1-Acetyl-5-bromoindole

Base Information

• Chemical Name: 1-Acetyl-5-bromoindole
• CAS No.: 61995-52-6
• Molecular Formula: C10H8BrNO
• Molecular Weight: 238.084
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60488007
• Nikkaji Number: J1.149.104I
• Wikidata: Q82330392
• Mol file: 61995-52-6.mol

Synonyms:1-Acetyl-5-bromoindole;61995-52-6;1-(5-BROMOINDOL-1-YL)ETHANONE;1-ACETYL-5-BROMO-1H-INDOLE;1-(5-bromo-1H-indol-1-yl)ethanone;5-bromo-N-acetylindole;SCHEMBL12749675;DTXSID60488007;AMY23661;MFCD00238530;AKOS015898582;SY013361;TS-03333;1-(5-bromo-1H-indol-1-yl)ethan-1-one;CS-0060860;FT-0650907

Chemical Property of 1-Acetyl-5-bromoindole

Chemical Property:

• Vapor Pressure: 0.000327mmHg at 25°C
• Refractive Index: 1.631
• Boiling Point: 320 °C at 760 mmHg
• Flash Point: 147.3 °C
• PSA: 22.00000
• Density: 1.52 g/cm³
• LogP: 3.06390
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 236.97893
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

1-Acetyl-5-bromo-1H-indole ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1C=CC2=C1C=CC(=C2)Br

Technology Process of 1-Acetyl-5-bromoindole

There total 4 articles about 1-Acetyl-5-bromoindole 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: 98.0%

5-bromo-1H-indole (10075-50-0) + acetic anhydride (108-24-7) → 1-(5-bromo-1H-indol-1-yl)ethan-1-one (61995-52-6)

Guidance literature:

With dmap; triethylamine; In DCE; at 60 ℃; for 10h;

DOI:10.1002/anie.200901072

Reference yield: 98.0%

5-bromo-1H-indole (10075-50-0) + acetyl chloride (75-36-5) → 1-(5-bromo-1H-indol-1-yl)ethan-1-one (61995-52-6)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate;

DOI:10.1080/00397919908085950

Reference yield: 89.0%

5-bromo-1H-indole (10075-50-0) + vinyl acetate (108-05-4,9003-20-7) → 1-(5-bromo-1H-indol-1-yl)ethan-1-one (61995-52-6)

Guidance literature:

With sodium carbonate; In acetonitrile; at 120 ℃; for 24h; regioselective reaction; Schlenk technique;

DOI:10.1055/s-0037-1609937

upstream raw materials:

5-bromo-1H-indole

acetyl chloride

acetic anhydride

vinyl acetate

Downstream raw materials:

1-(5-bromo-2-phenyl-1H-indol-1-yl)ethan-1-one

C₁₆H₁₂BrNO

1-(5-vinyl-1H-indol-1-yl)ethanone

1-acetyl-1H-indole-5-carbonitrile

Refernces

• 1、 Morimoto, Naoki,Morioku, Kumika,Suzuki, Hideyuki,Takeuchi, Yasuo,Nishina, Yuta. "Lewis Acid and Fluoroalcohol Mediated Nucleophilic Addition to the C2 Position of Indoles". supporting information. p. 2020 - 2023. Retrieved 2016/06/01.
• 2、 Narayanarao, Manjunatha,Koodlur, Lokesh,Revanasiddappa, Vijayakumar G.,Gopal, Subramanya,Kamila, Susmita. "Multicomponent synthesis of spiropyrrolidine analogues derived from vinylindole/indazole by a 1,3-dipolar cycloaddition reaction". supporting information. p. 2893 - 2897. Retrieved 2017/01/09.