589-21-9

Basic information

• Product Name: P-BROMOPHENYL HYDRAZINE
• Synonyms: P-BROMOPHENYL HYDRAZINE;1-(4-Bromophenyl)hydrazine;Hydrazine, (p-bromophenyl)-;4-BROMO-PHENYL-HYDRAZINE;AKOS B028819;BUTTPARK 145\18-30;4-Bromophenyl hydrazide;1-Bromo-4-hydrazinobenzene
• CAS NO: 589-21-9
• Molecular Formula: C₆H₇BrN₂
• Molecular Weight: 187.04
• EINECS: 209-640-7
• Mol File: 589-21-9.mol
• Article Data: 26

Chemical Properties

• Melting Point: 102-104
• Boiling Point: 285.6 °C at 760 mmHg
• Flash Point: 126.5 °C
• Appearance: /
• Density: 1.5672 (rough estimate)
• Vapor Pressure: 0.00278mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.93±0.20(Predicted)
• CAS DataBase Reference: P-BROMOPHENYL HYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: P-BROMOPHENYL HYDRAZINE(589-21-9)
• EPA Substance Registry System: P-BROMOPHENYL HYDRAZINE(589-21-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 589-21-9(Hazardous Substances Data)

Usage

Uses

In preparation of indoleacetic acid derivatives; in the study of transosazonation of sugar phenylosazones.

Purification Methods

Crystallise the hydrazine from H2O. The hydrochloride crystallises from EtOH/H2O with m 213-214o, and the tosylate has m 212o (from EtOH). [Beilstein 15 H 434, 15 I 117, 15 II 160, 15 III 289, 15 IV 282.]

InChI:InChI=1/C6H7BrN2/c7-5-1-3-6(9-8)4-2-5/h1-4,9H,8H2

Upstream product

• 108-86-1 bromobenzene 
• 1972-28-7 diethylazodicarboxylate 
• 7647-01-0 hydrogenchloride 
• 1077-20-9 acetone p-bromophenylhydrazone 
• 67-66-3 chloroform 
• 7726-95-6 bromine 
• 103-02-6 acetone phenylhydrazone 
• 412328-47-3 N-(4-bromophenyl)-nitramine 
• 7646-78-8 tin(IV) chloride 
• 106-40-1 4-bromo-aniline 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 3623-23-2 4-bromonitrosobenzene 
• 861323-94-6 N-acetyl-N-(4-bromo-phenyl)-N'-(3-nitro-benzoyl)-hydrazine 

Downstream Products

• 69211-14-9 1,5-bis-(4-bromo-phenyl)-formazan 
• 6949-82-2 (Z)-4-[2-(4-bromophenyl)hydrazino]-4-oxobut-2-enoic acid 
• 91182-63-7 5-nitro-thiophene-2-carbaldehyde-(4-bromo-phenylhydrazone) 
• 91182-62-6 4-nitro-thiophene-2-carbaldehyde-(4-bromo-phenylhydrazone) 
• 91394-79-5 1-(5-nitro-[2]thienyl)-ethanone-(4-bromo-phenylhydrazone) 
• 92576-84-6 1-(4-nitro-[2]thienyl)-ethanone-(4-bromo-phenylhydrazone) 
• 76869-94-8 ethyl 2-(4-bromophenyl)hydrazinecarboxylate 
• 14579-97-6 2-acetyl-1-(4-bromophenyl)hydrazine 
• 35496-21-0 2-(4-bromo-phenyl)-5-methyl-1,2-dihydro-pyrazol-3-one 
• 66875-53-4 4-nitro-benzaldehyde-(4-bromo-phenylhydrazone) 
• 53034-21-2 4-bromophenylazotriphenylmethane 
• 16917-43-4 benzaldehyde 4-bromophenylhydrazone 
• 71315-63-4 N'-(p-bromophenyl)benzohydrazide 
• 25957-90-8 4-chloro-benzoic acid-[N'-(4-bromo-phenyl)-hydrazide] 

Relevant articles and documents

NOVEL COMPOUNDS AS NADPH OXIDASE INHIBITORS

The present invention is related to new compounds, pharmaceutical composition thereof and to their use for the treatment and/or prophylaxis of disorders or conditions related to Nicotinamide adenine dinucleotide phosphate oxidase (NADPH Oxidase).

Lewis Acid Catalyzed Annulation of Cyclopropane Carbaldehydes and Aryl Hydrazines: Construction of Tetrahydropyridazines and Application Toward a One-Pot Synthesis of Hexahydropyrrolo[1,2- b]pyridazines

In this report, a facile synthesis of tetrahydropyridazines via a Lewis acid catalyzed annulation reaction of cyclopropane carbaldehydes and aryl hydrazines has been demonstrated. Moreover, the generated tetrahydropyridazine further participated in a cycloaddition reaction with donor-acceptor cyclopropanes to furnish hexahydropyrrolo[1,2-b]pyridazines. We also performed these two steps in one pot in a consecutive manner. In addition, a monodecarboxylation reaction of hexahydropyrrolo[1,2-b]pyridazine was achieved with a good yield.

Synthesis and biological evaluation of benzimidazole phenylhydrazone derivatives as antifungal agents against phytopathogenic fungi

A series of benzimidazole phenylhydrazone derivatives (6a-6ai) were synthesized and characterized by 1H-NMR, ESI-MS, and elemental analysis. The structure of 6b was further confirmed by single crystal X-ray diffraction as (E)-configuration. All the compounds were screened for antifungal activity against Rhizoctonia solani and Magnaporthe oryzae employing a mycelium growth rate method. Compound 6f exhibited significant inhibitory activity against R. solani and M. oryzae with the EC50 values of 1.20 and 1.85 μg/mL, respectively. In vivo testing demonstrated that 6f could effectively control the development of rice sheath blight (RSB) and rice blast (RB) caused by the above two phytopathogens. This work indicated that the compound 6f with a benzimidazole phenylhydrazone scaffold could be considered as a leading structure for the development of novel fungicides.