3-Bromo-5-nitrobenzoic acid

Base Information

• Chemical Name: 3-Bromo-5-nitrobenzoic acid
• CAS No.: 6307-83-1
• Molecular Formula: C7H4BrNO4
• Molecular Weight: 246.017
• Hs Code.: 29163990
• European Community (EC) Number: 629-990-8
• NSC Number: 44288
• DSSTox Substance ID: DTXSID00286226
• Nikkaji Number: J2.502.323D
• Wikidata: Q72448537
• Mol file: 6307-83-1.mol

Synonyms:3-bromo-5-nitrobenzoic acid;6307-83-1;5-bromo-3-nitrobenzoic acid;Benzoic acid, 3-bromo-5-nitro-;3-bromo-5-nitro-benzoic acid;MFCD00100098;3-Bromo-5-nitrobenzoicacid;NSC44288;SCHEMBL91278;3-Brom-5-nitro-benzoic acid;3-Bromo-5-carboxynitrobenzene;3-bromo-5-nitro benzoic acid;DTXSID00286226;AXRKIZCFYZBBPX-UHFFFAOYSA-N;NSC-44288;STK366076;TD1363;AKOS005442409;AB03379;AC-3918;CS-W002370;PS-5484;SY007508;AM20040909;B3370;FT-0615182;A19966;EN300-106819;(5-FLUORO-2-PHENOXY-BENZYL)-METHYL-AMINE;J-512048;Z424800604

Chemical Property of 3-Bromo-5-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: white to slightly yellow crystalline needles
• Vapor Pressure: 2.4E-06mmHg at 25°C
• Melting Point: 159-161°C
• Boiling Point: 376.8 °C at 760 mmHg
• PKA: 3.09±0.10(Predicted)
• Flash Point: 181.7 °C
• PSA: 83.12000
• Density: 1.892 g/cm³
• LogP: 2.57870
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 244.93237
• Heavy Atom Count: 13
• Complexity: 227

Purity/Quality:

98% ^*data from raw suppliers

3-Bromo-5-nitrobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-50-22
• Safety Statements: 26-36/37/39-61-60-36/37-37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Bromo-5-nitrobenzoic acid

There total 12 articles about 3-Bromo-5-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: 99.2%

3-nitrobenzoic acid (121-92-6) → 3-bromo-5-nitro-benzoic acid (6307-83-1)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; at 60 ℃; for 2.75h;

Reference yield: 88.0%

3-amino-5-nitro-benzoic acid (618-84-8) → 3-bromo-5-nitro-benzoic acid (6307-83-1)

Guidance literature:

With hydrogen bromide; copper(I) bromide; sodium nitrite; In water; at 0 - 70 ℃; for 1.75h;

Reference yield: 49.0%

2-nitroterephthalic acid (610-29-7) → 3-bromo-5-nitro-benzoic acid (6307-83-1)

Guidance literature:

With copper(I) oxide; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bismuth (III) nitrate pentahydrate; oxygen; sodium bromide; In dimethyl sulfoxide; at 170 ℃; for 10h; regioselective reaction; Schlenk technique; Green chemistry;

DOI:10.1021/acs.orglett.9b00460

upstream raw materials:

3-amino-5-nitro-benzoic acid

3-bromo-5-nitrobenzaldehyde

methyl 3-bromo-5-nitrobenzoate

3-bromo-5-nitro-biphenyl

Downstream raw materials:

3-amino-5-bromobenzoic acid

3-bromo-5-nitrobenzoyl chloride

3-nitro-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid

methyl 3-bromo-5-nitrobenzoate

Refernces

• 1、 Ma, Jun-An,Peng, Xing,Xiao, Ming-Yang,Xue, Xiao-Song,Zhang, Fa-Guang,Zheng, Meng-Meng. "Catalytic Direct Construction of Cyano-tetrazoles". . p. 7762 - 7767. Retrieved 2020/10/09.
• 2、 -. "Pyrimidine compounds and pharmaceutical composition for preventing or treating cancers comprising the same". Paragraph 0269-0274. . Retrieved 2019/05/04.