5-Hydroxy-2-nitrobenzoic acid

Base Information

• Chemical Name: 5-Hydroxy-2-nitrobenzoic acid
• CAS No.: 610-37-7
• Molecular Formula: C7H5 N O5
• Molecular Weight: 183.12
• Hs Code.: 2918290000
• European Community (EC) Number: 629-984-5
• DSSTox Substance ID: DTXSID20209856
• Nikkaji Number: J385.141I
• Wikidata: Q72480661
• Mol file: 610-37-7.mol

Synonyms:5-Hydroxy-2-nitrobenzoic acid;610-37-7;3-Carboxy-4-nitrophenol;BENZOIC ACID, 5-HYDROXY-2-NITRO-;BRN 2107504;MFCD00017566;4-10-00-00338 (Beilstein Handbook Reference);5-hydroxy-2-nitro-benzoic acid;2-nitro-5-oxybenzoic acid;5-Hydroxy-2-nitrobenzoicacid;SCHEMBL267752;2-Nitro-5-hydroxybenzoic acid;5-Hydroxy-2-Nitro Benzoic Acid;DTXSID20209856;AMY28119;AKOS009157631;AC-3262;CS-W017066;AS-15627;LS-37644;SY004742;FT-0620469;H1321;A20360;EN300-116557;10.14272/BUHKQTKKZAXSMH-UHFFFAOYSA-N.1;AO-801/41077445;doi:10.14272/BUHKQTKKZAXSMH-UHFFFAOYSA-N.1;3-carboxy-4-nitrophenol;Z385458388

Chemical Property of 5-Hydroxy-2-nitrobenzoic acid

Chemical Property:

• Vapor Pressure: 4.52E-09mmHg at 25°C
• Melting Point: 170-171 ºC
• Boiling Point: 455 °C at 760 mmHg
• PKA: 2.06±0.25(Predicted)
• Flash Point: 209.6 °C
• PSA: 103.35000
• Density: 1.631
• LogP: 1.52180
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 183.01677226
• Heavy Atom Count: 13
• Complexity: 223

Purity/Quality:

99% min ^*data from raw suppliers

5-Hydroxy-2-nitrobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)C(=O)O)[N+](=O)[O-]

Technology Process of 5-Hydroxy-2-nitrobenzoic acid

There total 22 articles about 5-Hydroxy-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: 99.0%

5-chloro-2-nitrobenzoic acid (2516-95-2) → 5-hydroxy-2-nitrobenzoic acid (610-37-7)

Guidance literature:

With sodium hydroxide; for 72h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201300705

Reference yield: 89.0%

2-nitro-5-hydroxybenzaldehyde (42454-06-8) → 5-hydroxy-2-nitrobenzoic acid (610-37-7)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In water; for 16h; Heating;

DOI:10.1016/S0040-4020(02)00940-7

Reference yield: 70.0%

3-Carboxyphenol (99-06-9) → 5-hydroxy-2-nitrobenzoic acid (610-37-7)

Guidance literature:

With copper(II) nitrate trihydrate; In tetrahydrofuran; for 3h; regioselective reaction; Reflux;

DOI:10.3998/ark.5550190.p008.587

upstream raw materials:

1-methyl-4-nitrosobenzene

2,5-dinitrobenzoic acid

2-nitro-5-hydroxybenzaldehyde

5-amino-2-nitrobenzoic acid

Downstream raw materials:

2-amino-5-hydroxybenzoic acid

2-nitro-5-(prop-2-ynyloxy)benzoic acid

methyl 2-nitro-5-(prop-2-ynyloxy)benzoate

N-(2-nitro-5-(prop-2-ynyloxy)benzoyl)-L-proline methyl ester

Refernces

• 1、 Langley. "-". . p. 1633. Retrieved 1948.
• 2、 -. "Preparation technology of 6-hydroxy-bentazone". Paragraph 0019-0020; 0035-0036; 0051-0052; 0067-0068. . Retrieved 2017/08/28.
• 3、 -. "METHOD FOR SPECIFIC CLEAVAGE OF C Alpha-C BOND AND SIDE CHAIN OF PROTEIN AND PEPTIDE, AND METHOD FOR DETERMINING AMINO ACID SEQUENCE". . . Retrieved 2017/12/15.