6-(Trifluoromethyl)-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 6-(Trifluoromethyl)-1H-indole-2-carboxylic acid
• CAS No.: 327-20-8
• Molecular Formula: C10H6F3NO2
• Molecular Weight: 229.158
• Hs Code.: 2933990090
• European Community (EC) Number: 831-708-5
• DSSTox Substance ID: DTXSID50404175
• Mol file: 327-20-8.mol

Synonyms:327-20-8;6-(Trifluoromethyl)-1H-indole-2-carboxylic acid;6-(Trifluoromethyl)indole-2-carboxylic acid;6-Trifluoromethyl-1H-indole-2-carboxylic acid;1H-Indole-2-carboxylic acid, 6-(trifluoromethyl)-;6-(Trifluoromethyl)-2-indole carboxylic acid;6-(Trifluoromethyl)-1H-indole-2-carboxylicacid;SCHEMBL3643672;DTXSID50404175;CDWGDLKZKCYUFO-UHFFFAOYSA-N;2-(4-Hydroxyphenylazo)benzoicacid;MFCD02664465;AKOS005144159;SB36610;AS-33209;6-(Trifluoromethyl)-2-indolecarboxylic acid;A5847;BB 0220675;FT-0656539;EN300-124641;6-(Trifluoromethyl)1H-indole-2-carboxylic acid;A821386;J-504699;Z1562159099

Chemical Property of 6-(Trifluoromethyl)-1H-indole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 3.35E-07mmHg at 25°C
• Melting Point: 163-164 °C
• Refractive Index: 1.597
• Boiling Point: 402.5 °C at 760 mmHg
• PKA: 4.18±0.30(Predicted)
• Flash Point: 197.2 °C
• PSA: 53.09000
• Density: 1.549 g/cm³
• LogP: 2.88490
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 229.03506292
• Heavy Atom Count: 16
• Complexity: 292

Purity/Quality:

98%min ^*data from raw suppliers

6-(Trifluoromethyl)-1H-indole-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(F)(F)F)NC(=C2)C(=O)O
• Uses: 6-(Trifluoromethyl)-1H-indole-2-carboxylic acid is a useful research chemical. 6-(Trifluoromethyl)-1H-indole-2-carboxylic Acid is used in preparation of heterocyclic compounds notably indole derivatives useful in the treatment of disorders that lead to accumulation of oxalate.

Technology Process of 6-(Trifluoromethyl)-1H-indole-2-carboxylic acid

There total 2 articles about 6-(Trifluoromethyl)-1H-indole-2-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:

carbon dioxide (124-38-9,18923-20-1) → 6-(trifluoromethyl)-1H-indole-2-carboxylic acid (327-20-8)

Guidance literature:

6-(trifluoromethyl)-1H-indole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

carbon dioxide; With hydrogenchloride; water; tert.-butyl lithium; ammonium chloride; more than 3 stages;

Reference yield:

ethyl 6-(trifluoromethyl)-1H-indole-2-carboxylate (327-21-9) → 6-(trifluoromethyl)-1H-indole-2-carboxylic acid (327-20-8)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01564a058

Reference yield: 93.0%

methanol (67-56-1) + 6-(trifluoromethyl)-1H-indole-2-carboxylic acid (327-20-8) → methyl 6-(trifluoromethyl)-1H-indole-2-carboxylate (887360-34-1)

Guidance literature:

6-(trifluoromethyl)-1H-indole-2-carboxylic acid; With oxalyl dichloride; In dichloromethane; at 20 ℃; for 0.666667h; Inert atmosphere;

methanol; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2017.02.005

upstream raw materials:

ethyl 6-(trifluoromethyl)-1H-indole-2-carboxylate

carbon dioxide

Downstream raw materials:

diethyl 1H-indole-2,6-dicarboxylate

methyl 6-(trifluoromethyl)-1H-indole-2-carboxylate

Refernces