7400-25-1

Basic information

• Product Name: 4-(2-phenylhydrazinyl)benzoic acid
• CAS NO: 7400-25-1
• Molecular Formula: C₁₃H₁₂N₂O₂
• Molecular Weight: 228.2466
• Mol File: 7400-25-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 333.1°C at 760 mmHg
• Flash Point: 155.2°C
• Density: 1.352g/cm³
• Vapor Pressure: 5.56E-05mmHg at 25°C
• Refractive Index: 1.729
• CAS DataBase Reference: 4-(2-phenylhydrazinyl)benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-phenylhydrazinyl)benzoic acid(7400-25-1)
• EPA Substance Registry System: 4-(2-phenylhydrazinyl)benzoic acid(7400-25-1)

Safety Data

• Hazardous Substances Data: 7400-25-1(Hazardous Substances Data)

Upstream product

• 37790-20-8 (E)-4-(phenyldiazenyl)benzoic acid 
• 1562-93-2 4-(2-phenyldiazen-1-yl)benzoic acid 

Downstream Products

• 102174-58-3 4-(3,5-dioxo-2-phenyl-4-propyl-pyrazolidin-1-yl)-benzoic acid 
• 102317-06-6 4-(4-butyl-3,5-dioxo-2-phenyl-pyrazolidin-1-yl)-benzoic acid 
• 15719-64-9 methylammonium carbonate 
• 92-87-5 p,p'-diaminobiphenyl 

Relevant articles and documents

Self-assembled palladium-organic composite nanofibers and their applications as a recyclable catalyst

We report the formation of palladium nanoparticle (PdNP)-lithocholic acid (LCA) composite nanofibers by the self-assembly of Pd2+-coordinated LCA molecules and an ex situ reduction. The ex situ reduction by sodium borohydride or ascorbic acid p

Structure requirements for anaerobe processing of azo compounds: Implications for prodrug design

This Letter generalizes the metabolism of the azo class of compounds by Clostridium perfringens, an anaerobe found in the human colon. A recently reported 5-aminosalicylic acid-based prednisolone prodrug was shown to release the drug when incubated with the bacteria, while the para-aminobenzoic acid (PABA) based analogue did not. Instead, it showed a new HPLC peak with a relatively close retention time to the parent which was identified by LCMS as the partially reduced hydrazine product. This Letter investigates azoreduction across a panel of substrates with varying degrees of electronic and steric similarity to the PABA-based compound. Azo compounds with an electron donating group on the azo-containing aromatic ring showed immediate disproportionation to their parent amines without any detection of hydrazine intermediates by HPLC. Compounds containing only electron withdrawing groups are partially and reversibly reduced to produce a stable detectable hydrazine. They do not disproportionate to their parent amines, but regenerate the parent azo compound. This incomplete reduction is relevant to the design of azo-based prodrugs and the toxicology of azo-based dyes.

Facile Transfer Hydrogenation of Azo Compounds to Hydrazo Compounds and Anilines by Using Raney Nickel and Hydrazinium Monoformate

Azo compounds are conveniently reduced to either partially reduced hydrazo compounds or completely reduced anilines by employing Raney nickel in presence of hydrazinium monoformate depending upon reaction conditions. The other reducible moieties like -COOH and halogens are tolerated. The reduction process is selective, rapid and high yielding.