5-IODOINDOLE
- Product Name
- 5-IODOINDOLE
- CAS No.
- 16066-91-4
- Chemical Name
- 5-IODOINDOLE
- Synonyms
- 5-IODO-1H-INDOLE;5-IODOINDOLE;5-Indoindole;5-Iodoindole 97%;1H-Indole, 5-iodo-;5-Iodo-1H-indole97%;5-Iodo-1H-indole 97%;5-Iodo-1H-indole, 95+%
- CBNumber
- CB5205073
- Molecular Formula
- C8H6IN
- Formula Weight
- 243.04
- MOL File
- 16066-91-4.mol
5-IODOINDOLE Property
- Melting point:
- 101-104 °C (lit.)
- Boiling point:
- 341.7±15.0 °C(Predicted)
- Density
- 1.960±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 16.14±0.30(Predicted)
- form
- Solid or Crystalline Solid
- color
- White to pale brown
- Sensitive
- Light Sensitive
- InChI
- InChI=1S/C8H6IN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H
- InChIKey
- TVQLYTUWUQMGMP-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(I)C=C2)C=C1
- CAS DataBase Reference
- 16066-91-4(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 563838
- Product name
- 5-Iodoindole
- Purity
- 97%
- Packaging
- 5g
- Price
- $90.06
- Updated
- 2025/07/31
- Product number
- 563838
- Product name
- 5-Iodoindole
- Purity
- 97%
- Packaging
- 25g
- Price
- $506
- Updated
- 2023/06/20
- Product number
- I1239
- Product name
- 5-Iodo-1H-indole
- Purity
- min. 95.0 %
- Packaging
- 1G
- Price
- $38
- Updated
- 2025/07/31
- Product number
- I1239
- Product name
- 5-Iodo-1H-indole
- Purity
- min. 95.0 %
- Packaging
- 5G
- Price
- $114
- Updated
- 2025/07/31
- Product number
- I706385
- Product name
- 5-Iodoindole
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
5-IODOINDOLE Chemical Properties,Usage,Production
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.
General Description
5-Iodoindole can be synthesized via nitration of m-toluidine.
Synthesis
10075-50-0
16066-91-4
The general procedure for the synthesis of 5-iodoindole from 5-bromoindole was as follows: CuI (9.6 mg, 0.0504 mmol, 5.0 mol%), 5-bromoindole (1.00 mmol if solid), and NaI (300 mg, 2.00 mmol) were added to a Schlenk tube, briefly evacuated and replaced three times with argon. Subsequently, N,N'-dimethyl-1,2-cyclohexanediamine (16 μL, 0.10 mmol, 10 mol%), 5-bromoindole (1.00 mmol if liquid) and dioxane (1.0 mL) were added under argon protection. The Schlenk tube was sealed with a polytetrafluoroethylene valve and the reaction mixture was stirred in an oil bath at 110°C for 22-23 hours. Upon completion of the reaction, the suspension was cooled to room temperature, diluted with 30% ammonia solution (5 mL), poured into water (20 mL) and extracted with dichloromethane (3 x 15 mL). The organic phases were combined, dried with anhydrous MgSO? or Na?SO? and concentrated under reduced pressure, and the resulting crude product was purified by silica gel column chromatography to afford the target compound 5-iodoindole.
References
[1] Journal of the American Chemical Society, 2002, vol. 124, # 50, p. 14844 - 14845
[2] Patent: WO2004/13094, 2004, A2. Location in patent: Page 42-43
[3] Angewandte Chemie - International Edition, 2015, vol. 54, # 1, p. 263 - 266
[4] Angew. Chem., 2015, vol. 127, # 01, p. 265 - 268,4
[5] Catalysis Today, 2016, vol. 274, p. 129 - 132
5-IODOINDOLE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-IODOINDOLE manufacturers
- Product
- 5-IODOINDOLE 16066-91-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2019-12-24