ChemicalBook > CAS DataBase List > 5-IODOINDOLE

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

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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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-37
WGK Germany: 3
Hazard Note: Irritant
HS Code: 29339900

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 563838
Product name: 5-Iodoindole
Purity: 97%
Packaging: 5g
Price: $90.06
Updated: 2025/07/31

Sigma-Aldrich

Product number: 563838
Product name: 5-Iodoindole
Purity: 97%
Packaging: 25g
Price: $506
Updated: 2023/06/20

TCI Chemical

Product number: I1239
Product name: 5-Iodo-1H-indole
Purity: min. 95.0 %
Packaging: 1G
Price: $38
Updated: 2025/07/31

TCI Chemical

Product number: I1239
Product name: 5-Iodo-1H-indole
Purity: min. 95.0 %
Packaging: 5G
Price: $114
Updated: 2025/07/31

TRC

Product number: I706385
Product name: 5-Iodoindole
Packaging: 100mg
Price: $75
Updated: 2021/12/16

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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

5-Nitroindole Hexane Acetic anhydride Potassium hydroxide Potassium iodide Palladium Sodium bisulfite Sodium nitrite Benzene Potassium Acetate

Preparation Products

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5-IODOINDOLE Suppliers

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View Lastest Price from 5-IODOINDOLE manufacturers

Career Henan Chemical Co

Product: 5-IODOINDOLE 16066-91-4
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200kg
Release date: 2019-12-24

16066-91-4, 5-IODOINDOLERelated Search:

5-IODOINDOLE 7-Iodoindole 1-Boc-3-iodoindole, 95%,3-Iodoindole-1-carboxylic acid tert-butyl ester 5-IODOINDOLE-2,3-DIONE 5-Cyano-3-iodoindole-1-carboxylic acid,5-CYANO-3-IODOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER,5-CYANO-3-IODOINDOLE, N-BOC PROTECTED 5-BROMO-3-IODOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER,5-BROMO-3-IODOINDOLE, N-BOC PROTECTED 5-CHLORO-3-IODOINDOLE 1-BOC-5-iodoindole 3-IODOINDOLE 7-AZA-3-IODOINDOLE 5-IODO-3-INDOLYL-BETA -D-GALACTOPYRANOSI 5-BROMO-6-IODOINDOLE 4-IODOINDOLE-6-CARBOXYLIC ACID METHYL ESTER 4-Chloro-3-iodoindole, N-BOC protected,4-CHLORO-3-IODOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 4-Bromo-3-iodoindole, N-BOC protected 98%,4-BROMO-3-IODOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER,4-BROMO-3-IODOINDOLE, N-BOC PROTECTED 1-ACETYL-6-IODOINDOLE 6-BENZYLOXY-3-IODOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER,6-BENZYLOXY-3-IODOINDOLE, N-BOC PROTECTED 5-Bromo-7-iodoindole

5-IODO-1H-INDOLE

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-

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