4-Benzyloxy-3-nitrobenzoic acid

Base Information

• Chemical Name: 4-Benzyloxy-3-nitrobenzoic acid
• CAS No.: 17903-89-8
• Molecular Formula: C14H11NO5
• Molecular Weight: 273.245
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID60583102
• Nikkaji Number: J2.811.180K
• Wikidata: Q82474621
• Mol file: 17903-89-8.mol

Synonyms:4-BENZYLOXY-3-NITROBENZOIC ACID;17903-89-8;4-(benzyloxy)-3-nitrobenzoic acid;3-nitro-4-phenylmethoxybenzoic acid;Benzoic acid, 3-nitro-4-(phenylmethoxy)-;MFCD03425435;SCHEMBL750245;3-nitro4-benzyloxybenzoic acid;3-nitro-4-benzyloxybenzoic acid;DTXSID60583102;4-Benzyloxy-3-nitro-benzoic acid;ZPGYWCMZSUFFFM-UHFFFAOYSA-N;AC4797;4-BENZYLOXY-3-NITROBENZOICACID;AKOS000147117;AS-77016;SY013956;CS-0328484;A924881

Chemical Property of 4-Benzyloxy-3-nitrobenzoic acid

Chemical Property:

• PSA: 92.35000
• LogP: 3.39520
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 273.06372245
• Heavy Atom Count: 20
• Complexity: 348

Purity/Quality:

97% ^*data from raw suppliers

4-Benzyloxy-3-nitrobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=C(C=C2)C(=O)O)[N+](=O)[O-]

Technology Process of 4-Benzyloxy-3-nitrobenzoic acid

There total 5 articles about 4-Benzyloxy-3-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: 96.0%

→ 3-nitro-4-phenylmethoxybenzoic acid (17903-89-8)

Guidance literature:

With water; sodium hydroxide; In methanol; at 50 ℃; for 4.5h;

Reference yield: 91.5%

3-nitro-4-hydroxybenzoic acid (616-82-0) + benzyl bromide (100-39-0) → 3-nitro-4-phenylmethoxybenzoic acid (17903-89-8)

Guidance literature:

3-nitro-4-hydroxybenzoic acid; benzyl bromide; With potassium carbonate; In acetone; Heating;

With sodium hydroxide; In methanol; at 20 ℃; for 3h; Further stages.;

DOI:10.1021/jm0610292

Reference yield: 90.0%

methyl 4-(benzyloxy)-3-nitrobenzoate (135328-57-3) → 3-nitro-4-phenylmethoxybenzoic acid (17903-89-8)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃;

DOI:10.1021/jm401549m

upstream raw materials:

3-nitro-4-hydroxybenzoic acid

benzyl bromide

methyl 4-(benzyloxy)-3-nitrobenzoate

methyl (4-hydroxy-3-nitro)benzoate

Downstream raw materials:

4-benzyloxy-3-nitrobenzoic acid 2-trimethylsilylethyl ester

4-benzyloxy-3-nitrobenzoic acid isopropyl ester

isopropyl 3-amino-4-hydroxybenzoate

3-[2-(4-adamantan-1-ylphenoxy)acetylamino]-4-hydroxybenzoic acid isopropyl ester

Refernces

• 1、 -. "N-(3-nitro-4-alkoxybenzoyl)amino acid compounds as well as preparation method and application thereof". Paragraph 0091-0095; 0108; 0109. . Retrieved 2019/10/01.
• 2、 -. "ARYLOXYPHENOXYACETYL-BASED COMPOUND HAVING HIF-1 INHIBITION ACTIVITY, PREPARATION METHOD THEREOF AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME AS AN ACTIVE INGREDIENT". Page/Page column 12-13. . Retrieved 2012/05/05.