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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
Molecular Weight:
243.04
MDL Number:
MFCD00220065
MOL File:
16066-91-4.mol
MSDS File:
SDS
Last updated:2026-05-28 01:16:21
Product description Number Pack Size Price
5-Iodoindole 97% 563838 5g $121
5-Iodoindole 97% 563838 25g $506
5-Iodo-1H-indole min. 95.0 % I1239 1G $30
5-Iodo-1H-indole min. 95.0 % I1239 5G $89
5-Iodoindole Asreported 280268 5g $425
More product size

5-IODOINDOLE Properties

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)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37
WGK Germany  3
Hazard Note  Irritant
HS Code  29339900
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
1
2 0

5-IODOINDOLE price More Price(60)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 563838 5-Iodoindole 97% 16066-91-4 5g $121 2026-04-30 Buy
Sigma-Aldrich 563838 5-Iodoindole 97% 16066-91-4 25g $506 2023-06-20 Buy
TCI Chemical I1239 5-Iodo-1H-indole min. 95.0 % 16066-91-4 1G $30 2026-04-30 Buy
TCI Chemical I1239 5-Iodo-1H-indole min. 95.0 % 16066-91-4 5G $89 2026-04-30 Buy
Usbiological 280268 5-Iodoindole Asreported 16066-91-4 5g $425 2026-06-03 Buy
Product number Packaging Price Buy
563838 5g $121 Buy
563838 25g $506 Buy
I1239 1G $30 Buy
I1239 5G $89 Buy
280268 5g $425 Buy

5-IODOINDOLE Chemical Properties,Uses,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

5-Bromoindole

10075-50-0

5-IODOINDOLE

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 NaSO 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

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View Lastest Price from 5-IODOINDOLE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-IODOINDOLE pictures 2019-12-25 5-IODOINDOLE
16066-91-4
$1.00 1KG 99% 200kg Career Henan Chemical Co

5-IODOINDOLE Spectrum

5-IODOINDOLE 5-Iodo-1H-indole 97% 5-Indoindole 5-Iodo-1H-indole, 95+% 5-Iodoindole 97% 5-Iodo-1H-indole97% 1H-Indole, 5-iodo- 5-IODO-1H-INDOLE 16066-91-4 C8H6lN ARYL HALIDE Halogenated Heterocycles Heterocyclic Building Blocks Indoles Building Blocks Indoles and derivatives Halides Pyrroles & Indoles Halogenated Heterocycles Heterocyclic Building Blocks Indoles IndolesBuilding Blocks blocks IndolesOxindoles Iodides