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About This Item
Empirical Formula (Hill Notation):
C8H6IN
CAS Number:
Molecular Weight:
243.04
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
mp
101-104 °C (lit.)
functional group
iodo
SMILES string
Ic1ccc2[nH]ccc2c1
InChI
1S/C8H6IN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H
InChI key
TVQLYTUWUQMGMP-UHFFFAOYSA-N
General description
5-Iodoindole can be synthesized via nitration of m-toluidine.[1]
Application
5-Iodoindole (5-iodogramine) may be used in the synthesis of the following:
- 3-dimethylaminomethyl-5-iodoindole via reaction with dimethyl amine and formaldehyde[2]
- 5-ethynyl-1H-indole obtained via refluxing with trimethylsilylacetylene in the presence of triethylamine, catalyzed by palladium and copper(I)iodide in acetonitrile[3]
- 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[3]
- 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[3]
- 5-(2-phenylethynyl)-1H-indole via refluxing with phenylacetylene catalyzed by copper(I)iodide and palladium in the presence of triethylamine in acetonitrile[3]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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