6-(Trifluoromethyl)indole

Base Information

• Chemical Name: 6-(Trifluoromethyl)indole
• CAS No.: 13544-43-9
• Molecular Formula: C9H6F3N
• Molecular Weight: 185.149
• Hs Code.: 2933990090
• European Community (EC) Number: 670-777-4
• DSSTox Substance ID: DTXSID10380547
• Nikkaji Number: J1.198.318I
• Wikidata: Q72512028
• Mol file: 13544-43-9.mol

Synonyms:6-(Trifluoromethyl)indole;13544-43-9;6-(trifluoromethyl)-1H-indole;6-Trifluoromethylindole;1H-Indole, 6-(trifluoromethyl)-;MFCD00272316;6-Trifluoromethyl-1H-indole;6-trifluoromethyl indole;SCHEMBL45243;DTXSID10380547;CUDANYQITNVQIE-UHFFFAOYSA-N;6-(Trifluoromethyl)indole, AldrichCPR;AKOS005063760;AC-9842;FS-1080;SY007780;AM20080831;CS-0020041;FT-0620831;EN300-246239;T-6390;A821762;Z1201620071

Chemical Property of 6-(Trifluoromethyl)indole

Chemical Property:

• Vapor Pressure: 0.0244mmHg at 25°C
• Melting Point: 101 °C
• Refractive Index: 1.555
• Boiling Point: 256.7 °C at 760 mmHg
• PKA: 15.59±0.30(Predicted)
• Flash Point: 109 °C
• PSA: 15.79000
• Density: 1.367 g/cm₃
• LogP: 3.18670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility.: Insoluble in water.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 185.04523368
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

6-(Trifluoromethyl)indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38-25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CN2)C(F)(F)F
• Uses: 6-(Trifluoromethyl)indole is used in pharmaceutical intermediates, liquid crystal intermediates

Technology Process of 6-(Trifluoromethyl)indole

There total 23 articles about 6-(Trifluoromethyl)indole 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: 95.0%

2-(2,2-Dimethoxy-ethyl)-5-trifluoromethyl-phenylamine (107452-70-0) → 6-(trifluoromethyl)-1H-indole (13544-43-9)

Guidance literature:

With HCl; In hydrogenchloride; ethanol; at 60 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)84339-7

Reference yield: 93.0%

N-(2-ethynyl-5-(trifluoromethyl)phenyl)acetamide (1436417-15-0) → 6-(trifluoromethyl)-1H-indole (13544-43-9)

Guidance literature:

With pyridine; iron(III) chloride hexahydrate; caesium carbonate; In toluene; at 150 ℃; Sealed tube;

DOI:10.1002/adsc.201200430

Reference yield: 89.0%

(5-trifluoromethyl-2-trimethylsilanylethynyl-phenyl)-carbamic acid ethyl ester (336608-65-2) → 6-(trifluoromethyl)-1H-indole (13544-43-9)

Guidance literature:

With sodium ethanolate; for 1.5h; Heating;

DOI:10.1055/s-2001-10784

upstream raw materials:

Vinyl bromide

4-trifluoromethyl-2-nitrobenzenediazonium Bisulfate

2-(2,2-Dimethoxy-ethyl)-5-trifluoromethyl-phenylamine

(2-Nitro-4-trifluoromethyl-phenyl)-acetaldehyde

Downstream raw materials:

6-trifluoromethyl-2,3-dihydro-1H-indole

SB 221284

2,2,2-trifluoro-1-(6-trifluoromethyl-1H-indol-3-yl)-ethanone

1-(phenylsulfonyl)-6-(trifluoromethyl)-1H-indole