2,2'-Iminodibenzoic acid

Base Information

• Chemical Name: 2,2'-Iminodibenzoic acid
• CAS No.: 579-92-0
• Molecular Formula: C14H11 N O4
• Molecular Weight: 257.246
• Hs Code.: 2922499990
• European Community (EC) Number: 627-568-8
• NSC Number: 27841
• UNII: 439411S4TB
• DSSTox Substance ID: DTXSID30206619
• Nikkaji Number: J13.749I
• Wikidata: Q27258633
• ChEMBL ID: CHEMBL1526652
• Mol file: 579-92-0.mol

Synonyms:2,2'-Iminodibenzoic acid;579-92-0;Vanadox;2,2'-Azanediyldibenzoic acid;Diphenylamine-2,2'-dicarboxylic acid;2,2'-Dicarboxydiphenylamine;2,2'-Diphenylaminedicarboxylic acid;2-(2-carboxyanilino)benzoic acid;2,2'-Dicarboxyldiphenylamine;BENZOIC ACID, 2,2'-IMINODI-;2-[(2-carboxyphenyl)amino]benzoic acid;Benzoic acid, 2,2'-iminobis-;N-(2-Carboxyphenyl)anthranilic acid;NSC 27841;Anthranilic acid, N-(o-carboxyphenyl)-;BRN 0483973;MLS000521358;UNII-439411S4TB;NSC-27841;439411S4TB;SMR000131766;2,2-iminodibenzoic acid;4-14-00-01058 (Beilstein Handbook Reference);C14H11NO4;4ij1;ChemDiv2_000197;WLN: QVR BMR BVQ;Benzoic acid,2'-iminodi-;Benzoic acid,2'-iminobis-;2,2'-Azanediyldibenzoicacid;Oprea1_210118;cid_11371;SCHEMBL355549;CHEMBL1526652;BDBM68846;ZFRNOTZQUGWMQN-UHFFFAOYSA-;BIS(2-CARBOXYPHENYL)AMINE;DTXSID30206619;2,2'-Iminodibenzoic acid, 95%;HMS1369I21;HMS2448C24;AMY25085;NSC27841;BENZOIC ACID, O,O'-IMINODI-;2,2'-IMINOBIS(BENZOIC ACID);AKOS001483664;NCGC00245940-01;AC-20676;AS-58346;LS-37709;CS-0453838;EU-0000190;FT-0632429;UNM000005105402;E78559;DIPHENYLAMINE-2,2'-DICARBOXYLIC ACID [MI];SR-01000390199;SR-01000390199-1;Q27258633

Chemical Property of 2,2'-Iminodibenzoic acid

Chemical Property:

• Melting Point: 298 °C (dec.)(lit.)
• Refractive Index: 1.5780 (estimate)
• Boiling Point: 467°Cat760mmHg
• PKA: 3.36±0.36(Predicted)
• Flash Point: 236.2°C
• PSA: 86.63000
• Density: 1.424g/cm³
• LogP: 2.89960
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 257.06880783
• Heavy Atom Count: 19
• Complexity: 312

Purity/Quality:

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

2,2′-Iminodibenzoic acid 95% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)NC2=CC=CC=C2C(=O)O
• Uses: Instead of diphenylamine in reactions with oxidizing agents. 2,2'-iminodibenzoic acid may be used as an oxidation-reduction indicator in strongly acid solutions. 2,2''-Dicarboxydiphenylamine is used as a reagent in the synthesis of conjugates of muramyldipeptide or normuramyldipeptide with hydroxyacridine/acridone derivatives, used for antitumor activity.

Technology Process of 2,2'-Iminodibenzoic acid

There total 21 articles about 2,2'-Iminodibenzoic 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%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + 2-bromobenzoic-acid (88-65-3) → Vanadox (579-92-0)

Guidance literature:

With copper(I) oxide; copper; potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 20h; Inert atmosphere;

Reference yield: 91.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + ortho-chlorobenzoic acid (118-91-2) → Vanadox (579-92-0)

Guidance literature:

With copper; potassium carbonate; In i-Amyl alcohol; at 160 ℃;

DOI:10.1002/ardp.201400065

Reference yield: 84.0%

charcoal-celite + potassium carbonate (584-08-7) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + ortho-chlorobenzoic acid (118-91-2) → Vanadox (579-92-0)

Guidance literature:

CuO; In 2-ethoxy-ethanol; aqueous Na₂ CO₃;

upstream raw materials:

potassium 2-chlorobenzoate

anthranilic acid

ortho-chlorobenzoic acid

methyl 2‐[2‐(methoxycarbonyl)phenylamino]benzoate

Downstream raw materials:

2,2'-iminobis(hydroxymethylbenzene)

2,2'-bis[N-(1S)-(1-isopropyl-2-hydroxyethyl)carbamoyl]diphenylamine

2,2'-bis[N-(1S)-(1-phenyl-2-hydroxyethyl)carbamoyl]diphenylamine

2,2'-bis[N-(1S)-(1-benzyl-2-hydroxyethyl)carbamoyl]diphenylamine

Refernces

• 1、 Bai, Yugang,Nguyen, Lien,Song, Ziyuan,Peng, Shaohong,Lee, Juyeon,Zheng, Nan,Kapoor, Iti,Hagler, Lauren D.,Cai, Kaimin,Cheng, Jianjun,Chan, H. Y. Edwin,Zimmerman, Steven C.. "Integrating Display and Delivery Functionality with a Cell Penetrating Peptide Mimic as a Scaffold for Intracellular Multivalent Multitargeting". . p. 9498 - 9507. Retrieved 2016.
• 2、 Hamulakova, Slavka,Janovec, Ladislav,Soukup, Ondrej,Jun, Daniel,Kuca, Kamil. "Synthesis, in vitro acetylcholinesterase inhibitory activity and molecular docking of new acridine-coumarin hybrids". . p. 333 - 338. Retrieved 2017.
• 3、 Satyam, Killari,Ramarao, Jakkula,Suresh, Surisetti. "N-Heterocyclic carbene (NHC)-catalyzed intramolecular benzoin condensation-oxidation". supporting information. p. 1488 - 1492. Retrieved 2021/03/01.
• 4、 Yousefi, Maryam,Sedaghat, Tahereh,Simpson, Jim,Motamedi, Hossein,Dayer, Mohammad Reza. "Bis-substituted diphenylamine arylidene hydrazones for the synthesis of new binuclear organotin(IV) complexes: Crystal structure, DNA cleavage and molecular docking". . p. 153 - 162. Retrieved 2018/09/10.