1H-indole-3,5-dicarboxylic acid

Base Information

• Chemical Name: 1H-indole-3,5-dicarboxylic acid
• CAS No.: 83813-70-1
• Molecular Formula: C10H7 N O4
• Molecular Weight: 205.17
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80510733
• Wikidata: Q82369170
• Mol file: 83813-70-1.mol

Synonyms:1H-indole-3,5-dicarboxylic acid;83813-70-1;INDOLE-3,5-DICARBOXYLIC ACID;1H-Indole-3,5-dicarboxylicacid;DTXSID80510733;INDOLE-3,5-DICARBOXYLICACID;AKOS022648137;1-BENZYL-4-CYANO-4-HYDROXYPIPERIDINEHYDROCHLORIDE98

Chemical Property of 1H-indole-3,5-dicarboxylic acid

Chemical Property:

• PSA: 90.39000
• LogP: 1.56430
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 205.03750770
• Heavy Atom Count: 15
• Complexity: 291

Purity/Quality:

98%Min ^*data from raw suppliers

INDOLE-3,5-DICARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(=O)O)C(=CN2)C(=O)O

Technology Process of 1H-indole-3,5-dicarboxylic acid

There total 1 articles about 1H-indole-3,5-dicarboxylic 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:

3,5-diacetylindole (27041-43-6) → indole-3,5-dicarboxylic acid (83813-70-1)

Guidance literature:

With sodium hydroxide; iodine; Yield given. Multistep reaction; 1.) 100 deg C, 1 h, pyridine 2.) EtOH, H₂O, 1 h, 80 - 90 deg C;

DOI:10.1248/cpb.30.2349

Reference yield: 72.0%

indole-3,5-dicarboxylic acid (83813-70-1) + mesityl(phenyl)iodonium triflouromethanesulfonate (144930-50-7) → 2-phenyl-1H-indole-5-carboxylic acid (110073-82-0)

Guidance literature:

With palladium diacetate; In water; at 100 ℃; for 1h; regioselective reaction;

DOI:10.1002/asia.201601290

Reference yield: 18.0%

indole-3,5-dicarboxylic acid (83813-70-1) → 1H-Indole-5-carboxylic acid (1670-81-1,142396-03-0)

Guidance literature:

With hydrogenchloride; In ethanol; for 1h; Heating;

DOI:10.1248/cpb.30.2349

upstream raw materials:

3,5-diacetylindole

Downstream raw materials:

1H-Indole-5-carboxylic acid

2-phenyl-1H-indole-5-carboxylic acid

Refernces