3-Isopropyl-2-methyl-1H-indole

Base Information

• Chemical Name: 3-Isopropyl-2-methyl-1H-indole
• CAS No.: 31151-19-6
• Molecular Formula: C₁₂H₁₅N
• Molecular Weight: 173.258
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80442020
• Nikkaji Number: J25.988H
• Mol file: 31151-19-6.mol

Synonyms:3-Isopropyl-2-methyl-1H-indole;31151-19-6;2-methyl-3-propan-2-yl-1H-indole;2-methyl-3-(propan-2-yl)-1H-indole;1H-Indole, 2-methyl-3-(1-methylethyl)-;2-Methyl-3-isopropylindol;3-Isopropyl-2-methylindole;SCHEMBL8997990;DTXSID80442020;WEDBVPQYBDSVSX-UHFFFAOYSA-N;STK017128;AKOS006309622;FT-0728271

Chemical Property of 3-Isopropyl-2-methyl-1H-indole

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Boiling Point: 297.331oC at 760 mmHg
• Flash Point: 124.313oC
• PSA: 15.79000
• Density: 1.03g/cm3
• LogP: 3.59970
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=CC=CC=C2N1)C(C)C

Technology Process of 3-Isopropyl-2-methyl-1H-indole

There total 14 articles about 3-Isopropyl-2-methyl-1H-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%

phenylhydrazine hydrochloride (59-88-1) + 4-methyl-2-pentanone (108-10-1) → 3-isopropyl-2-methyl-1H-indole (31151-19-6)

Guidance literature:

With L-(+)-tartaric acid-urea melt; at 70 ℃; for 1.5h;

DOI:10.1021/ol302034r

Reference yield: 86.0%

4-methyl-2-pentanone (108-10-1) + phenylhydrazine (100-63-0) → 3-isopropyl-2-methyl-1H-indole (31151-19-6)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In ethyl acetate; at 100 - 150 ℃; for 0.25h; Microwave irradiation; Sealed vessel;

DOI:10.1016/j.tetlet.2011.06.053

Reference yield: 82.0%

3-methyl-butan-2-one (563-80-4) + phenylhydrazine (100-63-0) → 3-isopropyl-2-methyl-1H-indole (31151-19-6)

Guidance literature:

With Amberlite IR 120; In ethanol; at 80 ℃; for 10h;

DOI:10.1080/00397911.2014.984854

upstream raw materials:

2-methyl-1H-indole

2-iodo-propane

acetone

1-(4-methylpentan-2-ylidene)-2-phenylhydrazine

Refernces

• 1、 Hughes-Whiffing, Christopher A.,Perry, Alexis. "One-pot, three-component Fischer indolisation-N-alkylation for rapid synthesis of 1,2,3-trisubstituted indoles". supporting information. p. 627 - 634. Retrieved 2021/02/06.
• 2、 Chandrasekhar, Sosale,Mukherjee, Somnath. "A Convenient Modification of the Fischer Indole Synthesis with a Solid Acid". supporting information. p. 1018 - 1022. Retrieved 2015/03/30.