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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

Preparation Products

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5-IODOINDOLE Suppliers

Shenzhen Gre-syn Chemical Technology Co., Ltd.
Tel
0755-0755-89366401 18617066401
Fax
-
Email
hangbingfang@163.com
Country
China
ProdList
953
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55
Shandong Yiren Pharmaceutical Co. LTD
Tel
531-87922518 15628888630
Email
1029084569@qq.com
Country
China
ProdList
361
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
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84
Energy Chemical
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021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
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China
ProdList
44801
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61
Wuhan Chemwish Technology Co., Ltd
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86-027-67849912
Fax
86-027-87531808
Email
sales@chemwish.com
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China
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35896
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56
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
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64
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18729
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57
Shanghai Sunway Pharmaceutical Technology Co., Ltd
Tel
18270980682
Fax
021 51613951
Email
mlcheng@sunwaypharm.cn
Country
China
ProdList
8669
Advantage
57
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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