2-(2-Propenyl)indole

Base Information

• Chemical Name: 2-(2-Propenyl)indole
• CAS No.: 33588-69-1
• Molecular Formula: C11H11N
• Molecular Weight: 157.215
• DSSTox Substance ID: DTXSID20434065
• Nikkaji Number: J2.609.484D
• Wikidata: Q82248379

Synonyms:2-(2-propenyl)indole;33588-69-1;allylindole;2-Allyl-1H-indole;SCHEMBL325463;DTXSID20434065;ANLKJTVUTKDNOV-UHFFFAOYSA-N

Chemical Property of 2-(2-Propenyl)indole

Chemical Property:

• Melting Point: 72 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 297.9±9.0 °C(Predicted)
• PSA: 15.79000
• Density: 1.074±0.06 g/cm3(Predicted)
• LogP: 2.89640
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 157.089149355
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1=CC2=CC=CC=C2N1

Technology Process of 2-(2-Propenyl)indole

There total 1 articles about 2-(2-Propenyl)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:

benzocyclobutenone (3469-06-5) → 2-allyl-1H-indole (33588-69-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Mg / 1.) ether; 2.) ether

2: 95 percent / HN₃, cc H₂SO₄ / benzene

With tris-(2-chloro-ethyl)-amine; sulfuric acid; magnesium; In benzene;

DOI:10.1016/S0040-4020(01)96432-4

Reference yield: 87.0%

2-allyl-1H-indole (33588-69-1) + 2-(2,5-dihydro-1H-pyrrol-1-yl)benzaldehyde → 3-(2-(1H-pyrrol-1-yl)benzyl)-2-allyl-1H-indole

Guidance literature:

With diphenyl hydrogen phosphate; In 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1016/j.tet.2015.04.112

Reference yield: 86.0%

2-allyl-1H-indole (33588-69-1) + (R)-2-(prop-1-en-2-yl)-1-tosylaziridine → C23H26N2O2S

Guidance literature:

With bis(norbornadiene)rhodium(l)tetrafluoroborate; In 1,2-dichloro-ethane; at 25 ℃; for 0.25h; enantioselective reaction;

DOI:10.1021/acscatal.7b00870

upstream raw materials:

benzocyclobutenone

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