≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
5-Iodoindole can be synthesized via nitration of m-toluidine.
5-Iodoindole (5-iodogramine) may be used in the synthesis of the following:
• 3-dimethylaminomethyl-5-iodoindole via reaction with dimethyl amine and formaldehyde
• 5-ethynyl-1H-indole obtained via refluxing with trimethylsilylacetylene in the presence of triethylamine, catalyzed by palladium and copper(I)iodide in acetonitrile
• 5-(3-hydroxyprop-1-enyl)-1H-indole via reaction with allyl alcohol in the presence of triphenyl phosphine, palladium acetate and silver acetate in dimethylformamide
• 5-(3-benzyloxyprop-1-enyl)-1H-indole via reaction with allylbenzyl ether in the presence of triphenyl phosphine, palladium acetate and silver acetate in dimethylformamide
• 5-(2-phenylethynyl)-1H-indole via refluxing with phenylacetylene catalyzed by copper(I)iodide and palladium in the presence of triethylamine in acetonitrile
| Pubchem Sid | 504762065 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504762065 |
| Canonical Smiles | C1=CC2=C(C=CN2)C=C1I |
| IUPAC Name | 5-iodo-1H-indole |
| InChIKey | TVQLYTUWUQMGMP-UHFFFAOYSA-N |
| INCHI | 1S/C8H6IN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H |
| Isomeric SMILES | C1=CC2=C(C=CN2)C=C1I |
| WGK Germany | 3 |
| Molecular Weight | 243.04 |
| Reaxy-Rn | 113177 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=113177&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Indoles and derivatives |
| Subclass | Indoles |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Indoles |
| Alternative Parents | Benzenoids Aryl iodides Pyrroles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organoiodides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Indole - Benzenoid - Aryl iodide - Aryl halide - Heteroaromatic compound - Pyrrole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organoiodide - Organohalogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 K2126157 | Certificate of Analysis | Sep 19, 2025 | I122983 |
| K2126158 | Certificate of Analysis | Sep 19, 2025 | I122983 |
| K2126159 | Certificate of Analysis | Sep 19, 2025 | I122983 |
| G1916097 | Certificate of Analysis | May 06, 2023 | I122983 |
| F2417027 | Certificate of Analysis | Dec 01, 2021 | I122983 |
| H2414034 | Certificate of Analysis | Dec 01, 2021 | I122983 |
| Sensitivity | Light Sensitive |
|---|---|
| Melt Point(°C) | 97-100°C |
| Molecular Weight | 243.040 g/mol |
| XLogP3 | 3.000 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 0 |
| Rotatable Bond Count | 0 |
| Exact Mass | 242.954 Da |
| Monoisotopic Mass | 242.954 Da |
| Topological Polar Surface Area | 15.800 Ų |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Complexity | 126.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Zhi Wu, Yina Shao, Shanshan Zhang, Chenghua Li. (2025) The antivirulence effect of 5-iodoindole on Vibrio splendidus AJ01 towards Apostichopus japonicus. Current Research in Microbial Sciences, [PMID:41551584] [10.1016/j.crmicr.2025.100540] |
