5-iodo-1H-indole

Base Information

• Chemical Name: 5-iodo-1H-indole
• CAS No.: 16066-91-4
• Molecular Formula: C8H6IN
• Molecular Weight: 243.047
• Hs Code.: 29339900
• European Community (EC) Number: 628-024-2
• DSSTox Substance ID: DTXSID60382031
• Nikkaji Number: J699.142D
• Wikidata: Q72483721
• Mol file: 16066-91-4.mol

Synonyms:5-Iodoindole;5-iodo-1H-indole;16066-91-4;1H-Indole, 5-iodo-;MFCD00220065;5-iodanyl-1H-indole;5-Iodoindole, 97%;Maybridge1_006499;SCHEMBL177313;HMS559P09;AMY2684;DTXSID60382031;TVQLYTUWUQMGMP-UHFFFAOYSA-N;BBL103538;STL557348;AKOS015853662;AB04939;CCG-247892;CS-W004099;PS-7545;SY030018;A3555;FT-0620505;EN300-67041;I-7580;A810167

Chemical Property of 5-iodo-1H-indole

Chemical Property:

• Vapor Pressure: 0.000156mmHg at 25°C
• Melting Point: 101-104 °C(lit.)
• Refractive Index: 1.768
• Boiling Point: 341.705 °C at 760 mmHg
• PKA: 16.14±0.30(Predicted)
• Flash Point: 160.458 °C
• PSA: 15.79000
• Density: 1.961 g/cm³
• LogP: 2.77250
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 242.95450
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Iodoindole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN2)C=C1I
• Uses: 5-Iodoindole is an important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field. It is used as the starting material in the synthesis of 5-(α-fluorovinyl)-N-tosylindole.

Technology Process of 5-iodo-1H-indole

There total 9 articles about 5-iodo-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: 98.0%

5-bromo-1H-indole (10075-50-0) → 5-iodo-1H-indole (16066-91-4)

Guidance literature:

With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; sodium iodide; In 1,4-dioxane; at 110 ℃;

DOI:10.1021/ja028865v

Reference yield: 98.0%

→ 5-iodo-1H-indole (16066-91-4)

Guidance literature:

Reference yield: 87.0%

1-(tert-butyldimethylsilyl)-5-iodo-1H-indole (331432-92-9) → 5-iodo-1H-indole (16066-91-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1055/s-2001-10762

upstream raw materials:

5-iodo-1H-indole-2-carboxylic acid

5-iodo-2,3-dihydro-1H-indole

1-(tert-butyldimethylsilyl)-5-iodo-1H-indole

5-bromo-1H-indole

Downstream raw materials:

5-iodo-1-(4-methylphenylsulfonyl)indole

5-iodo-1-phenylsulfonyl-1H-indole

5-iodo-1H-indazole-3-carboxaldehyde

1H-indole-5-carbonitrile

Refernces

• 1、 Feng, Xiujuan,Li, Lingyu,Yu, Xiaoqiang,Yamamoto, Yoshinori,Bao, Ming. "Copper-catalyzed conversion of aryl and heteroaryl bromides into the corresponding iodide". . p. 129 - 132. Retrieved 2016/07/06.
• 2、 Li, Lu,Liu, Wenbo,Zeng, Huiying,Mu, Xiaoyue,Cosa, Gonzalo,Mi, Zetian,Li, Chao-Jun. "Photo-induced Metal-Catalyst-Free Aromatic Finkelstein Reaction". supporting information. p. 8328 - 8331. Retrieved 2015/07/15.