1H-Indole-7-carboxylic acid

Base Information

• Chemical Name: 1H-Indole-7-carboxylic acid
• CAS No.: 1670-83-3
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• Hs Code.: 2933990090
• European Community (EC) Number: 216-801-5
• UNII: K7YV38W955
• DSSTox Substance ID: DTXSID1061869
• Nikkaji Number: J195.310I
• Wikidata: Q72482978
• ChEMBL ID: CHEMBL2018159
• Mol file: 1670-83-3.mol

Synonyms:Indole-7-carboxylic acid;1H-Indole-7-carboxylic acid;1670-83-3;7-Indolecarboxylic acid;MFCD00210442;7-CARBOXYINDOLE;1~{H}-indole-7-carboxylic acid;EINECS 216-801-5;Indole-7-carboxlic acid;indole 7-carboxylic acid;1H-indol-7-carboxylic acid;Oprea1_470510;Oprea1_510927;SCHEMBL336234;CHEMBL2018159;DTXSID1061869;HMS1676K22;K7YV38W955;BCP26405;BBL011740;STK802546;AKOS000210867;AC-4496;CC-0741;CS-W016137;PB25992;BP-10137;SY018597;A3703;AM20060417;EU-0067136;FT-0607905;I0606;EN300-86038;I-2360;SR-01000392072;Q-102577;SR-01000392072-1;Z274503298;KXQ

Chemical Property of 1H-Indole-7-carboxylic acid

Chemical Property:

• Appearance/Colour: almost white crystal
• Vapor Pressure: 8.6E-08mmHg at 25°C
• Melting Point: 202 °C
• Boiling Point: 419.6 °C at 760 mmHg
• PKA: 4.55±0.10(Predicted)
• Flash Point: 207.6 °C
• PSA: 53.09000
• Density: 1.408 g/cm³
• LogP: 1.86610
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Indole-7-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)C(=O)O)NC=C2
• Uses: Indole-7-carboxylic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Technology Process of 1H-Indole-7-carboxylic acid

There total 11 articles about 1H-Indole-7-carboxylic 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: 80.0%

β-(dimethylamino)-3-carbomethoxy-2-nitrostyrene (68109-89-7,93247-79-1) → 1H-Indole-7-carboxylic acid (1670-83-3)

Guidance literature:

With iron; acetic acid; In ethanol; at 80 ℃;

DOI:10.1007/BF00515420

Reference yield: 67.0%

7-bromo-1H-indole (51417-51-7) + carbon monoxide (201230-82-2) → 1H-Indole-7-carboxylic acid (1670-83-3)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; water; triethylamine; bis(benzonitrile)palladium(II) dichloride; In 1,4-dioxane; at 130 ℃; for 20h; under 18751.5 Torr;

DOI:10.1021/ol035988r

Reference yield: 52.0%

2,3-dihydro-1H-indole-7-carboxylic acid (15861-40-2) → 1H-Indole-7-carboxylic acid (1670-83-3)

Guidance literature:

With palladium on activated charcoal; In xylene; for 4h; Heating;

DOI:10.1021/jm9603375

upstream raw materials:

1H-indole-7-carbonitrile

β-(dimethylamino)-3-carbomethoxy-2-nitrostyrene

2,3-dihydro-1H-indole-7-carboxylic acid

7-bromo-1H-indole

Downstream raw materials:

ethyl 1H-indole-7-carboxylate

Refernces

• 1、 Singer,Shive. "-". . p. 5700. Retrieved 1955.
• 2、 Norman, Mark H.,Navas III, Frank,Thompson, James B.,Rigdon, Greg C.. "Synthesis and evaluation of heterocyclic carboxamides as potential antipsychotic agents". . p. 4692 - 4703. Retrieved 2007/10/03.