Methyl 5-(chlorocarbonyl)-2-nitrobenzoate

Base Information

• Chemical Name: Methyl 5-(chlorocarbonyl)-2-nitrobenzoate
• CAS No.: 64152-10-9
• Molecular Formula: C9H6ClNO5
• Molecular Weight: 243.603
• DSSTox Substance ID: DTXSID90493225
• Wikidata: Q82339764
• Mol file: 64152-10-9.mol

Synonyms:methyl 5-(chlorocarbonyl)-2-nitrobenzoate;64152-10-9;SCHEMBL1932039;DTXSID90493225;HGOPPEOMUHGNGZ-UHFFFAOYSA-N

Chemical Property of Methyl 5-(chlorocarbonyl)-2-nitrobenzoate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 242.9934500
• Heavy Atom Count: 16
• Complexity: 314

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 5-(chlorocarbonyl)-2-nitrobenzoate

There total 3 articles about Methyl 5-(chlorocarbonyl)-2-nitrobenzoate 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:

3-Methoxycarbonyl-4-nitrobenzoic acid (64152-09-6) → 4-nitro-isophthalic acid-1-chloride-3-methyl ester (64152-10-9)

Guidance literature:

With phosphorus pentachloride;

DOI:10.1021/ja01139a601

Reference yield:

5-methyl-2-nitro-benzoic acid methyl ester (20587-30-8) → 4-nitro-isophthalic acid-1-chloride-3-methyl ester (64152-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1: chromium(VI) oxide; periodic acid / acetonitrile / 20 °C

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 - 50 °C

With chromium(VI) oxide; oxalyl dichloride; periodic acid; N,N-dimethyl-formamide; In dichloromethane; acetonitrile;

Reference yield:

→ 4-nitro-isophthalic acid-1-chloride-3-methyl ester (64152-10-9)

Guidance literature:

aus 3-Methoxycarbonyl-4-nitro-benzoesaeure u. Thionylchlorid;

upstream raw materials:

3-Methoxycarbonyl-4-nitrobenzoic acid

5-methyl-2-nitro-benzoic acid methyl ester

Downstream raw materials:

N-(5-chloro-2,4-dimethoxy-phenyl)-6-nitro-isophthalamic acid methyl ester

methyl 5-(4-(4-fluorobenzyl)-piperidine-1-carbonyl)-2-nitrobenzoate

methyl 2-amino-5-(4-(4-fluorobenzyl)piperidine-1-carbonyl)benzoate

methyl 2-(4-(5,6-dichloro-1H-benzo[d]imidazol-2-yl)benzamido)-5-(4-(4-fluorobenzyl)piperidine-1-carbonyl) benzoate