1-(Allyl)-1H-indole

Base Information

• Chemical Name: 1-(Allyl)-1H-indole
• CAS No.: 16886-08-1
• Molecular Formula: C11H11 N
• Molecular Weight: 157.215
• Hs Code.: 2933990090
• European Community (EC) Number: 240-921-7
• DSSTox Substance ID: DTXSID90937558
• Nikkaji Number: J236.888I
• Wikidata: Q82913773
• Mol file: 16886-08-1.mol

Synonyms:1-(Allyl)-1H-indole;16886-08-1;1-prop-2-enylindole;1-allyl-1h-indole;1-Allyl-1H-indole-5-D;N-allylindole;EINECS 240-921-7;2122799-86-2;1-allylindole;SCHEMBL3394303;DTXSID90937558;1-(Prop-2-en-1-yl)-1H-indole;MFCD31699940;AKOS013122823;SY246279

Chemical Property of 1-(Allyl)-1H-indole

Chemical Property:

• Vapor Pressure: 0.0131mmHg at 25°C
• Boiling Point: 267.9°Cat760mmHg
• Flash Point: 115.8°C
• PSA: 4.93000
• Density: 0.96g/cm³
• LogP: 2.82730
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 157.089149355
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCN1C=CC2=CC=CC=C21

Technology Process of 1-(Allyl)-1H-indole

There total 35 articles about 1-(Allyl)-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) + 3-chloroprop-1-ene (107-05-1) → 1-allylindole (16886-08-1)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/ol302070t

Reference yield: 95.0%

indole (120-72-9) + allyl bromide (106-95-6) → 1-allylindole (16886-08-1)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 20 ℃;

DOI:10.1021/acs.joc.9b03392

Reference yield: 92.0%

indole (120-72-9) + 1,3-dibromo-propane (109-64-8) → 1-allylindole (16886-08-1)

Guidance literature:

indole; With sodium hydride; In N,N-dimethyl-formamide; at 23 ℃; for 0.5h;

1,3-dibromo-propane; In N,N-dimethyl-formamide; at 23 ℃; for 18h;

DOI:10.1039/b405010j

upstream raw materials:

indole

allyl bromide

Allyl acetate

allyl alcohol

Downstream raw materials:

3-allylindole

3-(3-methyl-2-butenyl)indole

1-(benzenesulfonyl)-3-(β,β-dimethylacrylyl)indole

1-(benzenesulfonyl)-3-(α-hydroxyprenyl)indole

Refernces

• 1、 Gu, Xiaoting,Liang, Taoyuan,Wei, Wanxing,Zhang, Xiaoxiang,Zhang, Yingying,Zhang, Zhuan. "Synthesis of 3-halogenated 2,3′-biindoles by a copper-mediated 2,3-difunctionalization of indoles". supporting information. p. 10403 - 10407. Retrieved 2021/12/17.
• 2、 Niu, Xiaokang,Yang, Lei. "Manganese(III) Acetate Catalyzed Aerobic Dehydrogenation of Tertiary Indolines, Tetrahydroquinolines and an N-Unsubstituted Indoline". supporting information. p. 4209 - 4215. Retrieved 2021/08/06.