2'-Nitroacetanilide

Base Information

• Chemical Name: 2'-Nitroacetanilide
• CAS No.: 552-32-9
• Molecular Formula: C8H8N2O3
• Molecular Weight: 180.163
• Hs Code.: 29242990
• European Community (EC) Number: 209-009-6
• NSC Number: 1313
• UNII: Q4KJC83992
• DSSTox Substance ID: DTXSID4060282
• Nikkaji Number: J10.497C
• Wikidata: Q27286995
• ChEMBL ID: CHEMBL3601315
• Mol file: 552-32-9.mol

Synonyms:2-nitroacetanilide;o-nitroacetanilide

Chemical Property of 2'-Nitroacetanilide

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 3.14E-06mmHg at 25°C
• Melting Point: 90-94 °C
• Refractive Index: 1.617
• Boiling Point: 388.1 °C at 760 mmHg
• PKA: 13.83±0.70(Predicted)
• Flash Point: 188.5 °C
• PSA: 74.92000
• Density: 1.34 g/cm³
• LogP: 2.14940
• Storage Temp.: Store below +30°C.
• Water Solubility.: 2.2g/L(room temperature)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 180.05349212
• Heavy Atom Count: 13
• Complexity: 212

Purity/Quality:

98%,99%, ^*data from raw suppliers

2'-Nitroacetanilide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=CC=C1[N+](=O)[O-]

Technology Process of 2'-Nitroacetanilide

There total 51 articles about 2'-Nitroacetanilide 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: 98.0%

acetic anhydride (108-24-7) + 2-nitro-aniline (88-74-4) → o-nitroacetanilide (552-32-9)

Guidance literature:

montmorillonite K-10; In dichloromethane; at 40 ℃; for 3.5h;

DOI:10.1039/a703389c

Reference yield: 98.0%

acetamide (60-35-5) + o-nitroiodobenzene (609-73-4) → o-nitroacetanilide (552-32-9)

Guidance literature:

With potassium phosphate; copper(l) iodide; glycine; In 1,4-dioxane; at 100 ℃; for 24h;

DOI:10.1016/j.tetlet.2004.01.119

Reference yield: 96.0%

trimethylsilyl acetate (2754-27-0) + 2-nitro-aniline (88-74-4) → o-nitroacetanilide (552-32-9)

Guidance literature:

With 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride; In dichloromethane; for 20h; Ambient temperature;

DOI:10.1246/bcsj.67.210

upstream raw materials:

N-acetylacetamide

2-nitroaniline hydrochloride

1-(2-nitro-phenyl)-ethanone oxime

N-acetyl-N-phenylacetamide

Downstream raw materials:

2-Methyl-1H-benzimidazole

1,2-diamino-benzene

2-nitro-diacetanilide

picramide

Refernces

• 1、 Boukabcha, Nourdine,Chouaih, Abdelkader,Dege, Necmi,Direm, Amani,Drissi, Mokhtaria,Khelloul, Nawel,Megrouss, Youcef,Tuna, Murat. "Synthesis, structural determination, Hirshfeld surface analysis, 3D energy frameworks, electronic and (static, dynamic) NLO properties of o-Nitroacetanilide (o-NAA): A combined experimental and quantum chemical study". . . Retrieved 2021/09/07.
• 2、 Dai, Enrui,Dong, Ying,Dong, Yongrui,Kong, Rui,Liang, Deqiang,Liu, Guangzhang,Ma, Yinhai,Wu, Qiong. "Transition-metal-free mono- or dinitration of protected anilines". . . Retrieved 2020/04/27.