Methyl 3,4-dihydroxy-5-nitrobenzoate

Base Information

• Chemical Name: Methyl 3,4-dihydroxy-5-nitrobenzoate
• CAS No.: 125629-01-8
• Molecular Formula: C8H7NO6
• Molecular Weight: 213.147
• DSSTox Substance ID: DTXSID40154814
• Wikidata: Q83022160
• Mol file: 125629-01-8.mol

Synonyms:Methyl 3,4-dihydroxy-5-nitrobenzoate;125629-01-8;Benzoic acid, 3,4-dihydroxy-5-nitro-, methyl ester;C8H7NO6;SCHEMBL643856;DTXSID40154814;NJDBUIWQZVNVNW-UHFFFAOYSA-N;STL434060;AKOS016347764;LS-37072;A1-06120

Chemical Property of Methyl 3,4-dihydroxy-5-nitrobenzoate

Chemical Property:

• Vapor Pressure: 1.99E-06mmHg at 25°C
• Boiling Point: 383.4°Cat760mmHg
• Flash Point: 185.7°C
• Density: 1.566g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 213.02733694
• Heavy Atom Count: 15
• Complexity: 262

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3,4-dihydroxy-5-nitrobenzoate

There total 6 articles about Methyl 3,4-dihydroxy-5-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: 87.0%

methanol (67-56-1) + 3,4-dihydroxy-5-nitrobenzoic acid (84211-30-3) → methyl 3,4-dihydroxy-5-nitro-benzoate (125629-01-8)

Guidance literature:

With thionyl chloride; at 0 ℃; for 2.5h; Inert atmosphere; Reflux;

DOI:10.3390/molecules26195964

Reference yield:

4-hydroxy-3-methoxybenzoic acid methyl ester (3943-74-6) → methyl 3,4-dihydroxy-5-nitro-benzoate (125629-01-8)

Guidance literature:

Multi-step reaction with 4 steps

1: HNO₃, AcOH

2: aq. LiOH / tetrahydrofuran

3: BBr₃

4: HCl

With hydrogenchloride; lithium hydroxide; nitric acid; boron tribromide; acetic acid; In tetrahydrofuran;

DOI:10.1021/ja00121a037

Reference yield:

4-hydroxy-3-methoxy-5-nitrobenzoic acid methyl ester (42590-00-1) → methyl 3,4-dihydroxy-5-nitro-benzoate (125629-01-8)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. LiOH / tetrahydrofuran

2: BBr₃

3: HCl

With hydrogenchloride; lithium hydroxide; boron tribromide; In tetrahydrofuran;

DOI:10.1021/ja00121a037

upstream raw materials:

methanol

3,4-dihydroxy-5-nitrobenzoic acid

4-hydroxy-3-methoxybenzoic acid methyl ester

4-hydroxy-3-methoxy-5-nitrobenzoic acid methyl ester

Downstream raw materials:

4-chloro-3-hydroxy-5-nitrobenzoic acid methyl ester

methyl 3-amino-4,5-dihydroxybenzoate hydrochloride

methyl 3-amino-4,5-dimethoxybenzoate

methyl 3,4-dimethoxy-5-nitrobenzoate