3-Iodo-5-nitrobenzoic acid

Base Information

• Chemical Name: 3-Iodo-5-nitrobenzoic acid
• CAS No.: 6313-17-3
• Molecular Formula: C7H4 I N O4
• Molecular Weight: 293.018
• Hs Code.: 2916310090
• European Community (EC) Number: 804-086-8
• NSC Number: 40643
• UNII: A3F3XQX3HZ
• DSSTox Substance ID: DTXSID8064222
• Nikkaji Number: J421.808F
• Wikidata: Q81991351
• Mol file: 6313-17-3.mol

Synonyms:3-Iodo-5-nitrobenzoic acid;6313-17-3;Benzoic acid, 3-iodo-5-nitro-;3-IODO-5-NITROBENZOICACID;NSC 40643;NSC-40643;C7H4INO4;NSC40643;A3F3XQX3HZ;3-iodo-5-nitro-benzoic acid;SCHEMBL311115;DTXSID8064222;C7-H4-I-N-O4;3-Iodo-5-nitrobenzoic acid, 97%;MFCD00068827;STK035553;AKOS002685579;AKOS015995905;BF-0220;PB10072;CS-0053745;FT-0682949;EN300-122865;AE-641/02351016;J-512689

Chemical Property of 3-Iodo-5-nitrobenzoic acid

Chemical Property:

• Vapor Pressure: 1.85E-07mmHg at 25°C
• Melting Point: 166-170°C
• Boiling Point: 410°C at 760 mmHg
• PKA: 3.13±0.10(Predicted)
• Flash Point: 201.8°C
• PSA: 83.12000
• Density: 2.156g/cm³
• LogP: 2.42080
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 292.91851
• Heavy Atom Count: 13
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

3-Iodo-5-nitrobenzoic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Iodo-5-nitrobenzoic acid

There total 4 articles about 3-Iodo-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: 98.0%

3-nitrobenzoic acid (121-92-6) → 3-iodo-5-nitro-benzoic acid (6313-17-3)

Guidance literature:

With sulfuric acid; iodine; at 20 - 85 ℃; for 14h;

Reference yield: 71.0%

3-amino-5-nitro-benzoic acid (618-84-8) → 3-iodo-5-nitro-benzoic acid (6313-17-3)

Guidance literature:

3-amino-5-nitro-benzoic acid; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 1.5h;

With potassium iodide; In water; at 0 - 20 ℃; for 3h;

DOI:10.1002/chem.200900546

Reference yield: 37.0%

2-nitroterephthalic acid (610-29-7) → 3-iodo-5-nitro-benzoic acid (6313-17-3)

Guidance literature:

With copper(I) oxide; potassium phosphate; bismuth (III) nitrate pentahydrate; palladium(II) trifluoroacetate; oxygen; sodium iodide; 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-nitrobenzoic acid

2-nitroterephthalic acid

Downstream raw materials:

3-amino-5-iodobenzoic acid

methyl 3-iodo-5-nitrobenzoate

4′-methyl-5-nitro-biphenyl-3-carboxylic acid

3-iodo-N-(2-methoxy-1-methyl-ethyl)-5-nitrobenzamide

Refernces

• 1、 -. "Method for synthesizing m-iodonitrobenzene compound". Paragraph 0084-0085. . Retrieved 2018/03/24.
• 2、 -. "THIAZOLE AND OXAZOLE-SUBSTITUTED ARYLAMIDES AS P2X3 AND P2X2/3 ANTAGONISTS". Page/Page column 33. . Retrieved 2012/02/03.