15089-03-9

Basic information

• Product Name: p-Methoxybenzoic acid 2-phenylhydrazide
• Synonyms: p-Methoxybenzoic acid 2-phenylhydrazide;4-Methoxybenzoic acid N'-phenyl hydrazide;N'-Phenyl-p-methoxybenzhydrazide;4-methoxy-N'-phenylbenzohydrazide
• CAS NO: 15089-03-9
• Molecular Formula: C₁₄H₁₄N₂O₂
• Molecular Weight: 242.27316
• Mol File: 15089-03-9.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 366°Cat760mmHg
• Flash Point: 175.2°C
• Appearance: /
• Density: 1.204g/cm³
• Vapor Pressure: 1.51E-05mmHg at 25°C
• Refractive Index: 1.624
• CAS DataBase Reference: p-Methoxybenzoic acid 2-phenylhydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: p-Methoxybenzoic acid 2-phenylhydrazide(15089-03-9)
• EPA Substance Registry System: p-Methoxybenzoic acid 2-phenylhydrazide(15089-03-9)

Safety Data

• Hazardous Substances Data: 15089-03-9(Hazardous Substances Data)

Usage

Uses

Agricultural chemical.

Hazard

Moderately toxic by ingestion.

InChI:InChI=1/C14H14N2O2/c1-18-13-9-7-11(8-10-13)14(17)16-15-12-5-3-2-4-6-12/h2-10,15H,1H3,(H,16,17)

Upstream product

• 60-29-7 diethyl ether 
• 100-63-0 phenylhydrazine 
• 30410-44-7 (4-methoxy-benzoyl)-phenyl-diazene 
• 64-17-5 ethanol 
• 64-19-7 acetic acid 
• 59-88-1 phenylhydrazine hydrochloride 
• 100-09-4 4-methoxybenzoic acid 
• 65-85-0 benzoic acid 
• 34885-34-2 phenyldiazonium acetate 
• 871899-67-1 4-methoxy-benzoic acid-(N-nitro-N'-nitroso-N'-phenyl-hydrazide) 
• 4231-69-0 1-(4-methoxybenzoyl)-1H-1,2,3-benzotriazole 
• 7732-18-5 water 
• 2829-34-7 1-(hydroperoxy(4-methoxyphenyl)methyl)-2-phenyldiazene 
• 79071-45-7 5-(4-Methoxy-phenyl)-2,3-diphenyl-2,3-dihydro-[1,3,4]oxadiazole 

Downstream Products

• 40277-63-2 4-methoxy-N'-phenylbenzohydrazonoyl chloride 
• 304668-43-7 4-methoxy-N',N'-diphenylbenzohydrazide 
• 59812-31-6 3-(4-methoxyphenyl)-1-phenyl-1H-1,2,4-triazol-5(4H)-one 
• 33064-21-0 3-(4-methoxy-phenyl)-1-phenyl-1H-pyrazole 
• 588-59-0 stilbene 
• 1196908-53-8 3-(4-methoxyphenyl)-1-phenyl-1H-1,2,4-triazol-5-amine 
• 1146143-84-1 dimethyl 5-(4-methoxyphenyl)-1-phenyl-1H-pyrazole-3,4-dicarboxylate 
• 280551-75-9 3-(4-methoxy-phenyl)-1-phenyl-1,3a,4,5,6,7,8,8a-octahydro-cycloheptapyrazole 

Relevant articles and documents

Synthesis of 3 H-1,2,4-Triazol-3-ones via NiCl2-Promoted Cascade Annulation of Hydrazonoyl Chlorides and Sodium Cyanate

A nickel-promoted cascade annulation reaction for the facile synthesis of 3H-1,2,4-triazol-3-ones from readily available hydrazonoyl chlorides and sodium cyanate has been developed. The transformation occurs through a cascade nickel-promoted intermolecular nucleophilic addition-elimination process, intramolecular nucleophilic addition, and a hydrogen-transfer sequence. The method has been successfully applied for the construction of the core skeleton of the angiotensin II antagonist.

[3+2]-cycloaddition of in situ generated nitrile imines and acetylene for assembling of 1,3-disubstituted pyrazoles with quantitative deuterium labeling

A novel synthetic methodology for the preparation of 1,3-disubstituted pyrazoles from in situ generated nitrile imines and acetylene is reported. The reactions are performed in a simple two-chamber reactor. One part of the reactor is loaded with hydrazonoyl chloride precursors of active nitrile imine species and a base. The other part is used to generate acetylene from CaC2 and water. Partitioning of the reactants improves the yields of desired pyrazoles up to 99% and simplifies their isolation to a simple procedure of solvent evaporation. The approach requires no complex equipment and utilizes inexpensive, safe, and easy to handle calcium carbide as a starting material. A model deuterium incorporation is carried out according to the developed methodology, producing a series of novel 4,5-dideuteropyrazoles with excellent deuterium enrichment. Theoretical calculations on reaction mechanism and characterization of possible intermediate structures were performed.

Synthesis of Spirobidihydropyrazole through Double 1,3-Dipolar Cycloaddition of Nitrilimines with Allenoates

The double 1,3-dipolar cycloaddition of allenoates with nitrilimines has been achieved under mild reaction conditions, affording a variety of spirobidihydropyrazoles in moderate to excellent yields with excellent diastereoselectivities. The reaction diastereoselectively constructs double dihydropyrazole moieties and two chiral centers including a spiro carbon center.