Xi:Irritant;
112-54-9Relevant articles and documents
Klass,D.L. et al.
, p. 3029 - 3034 (1963)
A useful and environmentally benign synthetic protocol for dethiolization by employing vanadium pentoxide catalyzed oxidation of ammonium bromide by hydrogen peroxide
Mondal, Ejabul,Bose, Gopal,Sahu, Priti Rani,Khan, Abu T.
, p. 1158 - 1159 (2001)
A wide variety of thioacetals and thioketals can be cleaved chemoselectively in presence of olefin and aromatic ring as well as other protecting groups to carbonyl compounds by employing V2O5 catalyzed oxidation of ammonium bromide by H2O2 in CH2Cl2-H2O solvent system; mild conditions, high selectivity, good yield, and no side products such as bromination or oxidation are some of the major advantages.
Halasz
, p. 297 (1953)
Dynamic Imine Chemistry at Complex Double Emulsion Interfaces
Zentner, Cassandra A.,Anson, Francesca,Thayumanavan,Swager, Timothy M.
, p. 18048 - 18055 (2019)
Interfacial chemistry provides an opportunity to control dynamic materials. By harnessing the dynamic covalent nature of imine bonds, emulsions are generated in situ, predictably manipulated, and ultimately destroyed along liquid-liquid and emulsion-solid interfaces through simple perturbation of the imine equilibria. We report the rapid production of surfactants and double emulsions through spontaneous in situ imine formation at the liquid-liquid interface of oil/water. Complex double emulsions with imine surfactants are stable to neutral and basic conditions and display dynamic behavior with acid-catalyzed hydrolysis and imine exchange. We demonstrate the potential of in situ imine surfactant formation to generate complex surfactants with biomolecules (i.e., antibodies) for biosensing applications. Furthermore, imine formation at the emulsion-solid interface offers a triggered payload release mechanism. Our results illustrate how simple, dynamic interfacial imine formation can translate changes in bonding to macroscopic outputs.
Sex pheromone and related compounds in the Ishigaki and Okinawa strains of the tussock moth Orgyia postica (Walker) (Lepidoptera: Lymantriidae)
Wakamura, Sadao,Arakaki, Norio,Yamamoto, Masanobu,Hiradate, Syuntaro,Yasui, Hiroe,Kinjo, Kunio,Yasuda, Tetsuya,Yamazawa, Hiroyuki,Ando, Tetsu
, p. 957 - 965 (2005)
Two distinct electroantennographycally active (EAG-active) components, A and B, and a weakly active component C were found in a solvent extract from virgin females of the Ishigaki strain of the tussock moth, Orgyia postica (Walker). Components A, B, and C were found in the extract of the females at 4.0, 0.5, and 4.0 ng/female respectively. Components A, B, and C were identified as (6Z,9Z,11S,12S)-11,12-epoxyhenicosa-6,9-diene [(11S,12S)-1: posticlure], (6Z)-henicos-6-en-11-one (2), and (6Z,9Z)-henicosa-6,9-diene (3), respectively. Component B was absent in the extract from the Okinawa strain, in which components A and C were present at 2.0 and 1.5 ng/female respectively. (11S,12S)-1 and the racemic mixture showed attractiveness for both the Okinawa and Ishigaki strains, whereas (11R,12R)-1 did not. The addition of 2 significantly reduced the trap catches with (11S,12S)-1 on the Okinawa strain which lacked 2, while there was no significant inhibitory effect on the Ishigaki strain. The addition of 3 to (11S,12S)-1 did not significantly affect trap catches at Ishigaki or Okinawa. This confirmed that the attractant pheromone of O. postica of the Ishigaki strain is also (11S,12S)-1.
Enolate and Other Carbon Nucleophile Alkylation Reactions Using 1,2-Cyclic Sulfates as Terminal Epoxide Equivalents
Hoye, Thomas R.,Crawford, Khushrav B.
