3-(2-Bromoethyl)-1H-indole

Base Information

• Chemical Name: 3-(2-Bromoethyl)-1H-indole
• CAS No.: 3389-21-7
• Molecular Formula: C10H10BrN
• Molecular Weight: 224.1
• Hs Code.: 29339980
• European Community (EC) Number: 222-219-2
• DSSTox Substance ID: DTXSID10187513
• Nikkaji Number: J205.482E
• Wikidata: Q83059216
• ChEMBL ID: CHEMBL87532
• Mol file: 3389-21-7.mol

Synonyms:3-(2-bromoethyl)indole;BEI-9 compound

Chemical Property of 3-(2-Bromoethyl)-1H-indole

Chemical Property:

• Appearance/Colour: Yellow Solid
• Melting Point: 97- 99 °C
• Boiling Point: 343.5 °C at 760 mmHg
• PKA: 16.96±0.30(Predicted)
• Flash Point: 161.5 °C
• PSA: 15.79000
• Density: 1.515 g/cm³
• LogP: 3.10530
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: chloroform: soluble25mg/mL, clear, yellow
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 222.99966
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

Indolyl-3-(ethyl-β-bromide) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CCBr
• Uses: 3-(2-Bromoethyl)indole may be used in the synthesis of:β-carboline derivatives6,7-dihydro-12H-indolo[2,3-a] pyridocolinium bromideN-(2-(3-indolyl)ethyl)aza-12-crown-4N-(2-(3-Indolyl)ethyl)aza-15-crown-5N-(2-(3-Indolyl)ethyl)aza-18-crown-6

Technology Process of 3-(2-Bromoethyl)-1H-indole

There total 8 articles about 3-(2-Bromoethyl)-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%

2-(3-indole)-ethanol (526-55-6,930395-07-6) → 3-(2-bromoethyl)-1H-indole (3389-21-7)

Guidance literature:

With triphenylphosphine monolith functionalized with carbon tetrabromide; In dichloromethane; at 0 ℃; under 5171.62 Torr; Flow reactor;

DOI:10.3762/bjoc.9.207

Reference yield: 64.0%

1-(4-bromobut-1-en-2-yl)-2-nitrobenzene → 3-(2-bromoethyl)-1H-indole (3389-21-7)

Guidance literature:

With hydrogenchloride; titanium(III) chloride; In water; acetonitrile; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/anie.201505713

Reference yield:

2-(1H-indol-1-yl)ethanol (121459-15-2) → 2-(3-indole)-ethanol (526-55-6,930395-07-6) + 3-(2-bromoethyl)-1H-indole (3389-21-7)

Guidance literature:

With bromine; triphenylphosphine; In acetonitrile;

upstream raw materials:

2-(3-indole)-ethanol

2-(1H-indol-1-yl)ethanol

phenylhydrazine

indole

Downstream raw materials:

3-(2-(pyrrolidin-1-yl)ethyl)-1H-indole

3-(2-(piperidin-1-yl)ethyl)-1H-indole

3-methoxycarbonyl-1-[2-(3-indolyl)ethyl]pyridinium bromide

Dipropyltryptamine