1-propyl-1H-indole

Base Information

• Chemical Name: 1-propyl-1H-indole
• CAS No.: 16885-94-2
• Molecular Formula: C11H13 N
• Molecular Weight: 159.231
• NSC Number: 93084
• DSSTox Substance ID: DTXSID30293943
• Nikkaji Number: J833.489G
• Wikidata: Q82032961
• Mol file: 16885-94-2.mol

Synonyms:1-propyl-1H-indole;1-propylindole;16885-94-2;N-propyl-indole;n-propylindole;propyl 1h indol;1-Propyl-indole;NSC93084;SCHEMBL3595410;DTXSID30293943;NSC-93084;STK319341;AKOS003407040;FT-0649035;2,3-DIHYDRO-2-THIOXO-4-THIAZOLEACETICACIDETHYLESTER

Chemical Property of 1-propyl-1H-indole

Chemical Property:

• Vapor Pressure: 0.0117mmHg at 25°C
• Boiling Point: 269.8°C at 760 mmHg
• Flash Point: 117°C
• Density: 0.98g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 159.104799419
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN1C=CC2=CC=CC=C21

Technology Process of 1-propyl-1H-indole

There total 15 articles about 1-propyl-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: 99.0%

indole (120-72-9) → 1-propyl-1H-indole (16885-94-2)

Guidance literature:

indole; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 0.5h; Inert atmosphere; Sealed tube;

propyl halide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b03243

Reference yield: 95.0%

indole (120-72-9) + 1-iodo-propane (107-08-4) → 1-propyl-1H-indole (16885-94-2)

Guidance literature:

indole; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; Inert atmosphere;

1-iodo-propane; In N,N-dimethyl-formamide; mineral oil; Reagent/catalyst; Inert atmosphere;

DOI:10.1039/c7cc01304c

Reference yield: 93.0%

indole (120-72-9) + propyl bromide (106-94-5) → 1-propyl-1H-indole (16885-94-2)

Guidance literature:

With potassium tert-butylate; 18-crown-6 ether; In diethyl ether; for 18h; Ambient temperature;

DOI:10.1021/jo01304a006

upstream raw materials:

indole

propene

propyl bromide

1-(3-Iodopropyl)-1H-indole

Downstream raw materials:

1-(1-propyl)-1H-indole-3-carbaldehyde

Refernces

• 1、 Fink, David M.. "Cesium carbonate promoted N-alkylation of indoles". . p. 2394 - 2396. Retrieved 2004.
• 2、 Gong, Lingzhen,Jiang, Huanfeng,Liang, Taoyuan,Zhang, Min,Zhao, He. "Straightforward access to novel indolo[2,3-: B] indoles via aerobic copper-catalyzed [3+2] annulation of diarylamines and indoles". supporting information. p. 2807 - 2810. Retrieved 2020/03/13.
• 3、 Banjare, Shyam Kumar,Nanda, Tanmayee,Ravikumar. "Cobalt-Catalyzed Regioselective Direct C-4 Alkenylation of 3-Acetylindole with Michael Acceptors Using a Weakly Coordinating Functional Group". supporting information. p. 8138 - 8143. Retrieved 2019/10/14.