3-(Benzyloxy)-4-methyl-2-nitrobenzoic acid

Base Information

• Chemical Name: 3-(Benzyloxy)-4-methyl-2-nitrobenzoic acid
• CAS No.: 6623-31-0
• Molecular Formula: C15H13NO5
• Molecular Weight: 287.272
• NSC Number: 54173
• DSSTox Substance ID: DTXSID10288110
• Wikidata: Q82024393
• Mol file: 6623-31-0.mol

Synonyms:3-(benzyloxy)-4-methyl-2-nitrobenzoic acid;6623-31-0;4-methyl-2-nitro-3-phenylmethoxybenzoic acid;NSC54173;SCHEMBL12253970;DTXSID10288110;NSC-54173;3-benzyloxy-4-methyl-2-nitrobenzoic acid

Chemical Property of 3-(Benzyloxy)-4-methyl-2-nitrobenzoic acid

Chemical Property:

• Vapor Pressure: 8.12E-11mmHg at 25°C
• Boiling Point: 500°Cat760mmHg
• Flash Point: 256.2°C
• Density: 1.337g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 287.07937252
• Heavy Atom Count: 21
• Complexity: 375

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C=C1)C(=O)O)[N+](=O)[O-])OCC2=CC=CC=C2

Technology Process of 3-(Benzyloxy)-4-methyl-2-nitrobenzoic acid

There total 5 articles about 3-(Benzyloxy)-4-methyl-2-nitrobenzoic acid 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: 80.0%

3-benzyloxy-4-methyl-2-nitrobenzoic acid benzyl ester (7597-50-4) → 2-nitro-3-benzyloxy-4-methylbenzoic acid N-hydroxysuccinimide ester (6623-31-0)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; water; for 12h;

DOI:10.1021/ja00196a055

Reference yield:

3-hydroxy-4-methyl-2-nitro-benzoic acid (6946-15-2) → 2-nitro-3-benzyloxy-4-methylbenzoic acid N-hydroxysuccinimide ester (6623-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / K₂CO₃ / dimethylformamide / 36 h / 65 °C

2: 80 percent / KOH / tetrahydrofuran; H₂O; methanol / 12 h

With potassium hydroxide; potassium carbonate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/ja00196a055

Reference yield:

benzyl chloride (100-44-7) → 2-nitro-3-benzyloxy-4-methylbenzoic acid N-hydroxysuccinimide ester (6623-31-0)

Guidance literature:

With butanone; sodium iodide;

upstream raw materials:

methyl 3-hydroxy-4-methyl-2-nitrobenzoate

benzyl chloride

3-benzyloxy-4-methyl-2-nitrobenzoic acid benzyl ester

3-hydroxy-4-methyl-2-nitro-benzoic acid

Downstream raw materials:

2-nitro-3-benzyloxy-4-methylbenzoyl chloride

2-amino-3-benzyloxy-4-methylbenzoic acid

Actinomin

N-<4-Methyl-3-(benzyloxy)-2-nitrobenzoyl>hydroxyproline ethyl ester