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

• 100-63-0 phenylhydrazine 
• 108-86-1 bromobenzene 
• 1972-28-7 diethylazodicarboxylate 
• 17110-57-5 p-Bromodiazoaniline 
• 2285-73-6 N-<4-Brom-phenyl>-N'-fluordiimid-N-oxid 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 106-40-1 4-bromo-aniline 
• 7664-93-9 sulfuric acid 
• 64-17-5 ethanol 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 1077-20-9 acetone p-bromophenylhydrazone 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 123-91-1 1,4-dioxane 

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) 
• 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 
• 53034-21-2 4-bromophenylazotriphenylmethane 
• 16917-43-4 benzaldehyde 4-bromophenylhydrazone 
• 71315-63-4 N'-(p-bromophenyl)benzohydrazide 
• 100613-91-0 4-(4-bromo-phenylhydrazono)-valeric acid ethyl ester 
• 18068-34-3 (4-bromo-phenyl)-sulfinyl-hydrazine 
• 24834-98-8 1-(4-bromophenyl)pyrazolidin-3-one 

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).

5-Bromo-1-(4-chlorobenzyl)-1h-indole-2-carboxamides as new potent antibacterial agents

Ten 5-bromoindole-2-carboxamides were synthesized, characterized and evaluated for antibacterial activity against pathogenic Gram-negative bacteria Klebsiella pneumoniae, Escherichia coli, Pseudomonas aeruginosa and Salmonella Typhi using gentamicin and ciprofloxacin as internal standards. Compounds 7a-c, 7g and 7h exhibit high antibacterial activity with a minimum inhibitory concentration (MIC) of 0.35-1.25 μg/mL. Compounds 7a-c exhibit antibacterial activities that are higher than those of the standards against E. coli and P. aeruginosa.

Synthesis of benzofuro[3,2-b] indoline amines via deamination-interrupted Fischer indolization and their unexpected reactivity towards nucleophiles

We report the access to the benzofuro[3,2-b]indoline framework of phalarine from benzofuran-2-ones via the Fischer indolization reaction which was interrupted at the deamination step. Unexpectedly, allyl nucleophiles did not add to the aminal position of these benzofuro[3,2-b]indoline amines but to the adjacent ring junction center in the presence of trifluoroborane to deliver 3,3-disubstituted indolines containing a difluoroboron-containing six-membered ring with fluorescence properties.