n-(5-Methyl-2-nitrophenyl)acetamide

Base Information

• Chemical Name: n-(5-Methyl-2-nitrophenyl)acetamide
• CAS No.: 7418-36-2
• Molecular Formula: C9H10N2O3
• Molecular Weight: 194.19
• NSC Number: 94815
• DSSTox Substance ID: DTXSID30294157
• Nikkaji Number: J959.888J
• Wikidata: Q82033274
• Mol file: 7418-36-2.mol

Synonyms:n-(5-methyl-2-nitrophenyl)acetamide;7418-36-2;NSC94815;N-{2-nitro-5-methylphenyl}acetamide;NCIOpen2_001354;Oprea1_747767;SCHEMBL22535975;DTXSID30294157;NSC-94815;AE-562/12222409

Chemical Property of n-(5-Methyl-2-nitrophenyl)acetamide

Chemical Property:

• Vapor Pressure: 1.79E-06mmHg at 25°C
• Refractive Index: 1.605
• Boiling Point: 395.8 °C at 760 mmHg
• Flash Point: 193.2 °C
• Density: 1.289 g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 194.06914219
• Heavy Atom Count: 14
• Complexity: 237

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)[N+](=O)[O-])NC(=O)C

Technology Process of n-(5-Methyl-2-nitrophenyl)acetamide

There total 10 articles about n-(5-Methyl-2-nitrophenyl)acetamide 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%

5-methyl-2-nitroaniline (578-46-1) + acetic anhydride (108-24-7) → N-(5-methyl-2-nitrophenyl)acetamide (7418-36-2)

Guidance literature:

With acetic acid; for 1h;

Reference yield: 61.0%

acetic anhydride (108-24-7) + 1-amino-3-methylbenzene (108-44-1) → 4-acetamido-2-methylnitrobenzene (51366-39-3) + N-(5-methyl-2-nitrophenyl)acetamide (7418-36-2) + N-(3-methyl-2-nitrophenyl)acetamide (90868-29-4)

Guidance literature:

With bismuth (III) nitrate pentahydrate; In dichloromethane; at 23 ℃; regioselective reaction;

DOI:10.1016/j.tet.2013.08.076

Reference yield:

3-Methylacetanilide (537-92-8) → 4-acetamido-2-methylnitrobenzene (51366-39-3) + N-(5-methyl-2-nitrophenyl)acetamide (7418-36-2) + N-(3-methyl-2-nitrophenyl)acetamide (90868-29-4)

Guidance literature:

With Nitrogen dioxide; ozone; In chloroform; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; < 0 deg C;

DOI:10.1016/0040-4039(91)80229-Y

upstream raw materials:

3-Methylacetanilide

5-methyl-2-nitroaniline

acetic anhydride

1-amino-3-methylbenzene

Downstream raw materials:

5-methyl-8-nitroquinoline

5-methyl-2-nitroaniline

3-acetylamino-4-nitro-benzoic acid

6-Methyl-1-acetylbenzotriazole

Refernces

• 1、 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.
• 2、 Rusek,Bryndal,Picur,Lis,Brzostowska. "Structural investigations of 3-acetamido-4-nitrobenzal derivatives". . p. 241 - 257. Retrieved 2007/10/03.