4-Amino-3,5-diiodobenzoic acid

Base Information

• Chemical Name: 4-Amino-3,5-diiodobenzoic acid
• CAS No.: 2122-61-4
• Molecular Formula: C7H5I2NO2
• Molecular Weight: 388.931
• Hs Code.: 29224985
• European Community (EC) Number: 218-331-6
• NSC Number: 57118
• DSSTox Substance ID: DTXSID00175449
• Nikkaji Number: J1.797C
• Wikidata: Q72436123
• Mol file: 2122-61-4.mol

Synonyms:4-Amino-3,5-diiodobenzoic acid;2122-61-4;BENZOIC ACID, 4-AMINO-3,5-DIIODO-;3,5-Dijod-4-aminohippursaeure;3,5-Diiodo-4-aminobenzoic acid;EINECS 218-331-6;NSC 57118;BRN 2103037;3,5-Dijod-4-aminohippursaeure [German];AI3-52265;4-Amino-3,5-diiodobenzoicacid;4-Amino-3,5-diiodo-Benzoicacid;NSC57118;WLN: ZR BI FI DVQ;NCIOpen2_007427;SCHEMBL864680;DTXSID00175449;MFCD00007684;NSC-57118;AKOS015892905;AC-25997;LS-35787;3-perfluorohexyl-2-hydroxypropylmethacrylate;CS-0267982;FT-0617483;A18444;EN300-195947;I10167;3-14-00-01161 (Beilstein Handbook Reference);J-013930

Chemical Property of 4-Amino-3,5-diiodobenzoic acid

Chemical Property:

• Appearance/Colour: beige-pink crystalline powder
• Vapor Pressure: 7.73E-09mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Boiling Point: 448.7 °C at 760 mmHg
• PKA: 4.16±0.10(Predicted)
• Flash Point: 225.2 °C
• PSA: 63.32000
• Density: 2.621g/cm³
• LogP: 2.75740
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Water Solubility.: Soluble in water (partly miscible).
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 388.84097
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

97% ^*data from raw suppliers

4-Amino-3,5-diiodobenzoicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1I)N)I)C(=O)O
• Uses: 4-Amino-3,5-diiodobenzoic acid is a very useful substituted benzene compound for use as a building block in synthesis. The carboxylic acid and amine functionalities can be used to form linkages through nucleophile-electrophile coupling and the iodides may be used as functional sites for cross-coupling transformations. 4-Amino-3,5-diiodobenzoic acid has been specifically used in the synthesis of an adduct to introduce into Tecoflex polymers to impart radiopaqueness to the material.

Technology Process of 4-Amino-3,5-diiodobenzoic acid

There total 11 articles about 4-Amino-3,5-diiodobenzoic 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%

ethyl 4-amino-3.5-diiodobenzoate (5400-81-7) → 4-amino-3,5-diiodobenzoic acid (2122-61-4)

Guidance literature:

With potassium hydroxide; for 1h; Heating;

DOI:10.1021/jm00090a013

Reference yield: 77.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-amino-3,5-diiodobenzoic acid (2122-61-4)

Guidance literature:

With pyridinium iodochloride; In methanol; for 1h; Heating;

DOI:10.1080/00397910801989659

Reference yield:

4-acetylamino-3-iodo-benzoic acid (190071-24-0) → 4-amino-3,5-diiodobenzoic acid (2122-61-4) + 4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

4-acetylamino-3-iodo-benzoic acid

4-amino-benzoic acid

ethyl 4-amino-3.5-diiodobenzoate

hydrogenchloride

Downstream raw materials:

ethyl 4-amino-3.5-diiodobenzoate

3,5-diiodobenzoic acid

3,5-diiodo-4-hydroxybenzoic acid

3,5-diiodo-4-(4,5,6,7-tetraiodo-1,3-dioxo-isoindolin-2-yl)-benzoic acid