3-Hydroxy-2-nitrobenzoic acid

Base Information

• Chemical Name: 3-Hydroxy-2-nitrobenzoic acid
• CAS No.: 602-00-6
• Molecular Formula: C7H5NO5
• Molecular Weight: 183.12
• Hs Code.: 29163990
• European Community (EC) Number: 676-645-2
• NSC Number: 159685
• DSSTox Substance ID: DTXSID00975623
• Nikkaji Number: J911.409B
• Wikidata: Q72480676
• Mol file: 602-00-6.mol

Synonyms:3-HYDROXY-2-NITROBENZOIC ACID;602-00-6;3-hydroxy-2-nitro-benzoic acid;MFCD00017003;Benzoic acid, hydroxynitro-;3-Hydroxy-2-nitrobenzoicacid;Benzoic acid, 3-hydroxy-2-nitro-;NSC159685;Nitro-m-oxybenzoesaure;SCHEMBL71886;2-nitro-3-oxidanyl-benzoic acid;DTXSID00975623;KPDBKQKRDJPBRM-UHFFFAOYSA-N;CS-D1622;AKOS015856234;AC-3192;GS-3170;NSC-159685;AM808202;SY005028;A8414;FT-0602016;H1324;EN300-109083;A832829;AE-562/43459442;Z1255465046

Chemical Property of 3-Hydroxy-2-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 6.68E-06mmHg at 25°C
• Melting Point: 179-181 °C
• Refractive Index: 1.663
• Boiling Point: 362.9 °C at 760 mmHg
• PKA: 2.07±0.10(Predicted)
• Flash Point: 166.7 °C
• PSA: 103.35000
• Density: 1.631 g/cm³
• LogP: 1.52180
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.4
• 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-2-nitrobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)O)[N+](=O)[O-])C(=O)O
• Uses: 3-Hydroxy-2-nitrobenzoic Acid (cas# 602-00-6) is a compound useful in organic synthesis.

Technology Process of 3-Hydroxy-2-nitrobenzoic acid

There total 20 articles about 3-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: 100.0%

3-chloro-2-nitro-benzoic acid (4771-47-5) → 3-hydroxy-2-nitrobenzoic acid (602-00-6)

Guidance literature:

With potassium hydroxide; water; for 12h; Heating / reflux;

Reference yield: 59.0%

6-iodo-3-methoxy-2-nitrobenzoic acid (1426317-25-0) → 3-hydroxy-6-iodo-2-nitrobenzoic acid (1426317-26-1) + 3-hydroxy-2-nitrobenzoic acid (602-00-6)

Guidance literature:

With aluminum (III) chloride; diethyl sulphide; In dichloromethane; at 40 ℃; for 48h; Inert atmosphere;

DOI:10.1021/ja401423j

Reference yield:

water (7732-18-5) + nitric acid (7697-37-2,78989-43-2) + 3-Carboxyphenol (99-06-9) → 5-hydroxy-2-nitrobenzoic acid (610-37-7) + 3-hydroxy-4-nitro-benzoic acid (619-14-7) + 3-hydroxy-2-nitrobenzoic acid (602-00-6)

Guidance literature:

DOI:10.1007/BF03343895 DOI:10.1007/BF03343899

upstream raw materials:

3-methoxy-2-nitrobenzoic acid

3-Amino-2-nitrobenzoic acid

3-acetylamino-2-nitro-benzoic acid

acetic acid-(3-methyl-2-nitro-phenyl ester)

Downstream raw materials:

3-hydroxy-2-nitro-benzoic acid ethyl ester

acetaldehyde diethyl acetal

3-hydroxy-2-nitro-6-(4-nitrophenylazo)benzoic acid

benzyl 3-benzyloxy-2-nitrobenzoate

Refernces

• 1、 Chen, Chinpiao,Kumbhar, Sharad V.. "A chiral oxazoline for catalytic enantioselective Nozaki-Hiyama-Kishi allylation and vinylation of aldehydes". . . Retrieved 2020/09/22.
• 2、 -. "QUINAZOLINES AND AZAQUINAZOLINES AS DUAL INHIBITORS OF RAS/RAF/MEK/ERK AND PI3K/AKT/PTEN/MTOR PATHWAYS". Page/Page column 61. . Retrieved 2014/10/29.