, p. 520 - 522 (1994)
Enolates of esters and amides as well as α-sulfonyl-, α-cyano-, and α-phosphonyl-substituted anions react with cyclic sulfate 1 to give hydroxylated products arising from nucleophilic attack, on this terminal epoxide equivalent, at the primary carbon.
Pyridinium poly(hydrogen fluoride)-assisted cleavage of acetals and ketals
Watanabe, Yutaka,Kiyosawa, Youko,Tatsukawa, Akiko,Hayashi, Minoru
, p. 4641 - 4643 (2001)
Acetals, including ketals, were smoothly cleaved by the action of pyridinium poly(hydrogen fluoride) without addition of water or an alcohol in an anhydrous solvent.
Discovery of Anti-TNBC Agents Targeting PTP1B: Total Synthesis, Structure-Activity Relationship, in Vitro and in Vivo Investigations of Jamunones
Hu, Caijuan,Li, Guoxun,Mu, Yu,Wu, Wenxi,Cao, Bixuan,Wang, Zixuan,Yu, Hainan,Guan, Peipei,Han, Li,Li, Liya,Huang, Xueshi
, p. 6008 - 6020 (2021/05/06)
Twenty-three natural jamunone analogues along with a series of jamunone-based derivatives were synthesized and evaluated for their inhibitory effects against breast cancer (BC) MDA-MB-231 and MCF-7 cells. The preliminary structure-activity relationship revealed that the length of aliphatic side chain and free phenolic hydroxyl group at the scaffold played a vital role in anti-BC activities and the methyl group on chromanone affected the selectivity of molecules against MDA-MB-231 and MCF-7 cells. Among them, jamunone M (JM) was screened as the most effective anti-triple-negative breast cancer (anti-TNBC) candidate with a high selectivity against BC cells over normal human cells. Mechanistic investigations indicated that JM could induce mitochondria-mediated apoptosis and cause G0/G1 phase arrest in BC cells. Furthermore, JM significantly restrained tumor growth in MDA-MB-231 xenograft mice without apparent toxicity. Interestingly, JM could downregulate phosphatidylinositide 3-kinase (PI3K)/Akt pathway by suppressing protein-tyrosine phosphatase 1B (PTP1B) expression. These findings revealed the potential of JM as an appealing therapeutic drug candidate for TNBC.
Selective Production of Linear Aldehydes and Alcohols from Alkenes using Formic Acid as Syngas Surrogate
Chen, Junjun,Hua, Kaimin,Liu, Xiaofang,Deng, Yuchao,Wei, Baiyin,Wang, Hui,Sun, Yuhan
, p. 9919 - 9924 (2021/05/31)
Performing carbonylation without the use of carbon monoxide for high-value-added products is an attractive yet challenging topic in sustainable chemistry. Herein, effective methods for producing linear aldehydes or alcohols selectively with formic acid as both carbon monoxide and hydrogen source have been described. Linear-selective hydroformylation of alkenes proceeds smoothly with up to 88 % yield and >30 regioselectivity in the presence of single Rh catalyst. Strikingly, introducing Ru into the system, the dual Rh/Ru catalysts accomplish efficient and regioselective hydroxymethylation in one pot. The present processes utilizing formic acid as syngas surrogate operate simply under mild condition, which opens a sustainable way for production of linear aldehydes and alcohols without the need for gas cylinders and autoclaves. As formic acid can be readily produced via CO2 hydrogenation, the protocols represent indirect approaches for chemical valorization of CO2.
PROCESS FOR THE PREPARATION OF A FATTY ALDEHYDE
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Page/Page column 8; 9, (2021/01/23)
The present invention relates to a process for the preparation of a fatty aldehyde which process comprises (a) providing a fatty acid, and (b) contacting the fatty acid with a zerovalent metal catalyst to reduce the fatty acid to the fatty aldehyde, wherein the zerovalent metal catalyst is in the form of solid particles.
