenium hydride catalyst with diphenyl sulfoxide oxidant
Barati, Behjat,Moghadam, Majid,Rahmati, Abbas,Mirkhani, Valiollah,Tangestaninejad, Shahram,Mohammadpoor-Baltork, Iraj
, p. 114 - 117 (2013)
In the present work, a new method for the synthesis of carboxylic acids over ruthenium hydride catalyst is reported. Direct oxidation of alcohols to their corresponding carboxylic acids with diphenyl sulfoxide oxidant over RuHCl(CO)(PPh3)3 catalyst was investigated. Mild reaction conditions, short reaction times and excellent yields make this method as an appealing way for preparation of carboxylic acids.
Cleavage of Carboxylic Esters by Aluminum and Iodine
Sang, Dayong,Yue, Huaxin,Fu, Yang,Tian, Juan
, p. 4254 - 4261 (2021/03/09)
A one-pot procedure for deprotecting carboxylic esters under nonhydrolytic conditions is described. Typical alkyl carboxylates are readily deblocked to the carboxylic acids by the action of aluminum powder and iodine in anhydrous acetonitrile. Cleavage of lactones affords the corresponding ω-iodoalkylcarboxylic acids. Aryl acetylates undergo deacetylation with the participation of the neighboring group. This method enables the selective cleavage of alkyl carboxylic esters in the presence of aryl esters.
Efficiency of lithium cations in hydrolysis reactions of esters in aqueous tetrahydrofuran
Hayashi, Kazuhiko,Ichimaru, Yoshimi,Sugiura, Kirara,Maeda, Azusa,Harada, Yumi,Kojima, Yuki,Nakayama, Kanae,Imai, Masanori
, p. 581 - 594 (2021/06/06)
Lithium cations were observed to accelerate the hydrolysis of esters with hydroxides (KOH, NaOH, LiOH) in a water/tetrahydrofuran (THF) two-phase system. Yields in the hydrolysis of substituted benzoates and aliphatic esters using the various hydroxides were compared, and the effects of the addition of lithium salt were examined. Moreover, it was presumed that a certain amount of LiOH was dissolved in THF by the coordination of THF with lithium cation and hydrolyzed esters even in the THF layer, as in the reaction by a phase-transfer catalyst.
Selective oxidation of alkenes to carbonyls under mild conditions
Huo, Jie,Xiong, Daokai,Xu, Jun,Yue, Xiaoguang,Zhang, Pengfei,Zhang, Yilan
supporting information, p. 5549 - 5555 (2021/08/16)
Herein, a practical and sustainable method for the synthesis of aldehydes, ketones, and carboxylic acids from an inexpensive olefinic feedstock is described. This transformation features very sustainable and mild conditions and utilizes commercially available and inexpensive tetrahydrofuran as the additive, molecular oxygen as the sole oxidant and water as the solvent. A wide range of substituted alkenes were found to be compatible, providing the corresponding carbonyl compounds in moderate-to-good yields. The control experiments demonstrated that a radical mechanism is responsible for the oxidation reaction.