22699-29-2

Usage

Uses

Used in Organic Chemistry:
P-Chlorobenzaldehydedimethylhydrazone is used as a reagent for its role in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals, due to its unique chemical properties and reactivity.
Used in Dye and Pigment Manufacturing:
P-CHLOROBENZALDEHYDEDIMETHYLHYDRAZONE is utilized as a key intermediate in the production of dyes and pigments, contributing to the coloration and stability of these products in various applications.
Used as a Chelating Agent:
P-Chlorobenzaldehydedimethylhydrazone is employed as a chelating agent, which is essential for binding and stabilizing metal ions in chemical reactions, facilitating processes in various industries.
Used in Metal Determination:
P-CHLOROBENZALDEHYDEDIMETHYLHYDRAZONE is applied in analytical chemistry for the determination of certain metals, where its chelating properties aid in the accurate measurement and identification of metal content in samples.

InChI:InChI=1/C9H11ClN2/c1-12(2)11-7-8-3-5-9(10)6-4-8/h3-7H,1-2H3/b11-7+

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 57-14-7 N,N-Dimethylhydrazine 
• 66064-57-1 (E)-1,1-dimethyl-2-(2-methylallylidene)hydrazine 
• 196792-22-0 C₁₅H₁₄ClN 
• 30669-07-9 4-methoxy-N-[(4-methylphenyl)methylidene]aniline 
• 63462-36-2 N-(4-chlorobenzylidene)-2-methoxybenzenamine 
• 1749-03-7 N-(4-chlorobenzylidene)-4-methoxyaniline 
• 15485-32-2 N-(4-chlorobenzylidene)-4-toluidine 
• 106-49-0 p-toluidine 
• 104-94-9 4-methoxy-aniline 
• 95-53-4 o-toluidine 
• 95-68-1 2,4-Xylidine 
• 62-53-3 aniline 
• 90-04-0 2-methoxy-phenylamine 

Downstream Products

• 623-03-0 4-Cyanochlorobenzene 
• 1014-11-5 5-(4-chloro-phenyl)-3-methyl-3H-[1,3,4]thiadiazole-2-thione 
• 111269-42-2 3-(p-chlorophenyl)-1,1,1-trifluoropropane-2,3-dione 3-dimethylhydrazone 
• 93648-28-3 N-<(4-Chlorphenyl)-phenyl-methyl>-N',N'-dimethylhydrazin 
• 104-88-1 4-chlorobenzaldehyde 
• 21011-44-9 4-(4-chloro-thiobenzoyl)-morpholine 
• 74-11-3 para-chlorobenzoic acid 
• 220248-47-5 3-(4-chloro-phenyl)-1,1,1-trifluoro-3-hydrazono-propan-2-one 
• 1360607-19-7 4-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde N,N-dimethylhydrazone 
• 1440038-38-9 C₁₀H₁₀ClN₃ 
• 129249-39-4 1-[5-(4-Chloro-phenyl)-3-methyl-6-trifluoromethyl-2,3-dihydro-[1,3,4]oxadiazin-4-yl]-2,2,2-trifluoro-ethanone 
• 111269-62-6 1-(4-Chloro-phenyl)-3,3,3-trifluoro-propane-1,2-dione 

Relevant academic research and scientific papers

Perfluoroalkylation of Aryl-N,N-dimethyl Hydrazones Using Hypervalent Iodine(III) Reagents or Perfluoroalkyl Iodides

Radical trifluoromethylation of aryl N,N-dimethyl hydrazones using TBAI as an initiator and Togni's reagent as a trifluoromethyl radical source is described. Cascades proceed via electron-catalysis; this approach is generally more applicable to hydrazone perfluoroalkylation using perfluoroalkyl iodides as the radical precursors in combination with a base under visible-light initiation.

Hydrazone as the directing group for Ir-catalyzed arene diborylations and sequential functionalizations

The use of hemilabile pyridine-hydrazone N,N-ligands allows the highly selective Ir-catalyzed ortho,ortho'-directed diborylation of aromatic N,N-dimethylhydrazones in near-quantitative yields. One-pot sequential Suzuki-Miyaura cross-coupling with different aryl bromides provides a short entry to unsymmetrically substituted 2,6-diarylbenzaldehyde derivatives.

New types of reactivity of α,β-unsaturated N,N- dimethylhydrazones: Chemodivergent diastereoselective synthesis of functionalized tetrahydroquinolines and hexahydropyrrolo[3,2-b]indoles

The indium trichloride-catalyzed reaction between aromatic imines and α,β-unsaturated N,N-dimethylhydrazones in acetonitrile afforded 1,2,3,4-tetrahydroquinolines bearing a hydrazone function at C4 through a one-pot diastereoselective domino process that involves the formation of two C-C bonds and the controlled generation of two stereocenters, one of which is quaternary. This reaction constitutes the first example of an α,β-unsaturated dimethylhydrazone that behaves as a dienophile in a hetero Diels-Alder reaction. The related reaction between anilines, aromatic aldehydes, and methacrolein dimethylhydrazone in CHCl3 with BF 3·Et2O as catalyst afforded polysubstituted 1,2,3,3a,4,8b-hexahydropyrrolo[3,2-b]indoles as major products through a fully diastereoselective ABB′C four-component domino process that generates two cycles, three stereocenters, two C-C bonds, and two C-N bonds in a single operation. Copyright

Use of hemilabile N,N ligands in nitrogen-directed iridium-catalyzed borylations of arenes

The hemilabile character of 2-pyridyl carbaldehyde hydrazones as N,N bidentate ligands is key to performing regioselective IrIII-catalyzed ortho borylations of 2-aryl pyridines(isoquinolines) and aromatic N,N-dimethylhydrazones (see scheme; pin=pinacol, Bn=benzyl). Internal "ate" complexes or products free from N-B interactions are formed depending on the steric properties of the substrates. Copyright

A general one-pot, three-component mono N-alkylation of amines and amine derivatives in lithium perchlorate/diethyl ether solution

An efficient, general procedure for reductive monoalkylation of amines and amine derivatives with aldehydes is reported. Treatment of aldehydes with primary amines, secondary amines, O-trimethylsilylhydroxylamine, and N,N-dimethylhydrazine in lithium perc

Unsymmetrical dimethylhydrazine in phosphorylation reactions

The reaction of dialkyl hydrogen phosphites with nitrobenzaldehyde dimethylhydrazone leads to formation of compounds having a salt-like structure, while the reaction with hydrazones gives phosphonates. α-Dimethylhydrazinophosphonates were obtained by the