3-Hydroxy-4-nitrobenzoic acid

Base Information

• Chemical Name: 3-Hydroxy-4-nitrobenzoic acid
• CAS No.: 619-14-7
• Molecular Formula: C7H5NO5
• Molecular Weight: 183.12
• Hs Code.: 29182990
• European Community (EC) Number: 210-580-9
• NSC Number: 46823
• UNII: SSB8FKU365
• DSSTox Substance ID: DTXSID20210922
• Nikkaji Number: J95.686D
• Wikidata: Q72480669
• Mol file: 619-14-7.mol

Synonyms:3-Hydroxy-4-nitrobenzoic acid;619-14-7;3-Hydroxy-4-nitro-benzoic acid;Benzoic acid, 3-hydroxy-4-nitro-;4-Nitro-3-hydroxybenzoic acid;MFCD00007110;SSB8FKU365;EINECS 210-580-9;NSC-46823;NSC46823;3-Carboxy-6-nitrophenol;UNII-SSB8FKU365;3-hydroxy4nitrobenzoic acid;SCHEMBL459609;DTXSID20210922;CS-D0899;STR04954;AC-512;NSC 46823;STL412110;3-Hydroxy-4-nitrobenzoic acid, 95%;AKOS001064486;AKOS025395589;AB00843;SY005689;FT-0602212;H0635;EN300-18617;A833483;AE-562/43459443;W-105079;Z85939519

Chemical Property of 3-Hydroxy-4-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: yellow to brownish powder
• Vapor Pressure: 1.74E-06mmHg at 25°C
• Melting Point: 229-231 °C(lit.)
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 381 °C at 760 mmHg
• PKA: 3.30±0.10(Predicted)
• Flash Point: 175.4 °C
• PSA: 103.35000
• Density: 1.631 g/cm³
• LogP: 1.52180
• Storage Temp.: Store below +30°C.
• Solubility.: 1.08g/l (calculated)
• Water Solubility.: insoluble
• XLogP3: 2
• 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% ^*data from raw suppliers

3-Hydroxy-4-nitrobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)O)[N+](=O)[O-]
• Uses: 3-Hydroxy-4-nitrobenzoic acid is a compound that is capable of inhibiting chloroplast development in linseed and oat seedlings. 3-Hydroxy-4-nitrobenzoic acid also exhibits inhibitory effects on Ras proteins, making them potentially useful compounds in treating cancer.

Technology Process of 3-Hydroxy-4-nitrobenzoic acid

There total 35 articles about 3-Hydroxy-4-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: 50.0%

3-Carboxyphenol (99-06-9) → 5-hydroxy-2-nitrobenzoic acid (610-37-7) + 3-hydroxy-4-nitro-benzoic acid (619-14-7) + 5-hydroxy-2,4-dinitrobenzoic acid (54797-73-8) + 3-hydroxy-2,6-dinitrobenzoic acid (67175-28-4)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1002/jccs.200500086

Reference yield: 27.0%

3-Carboxyphenol (99-06-9) → 3-hydroxy-4-nitro-benzoic acid (619-14-7)

Guidance literature:

With ammonium cerium (IV) nitrate; In acetonitrile; at 20 ℃;

Reference yield:

3-(2-bromohexanoyloxy)-4-nitrobenzoic acid (1357303-90-2) → 2-bromohexanoic acid (616-05-7) + 3-hydroxy-4-nitro-benzoic acid (619-14-7)

Guidance literature:

With tris hydrochloride; sodium chloride; calcium chloride; In water; acetonitrile; at 25 ℃; for 96h; pH=8; Enzymatic reaction;

DOI:10.1590/S0103-50532011000200016

upstream raw materials:

2-nitro-5-methylphenol

5-formyl-2-nitrophenol

3-amino-4-nitrobenzoic acid

3-Carboxyphenol

Downstream raw materials:

ethyl 3-hydroxy-4-nitro-benzoate

4-nitro-3-(octanoyloxy)-benzoic acid

4-nitro-3-<<4'-nitro-3'-(octanoyloxy)benzoyl>oxy>-benzoic acid

4-nitro-3-(undecanoyloxy)benzoic acid

Refernces

• 1、 -. "3-Hydroxyl-4-nitrobenzoic acid and preparation method thereof". Paragraph 0029; 0030. . Retrieved 2017/01/23.
• 2、 Winkler, Robert,Richter, Martin E. A.,Knuepfer, Uwe,Merten, Dirk,Hertweck, Christian. "Regio- and chemoselective enzymatic N-oxygenation in vivo, in vitro, and in flow". . p. 8016 - 8018. Retrieved 2007/10/03.