35983-15-4

Upstream product

• 1227476-15-4 Azobenzene 
• 82968-99-8 (E)-2-(phenyldiazenyl)phenyl acetate 
• 586-96-9 Nitrosobenzene 
• 95-55-6 2-amino-phenol 
• 116296-18-5 (E)-2-(phenyldiazenyl)phenyl benzoate 
• 17082-12-1 trans-azobenzene 

Downstream Products

• 889457-23-2 2-cis-phenylazo-phenol 

Relevant academic research and scientific papers

Palladium-Catalyzed Direct Ortho C–O bond construction of Azobenzenes with Iodobenzene diacetate via C–H Activation

Abstract: A method of direct synthesis of ortho-acyloxylated azoarenes via palladium-catalyzed C–H bond activation was developed. The reaction proceeded was smoothly at room temprature and have better yield in shorter times. The obtained ortho-acyloxylated azoarenes could be efficiently converted into 2-hydroxyazobenzenes in good yields through a hydrolysis process. Graphical Abstract: Many various ortho-acyloxylated azoarenes were obtained in moderate to high yields by palladium-catalyzed direct C(sp2)-H acyloxylation of aromatic azo compounds with PhI(OAc)2[Figure not available: see fulltext.]

2-Alkyl-1,2,3,4-benzotetrazinium tetrafluoroborates: Their reaction with nucleophiles

Treatment of 2-alkyl-1,2,3,4-benzotetrazinium tetrafluoroborates with a nucleophile (AlkO-, ArO-, AcO-, Hal -, CN-, NCO-, ArNH2, Alk 2NH), Alk2NH), at room temperature, results in elimination of an N2 molecule to afford ortho-substituted azobenzenes. This reaction could be suitable for mild phenylation of carboxylic acids and other compounds containing active hydrogen. A plausible reaction pathway for the reaction is discussed. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Construction of 1,2,3-Benzodiazaborole by Electrophilic Borylation of Azobenzene and Nucleophilic Dialkylative Cyclization

1,2,3-Benzodiazaboroles can be conveniently prepared from azobenzenes by a two-step protocol involving electrophilic ortho-borylation with BBr3 and dialkylative cyclization with the Grignard reagent. The methodology provides a diverse range of products equipped with functionalities from azobenzenes containing substituents (Me, t-Bu, F, Cl, Br, I, and OCF3) and a series of Grignard reagents (alkyl- and arylmagnesium reagents). Moreover, this study displays the moderate aromaticity of the B-N-N-containing five-membered ring and mechanistic investigations of the cyclization reaction.

Ruthenium(II)-Catalyzed Regioselective C-8 Hydroxylation of 1,2,3,4-Tetrahydroquinolines

Ru(II)-catalyzed chelation-assisted highly regioselective C8-hydroxylation of 1,2,3,4-tretrahydroquinolines has been developed. Various 1,2,3,4-tetrahydroquinolines underwent smooth C8-H hydroxylation with cheap and safe K2S2O8 as the oxidant and oxygen source to furnish the corresponding products in good to excellent yields with high tolerance of the functional groups. The choice of a readily installable and removable N-pyrimidyl directing group is the key to catalysis. Mechanistic studies suggest the involvement of a six-membered ruthenacycle intermediate in the catalytic cycle. The method can also be extended to the direct hydroxylation of other (hetero)arene C-H bonds.

Palladium-Catalyzed Oxidative Synthesis of Unsymmetrical Azophenols

A straightforward palladium-catalyzed oxidative hydroxylation of azobenzenes is reported. The developed methodology tolerates various functional groups and allows the synthesis of diverse unsymmetrical azophenols under mild conditions in good to excellent yields. A complementary procedure was also investigated by in situ generation of PIFA. This study represents the first general method for the synthesis of o-hydroxyazobenzenes starting from simple azoarenes.

Ultrafast Spectroscopy of Hydroxy-Substituted Azobenzenes in Water

Ultrafast UV/Vis pump/probe experiments on ortho-, meta- and para-hydroxy-substituted azobenzenes (HO-ABs), as well as for sulfasalazine, an AB-based drug, were performed in aqueous solution. For meta-HO-AB, AB-like isomerisation behaviour can be observed, whereas, for ortho-HO-AB, fast proton transfer occurs, resulting in an excited keto species. For para-HO-AB, considerable keto/enol tautomerism proceeds in the ground state, so after excitation the trans-keto species isomerises into the cis form. Aided by TD-DFT calculations, insight is provided into different deactivation pathways for HO-AB, and reveals the role of hydroxy groups in the photochemistry of ABs, as well as their acetylation regarding sulfasalazine. Hydroxy groups are position-specific substituents for AB, which allow tuning of the timescale of thermal relaxation, as well as the amount and contribution of the keto species to photochemical processes.

Palladium-catalyzed ortho-functionalization of azoarenes with aryl acylperoxides

With the aid of an azo directing group, Pd-catalyzed ortho-sp2 C-H bond activation/functionalization of azoarenes with aryl acyl peroxides has been explored. This transformation provides easy access to regioselectively introducing acyloxyl and aryl groups into azoarenes by simply changing the reaction temperature and solvent. This journal is the Partner Organisations 2014.

Insecticide evaporator comprising a stabilizer

Insecticide evaporator comprising at least one volatile phosphoric ester insecticide, an agent for stabilizing the said ester against decomposition by protonization and used in an amount of 0.2 to 20% based on the weight of phosphoric ester, characterized in that the stabilizing agent contains at least one compound selected from the compounds of the chemical class of 1,3-benzodioxoles and at least one diazene.

Evaporator system comprising a stabilized pesticidal phosphoric acid ester and method for stabilizing such ester enclosed in an evaporator

An evaporator system adapted for emitting insect killing vapors of an insecticide therefrom and comprising a liquid or solid composition enclosed therein, said insecticide consisting in at least one volatile phosphoric acid ester which is stabilized by at least one diazene compound.