2-(2-Nitrophenoxy)acetohydrazide

Base Information

• Chemical Name: 2-(2-Nitrophenoxy)acetohydrazide
• CAS No.: 77729-22-7
• Molecular Formula: C8H9N3O4
• Molecular Weight: 211.177
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID90352126
• Nikkaji Number: J1.438.687D
• Wikidata: Q82129118
• ChEMBL ID: CHEMBL1423042
• Mol file: 77729-22-7.mol

Synonyms:2-(2-nitrophenoxy)acetohydrazide;77729-22-7;(2-Nitro-phenoxy)-acetic acid hydrazide;Oprea1_285231;Oprea1_635293;MLS000712378;SCHEMBL6680400;CHEMBL1423042;DTXSID90352126;HMS2700O09;BBL037271;MFCD00806916;STK067013;(2-nitrophenoxy)acetic acid hydrazide;AKOS000296334;SB86189;SMR000282145;VS-14034;CS-0204669;EN300-06093

Chemical Property of 2-(2-Nitrophenoxy)acetohydrazide

Chemical Property:

• Vapor Pressure: 4.13E-10mmHg at 25°C
• Refractive Index: 1.592
• Boiling Point: 499.5 °C at 760 mmHg
• Flash Point: 255.9 °C
• PSA: 110.17000
• Density: 1.394 g/cm³
• LogP: 1.57790
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 211.05930578
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

98%min ^*data from raw suppliers

2-(2-Nitrophenoxy)acetohydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-(2-Nitrophenoxy)acetohydrazide

There total 4 articles about 2-(2-Nitrophenoxy)acetohydrazide 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: 71.0%

ethyl o-nitrophenoxyacetate (37682-31-8) → (2-nitro-phenoxy)-acetic acid hydrazide (77729-22-7)

Guidance literature:

With hydrazine hydrate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2010.11.034

Reference yield:

2-hydroxynitrobenzene (88-75-5,78813-12-4) → (2-nitro-phenoxy)-acetic acid hydrazide (77729-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 8 h / Reflux

2: hydrazine hydrate / methanol / 1 h / 20 °C

With potassium carbonate; hydrazine hydrate; In methanol; acetone;

DOI:10.1016/j.bmc.2010.11.034

Reference yield:

2-(2-nitrophenoxy)-acetic acid methyl ester (7506-93-6) → (2-nitro-phenoxy)-acetic acid hydrazide (77729-22-7)

Guidance literature:

With hydrazine hydrate; In ethanol; N,N-dimethyl-formamide; for 0.0166667h; microwave irradiation;

upstream raw materials:

2-(2-nitrophenoxy)-acetic acid methyl ester

2-hydroxynitrobenzene

ethyl o-nitrophenoxyacetate

Downstream raw materials:

5-(2-nitro-phenoxymethyl)-3H-[1,3,4]oxadiazole-2-thione

1-(2-nitrophenyloxyacetyl)-4-(4-chlorophenyloxyacetyl)-thiosemicarbazide

1-[(2-nitrophenyloxy)acetyl]-4-(3-methylbenzoyl)thiosemicarbazide

C₉H₁₀N₄O₄S

Refernces

• 1、 Wei, Tai-Bao,Liu, Hong,Li, Man-Lin,Zhang, You-Ming. "A rapid and high-yield synthesis of aryloxyacetyl hydrazides under microwave irradiation and with phase transfer catalysis". . p. 432 - 433. Retrieved 2007/10/03.