6310-14-1

Usage

Uses

Used in Chemical Research:
(Z)-1-(4-methoxyphenyl)ethylidenehydrazine is used as a research compound for [application reason] in the field of chemical research. Its unique structure allows for further exploration and development of new chemical reactions and processes.
Used in Pharmaceutical Industry:
(Z)-1-(4-methoxyphenyl)ethylidenehydrazine is used as a starting material or intermediate for [application reason] in the pharmaceutical industry. Its potential applications may include the development of new drugs or the enhancement of existing ones, depending on the specific context and requirements.

InChI:InChI=1/C9H12N2O/c1-7(11-10)8-3-5-9(12-2)6-4-8/h3-6H,10H2,1-2H3/b11-7-

Upstream product

• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 92435-63-7 2-(4-chlorophenoxy)-1-(4-methoxyphenyl)ethan-1-one 
• 768-60-5 4-methoxyphenylacetylen 
• 5757-98-2 p-Methoxyacetophenone N,N-dimethylhydrazone 

Downstream Products

• 29443-55-8 1-(1-iodoethenyl)-4-methoxybenzene 
• 89752-31-8 7-(4-Methoxy-phenyl)-7-methyl-2,3a,5-triphenyl-3,3a-dihydro-pyrazolo[1,5-c][1,3]oxazine 
• 70078-14-7 1-(1-diazoethyl)-4-methoxybenzene 
• 21399-34-8 1,2-bis(1-(4-methoxyphenyl)ethylidene)hydrazine 
• 895-37-4 4,4'-(but-2-ene-2,3-diyl)bis(methoxybenzene) 
• 226258-38-4 (C₆H₅)3PNNC(CH₃)C₆H₄OCH₃ 
• 95111-00-5 1-(1,1-dibromoprop-1-en-2-yl)-4-methoxylbenzene 
• 219540-20-2 2,5-bis(4-methoxyphenyl)tellurophene 
• 1200687-99-5 2,5-bis(4-nitrophenyl)tellurophene 

Relevant academic research and scientific papers

Near-perfect dipole parallel-alignment in the highly anisotropic crystal structure of 4-iodoacetophenone-(4-methoxyphenylethylidene) hydrazone

The title compound crystallizes in the space group Pna2(1) with cell parameters a = 6.4606(3), b = 7.2155(3) and c = 33.5878(16) A. The azine shows a gauche conformation about the N - N bond and there is an angle of 58.1° between the benzene rings of each azine. This conformation allows for two intermolecular arene-arene T-contacts between pairs of benzene rings. The characteristic structural motif features T-contact formation between like-substituted arene rings and this architecture results in a highly dipole-parallel aligned lattice. All azines are perfectly colinear within each layer and the orientations of the azines in different layers are nearly the same. The surfaces of the layers exhibit a quadrilateral kite-shaped arrangement of I-atoms and of OCH3-substituents. The layers pack such that the OCH3 - carbon atoms are placed above the interstices between the I-atoms in the adjacent layer.

Gold(I) complexes bearing ring-fused benzoxazine-derived triazolylidenes and their use in C–N bond-forming processes

We report the synthesis and full characterization of a novel series of ring-fused benzoxazine-derived triazolium salts (1a–c) and their corresponding triazolylidene gold(I) complexes (2a–c). All new compounds were fully characterized by means of 1H and 13C NMR spectroscopy, elemental analyses, and mass spectroscopy and in the case of triazoliums 1a and 1b by single-crystal X-ray diffraction. The new triazolylidene gold complexes (2a–c) were tested as precatalysts in the hydroamination and hydrohydrazination of terminal alkynes employing aniline derivatives and hydrazine as nitrogen sources, respectively.

Sequential Cleavage of Lignin Systems by Nitrogen Monoxide and Hydrazine

The cleavage of representative lignin systems has been achieved in a metal-free two-step sequence first employing nitrogen monoxide for oxidation followed by hydrazine for reductive C?O bond scission. In combining nitrogen monoxide and lignin, the newly developed valorization strategy shows the particular feature of starting from two waste materials, and it further exploits the attractive conditions of a Wolff-Kishner reduction for C?O bond cleavage for the first time. (Figure presented.).

Umpolung of Carbonyl Groups as Alkyl Organometallic Reagent Surrogates for Palladium-Catalyzed Allylic Alkylation

Palladium-catalyzed allylic alkylation of nonstabilized carbon nucleophiles is difficult and remains a major challenge. Reported here is a highly chemo- and regioselective direct palladium-catalyzed C-allylation of hydrazones, generated from carbonyls, as a source of umpolung unstabilized alkyl carbanions and surrogates of alkyl organometallic reagents. Contrary to classical allylation techniques, this umpolung reaction utilizes hydrazones prepared not only from aryl aldehydes but also from alkyl aldehydes and ketones as renewable feedstocks. This strategy complements the palladium-catalyzed coupling of unstabilized nucleophiles with allylic electrophiles by providing an efficient and selective catalytic alternative to the traditional use of highly reactive alkyl organometallic reagents.

Synthesis and Catalytic Benefits of Tetranuclear Gold(I) Complexes with a C4-Symmetric Tetratriazol-5-ylidene

The facile preparation of a C4-symmteric tetratriazolium salt and its subsequent metalation to generate a series of tetranuclear mesoionic carbene gold(I) complexes is presented. The complete structural characterization of the metallic carbenes

Visible-Light-Promoted AuI to AuIII Oxidation in Triazol-5-ylidene Complexes

Reaction of triazolium precursors [MIC(CH2)n- H+]I? (n=1–3) with potassium hexamethyldisilazane (KHMDS) and AuCl(SMe2) generates the gold(I) complexes of the type MIC(CH2)n?AuI. Visible light exposure of the latter complexes promotes a spontaneous disproportionation process rendering gold(III) complexes of the type [{MIC(CH2)n}2?AuI2]+I?. Both the AuI and AuIII complex series were tested in the catalytic hydrohydrazination of terminal alkynes using hydrazine as nitrogen source.

Exploring the Influence of Phosphine Ligation on the Gold-Catalyzed Hydrohydrazination of Terminal Alkynes at Room Temperature

The synthesis and/or NMR/X-ray characterization of a new series of (L)AuCl complexes is reported, featuring BippyPhos, AdJohnPhos, silyl ether based ligands including OTips-DalPhos, and PAd-DalPhos. These complexes, along with previously reported analogue

Ancillary ligand-free copper catalysed hydrohydrazination of terminal alkynes with NH2NH2

An efficient and selective Cu-catalysed hydrohydrazination of terminal alkynes with parent hydrazine is reported. The methodology tolerates a broad range of functional groups, allows for the synthesis of symmetrical and unsymmetrical azines, and can be extended to hydrazine derivatives and amines.

Lewis acid-promoted direct synthesis of N-unsubstituted hydrazones via the reaction of hydrazine with acetophenone and isatin derivatives

Hydrazones 2–22 were synthesized via the reaction of acetophenone with isatin derivatives and anhydrous hydrazine promoted by BF3 as a Lewis acid at 0°C. Structures of the synthesized hydrazones were determined on the basis of NMR and X-ray crystallograph

Enantioselective Synthesis of Trisubstituted Allenes via Cu(I)-Catalyzed Coupling of Diazoalkanes with Terminal Alkynes

A highly enantioselective synthesis of trisubstituted allenes has been achieved through Cu(I)-catalyzed cross-coupling of aryldiazoalkanes and terminal alkynes with chiral bisoxazoline ligands. Alkynyl migratory insertion of Cu(I) carbene is proposed as t