2-Nitrophenylhydrazine

Base Information

• Chemical Name: 2-Nitrophenylhydrazine
• CAS No.: 3034-19-3
• Molecular Formula: C6H7 N3 O2
• Molecular Weight: 153.14
• Hs Code.: 29280000
• European Community (EC) Number: 221-222-6
• UNII: JZE2KHJ2WG
• DSSTox Substance ID: DTXSID30184423
• Nikkaji Number: J54.017J
• Wikidata: Q83055347
• Mol file: 3034-19-3.mol

Synonyms:2-nitrophenylhydrazine;2-nitrophenylhydrazine hydrochloride;2-nitrophenylhydrazine monohydrochloride;2-NPH;o-nitrophenylhydrazine

Chemical Property of 2-Nitrophenylhydrazine

Chemical Property:

• Appearance/Colour: ORANGE TO DARK RED POWDER
• Vapor Pressure: 0.000469mmHg at 25°C
• Melting Point: 90-92ºC(194-197.6ºF)
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 314.3 °C at 760 mmHg
• PKA: 3.61±0.10(Predicted)
• Flash Point: 143.9 °C
• PSA: 83.87000
• Density: 1.419 g/cm³
• LogP: 2.17690
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 153.053826475
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

(2-Nitrophenyl)hydrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-22-11
• Safety Statements: 26-36-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)NN)[N+](=O)[O-]

Technology Process of 2-Nitrophenylhydrazine

There total 7 articles about 2-Nitrophenylhydrazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

o-nitroiodobenzene (609-73-4) → (2-nitrophenyl)hydrazine (3034-19-3)

Guidance literature:

With potassium phosphate; copper(l) iodide; hydrazine hydrate; at 120 ℃; for 6h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tet.2012.11.014

Reference yield:

2-nitro-aniline (88-74-4) → (2-nitrophenyl)hydrazine (3034-19-3)

Guidance literature:

With hydrogenchloride; water; sodium nitrite; Reaktion ueber mehrere Stufen;

Reference yield:

succinaldehyde bis-(2-nitro-phenylhydrazone) (123217-83-4) → N-(2-nitrophenyl)-1H-pyrrol-1-ylamine (79700-48-4) + (2-nitrophenyl)hydrazine (3034-19-3)

Guidance literature:

With hydrogenchloride; In ethanol; for 0.5h; Heating;

upstream raw materials:

2-nitrobenzenediazonium chloride

2-nitro-aniline

succinaldehyde bis-(2-nitro-phenylhydrazone)

hydrogenchloride

Downstream raw materials:

2-nitrophenylaminophthalimide

N²-Phthaloyl-2'-nitrophenylhydrazid

piperonal-(2-nitro-phenylhydrazone)

2-(2-nitro-anilino)-benzo[de]isoquinoline-1,3-dione

Refernces

Fischer indole synthesis in water: Simple, efficient preparation of naltrindole, naltriben and analogs

10.1039/b920864j

The research presents an environmentally friendly method for synthesizing naltrindole (NTI), naltriben (NTB), and their analogs using Fischer indole synthesis under mildly acidic, purely aqueous conditions. The study explores the preparation of these compounds, which are valuable tools for opioid receptor pharmacology studies, using hydrochloride salts of naltrexone and various phenylhydrazines in boiling water, achieving good to excellent yields and high purities without the need for organic solvents or harsh acids. The chemicals that played a crucial role in this research include naltrexone hydrochloride (NTX·HCl), phenylhydrazine hydrochloride, and other substituted phenylhydrazines such as 1-methyl-1-phenylhydrazine, o-chlorophenylhydrazine, o-fluorophenylhydrazine, and o-nitrophenylhydrazine. The study also utilized dilute hydrochloric acid (HCl) to facilitate the synthesis, and in some cases, sulfuric acid (H?SO?) for comparison. The products were obtained through simple filtration or centrifugation, highlighting the simplicity and efficiency of the aqueous Fischer synthesis method.

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