5-Bromo-2-hydroxy-3-nitrobenzoic acid

Base Information

• Chemical Name: 5-Bromo-2-hydroxy-3-nitrobenzoic acid
• CAS No.: 10169-50-3
• Molecular Formula: C7H4 Br N O5
• Molecular Weight: 262.016
• Hs Code.: 2918290000
• DSSTox Substance ID: DTXSID0074425
• Nikkaji Number: J70.156D
• Wikidata: Q82002775
• Mol file: 10169-50-3.mol

Synonyms:5-Bromo-2-hydroxy-3-nitrobenzoic acid;10169-50-3;5-Bromo-3-nitrosalicylic acid;Benzoic acid, 5-bromo-2-hydroxy-3-nitro-;Salicylic acid, 5-bromo-3-nitro-;C7H4BrNO5;Oprea1_050706;C7-H4-Br-N-O5;SCHEMBL1446831;5-bromo-3-nitro-salicylic acid;DTXSID0074425;JNYJGSJKQMVWRL-UHFFFAOYSA-N;BBL001115;MFCD00463872;STK366077;5-Bromo-2-hydroxy-3-nitrobenzoicacid;AKOS005442410;AS-20139;C.I.10300;FT-0701516

Chemical Property of 5-Bromo-2-hydroxy-3-nitrobenzoic acid

Chemical Property:

• Vapor Pressure: 2.15E-05mmHg at 25°C
• Boiling Point: 346.6°C at 760 mmHg
• PKA: 1.62±0.20(Predicted)
• Flash Point: 163.4°C
• PSA: 103.35000
• Density: 2.04g/cm³
• LogP: 2.28430
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 260.92728
• Heavy Atom Count: 14
• Complexity: 253

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromo-2-hydroxy-3-nitrobenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C(=O)O)O)[N+](=O)[O-])Br

Technology Process of 5-Bromo-2-hydroxy-3-nitrobenzoic acid

There total 3 articles about 5-Bromo-2-hydroxy-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: 85.0%

5-bromosalicyclic acid (89-55-4) → 5-bromo-2-hydroxy-3-nitrobenzoic acid (10169-50-3)

Guidance literature:

With sulfuric acid; nitric acid; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jm400138z

Reference yield: 8.9%

sodium 3,5-dibromo-2-hydroxybenzoate (79427-99-9) → 2,6-dibromo-4-nitrophenol (99-28-5) + 2,4-dibromo-6-nitrophenol (15969-09-2) + 3-bromo-2-hydroxy-5-nitro-benzoic acid (57688-24-1) + 5-bromo-2-hydroxy-3-nitrobenzoic acid (10169-50-3)

Guidance literature:

With acetic acid; sodium nitrite; at 20 ℃;

DOI:10.1134/S1070428008050084

Reference yield:

5-bromosalicyclic acid (89-55-4) + nitric acid (7697-37-2,78989-43-2) + acetic acid (64-19-7,77671-22-8) → 5-bromo-2-hydroxy-3-nitrobenzoic acid (10169-50-3)

Guidance literature:

at 0 ℃;

upstream raw materials:

5-bromosalicyclic acid

nitric acid

acetic acid

sodium 3,5-dibromo-2-hydroxybenzoate

Downstream raw materials:

3-aminosalicylic acid

5-bromo-2-hydroxy-3-nitrobenzoic acid ethyl ester

2-[3-(5-bromo-2-dimethylcarbamoylsulfanyl-3-nitrobenzyl)-2-oxo-2,3-dihydrobenzoimidazol-1-ylmethyl]pentanoic acid ethyl ester

C₁₀H₁₁BrN₂O₄S

Refernces

• 1、 Bush, Jacob T.,Le?niak, Robert K.,Yeh, Tzu-Lan,Belle, Roman,Kramer, Holger,Tumber, Anthony,Chowdhury, Rasheduzzaman,Flashman, Emily,Mecinovi?, Jasmin,Schofield, Christopher J.. "Small-molecules that covalently react with a human prolyl hydroxylase-towards activity modulation and substrate capture". . p. 1020 - 1023. Retrieved 2019.
• 2、 Taylor, Steven J.,Padyana, Anil K.,Abeywardane, Asitha,Liang, Shuang,Hao, Ming-Hong,De Lombaert, Stéphane,Proudfoot, John,Farmer, Bennett S.,Li, Xiang,Collins, Brandon,Martin, Leslie,Albaugh, Daniel R.,Hill-Drzewi, Melissa,Pullen, Steven S.,Takahashi, Hidenori. "Discovery of potent, selective chymase inhibitors via fragment linking strategies". . p. 4465 - 4481. Retrieved 2013/07/19.