4-Iodo-2,3-dihydro-1H-indole

Base Information

• Chemical Name: 4-Iodo-2,3-dihydro-1H-indole
• CAS No.: 939759-03-2
• Molecular Formula: C₈H₈IN
• Molecular Weight: 245.063
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30585693
• Wikidata: Q82477684
• Mol file: 939759-03-2.mol

Synonyms:4-iodoindoline;4-IODO-2,3-DIHYDRO-1H-INDOLE;939759-03-2;SCHEMBL18689813;DTXSID30585693;1H-Indole, 2,3-dihydro-4-iodo-;MFCD07371621;AKOS015853742;SB40100;AS-47434;AM20041435;CS-0141422;F13717;A859613;J-515573;Q-102585

Chemical Property of 4-Iodo-2,3-dihydro-1H-indole

Chemical Property:

• Vapor Pressure: 0.00111mmHg at 25°C
• Boiling Point: 300.6°C at 760 mmHg
• Flash Point: 135.6°C
• PSA: 12.03000
• Density: 1.793g/cm³
• LogP: 2.39720
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 244.97015
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

97% ^*data from raw suppliers

4-Iodo-2,3-dihydro-1H-indole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C1C(=CC=C2)I

Technology Process of 4-Iodo-2,3-dihydro-1H-indole

There total 4 articles about 4-Iodo-2,3-dihydro-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:

4-iodo-1H-indole (81038-38-2) → 4-iodoindoline (939759-03-2)

Guidance literature:

With sodium cyanoborohydride; In acetic acid; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c4cc08505a

Reference yield:

3-nitro-o-tolylamine (603-83-8) → 4-iodoindoline (939759-03-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid; sodium nitrite / water; acetonitrile / -7 - -5 °C / Inert atmosphere

1.2: 0.33 h / 0 - 20 °C / Inert atmosphere

2.1: N,N-dimethyl-formamide / 4 h / 70 - 90 °C / Inert atmosphere

3.1: iron; silica gel / toluene; acetic acid / 1 h / 50 °C / Inert atmosphere

4.1: sodium cyanoborohydride / acetic acid / 3 h / 20 °C / Inert atmosphere

With sulfuric acid; silica gel; iron; sodium cyanoborohydride; sodium nitrite; In water; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1039/c4cc08505a

Reference yield:

2-iodo-6-nitrotoluene (41252-98-6) → 4-iodoindoline (939759-03-2)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 4 h / 70 - 90 °C / Inert atmosphere

2: iron; silica gel / toluene; acetic acid / 1 h / 50 °C / Inert atmosphere

3: sodium cyanoborohydride / acetic acid / 3 h / 20 °C / Inert atmosphere

With silica gel; iron; sodium cyanoborohydride; In acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1039/c4cc08505a

upstream raw materials:

3-nitro-o-tolylamine

2-iodo-6-nitrotoluene

4-iodo-1H-indole

Refernces