ChemicalBook > CAS DataBase List > 6-Fluoroindole

6-Fluoroindole

Product Name
6-Fluoroindole
CAS No.
399-51-9
Chemical Name
6-Fluoroindole
Synonyms
6-FLUORO-1H-INDOLE;6-FL;uoroindoL;NSC 520436;6-FLUOROINDOLE;6-Fluro-1H-indole;BUTTPARK 24\07-34;6-Fluoroindole98%;6-Fluoroindole>6-Fluoroindole 98%
CBNumber
CB1772999
Molecular Formula
C8H6FN
Formula Weight
135.14
MOL File
399-51-9.mol
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6-Fluoroindole Property

Melting point:
72-76 °C (lit.)
Boiling point:
230°C (rough estimate)
Density 
1.1203 (estimate)
Flash point:
>110°
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
Crystalline Powder
pka
16.40±0.30(Predicted)
color 
Beige-brown
Water Solubility 
Insoluble
Sensitive 
Light Sensitive
BRN 
112192
InChI
InChI=1S/C8H6FN/c9-7-2-1-6-3-4-10-8(6)5-7/h1-5,10H
InChIKey
YYFFEPUCAKVRJX-UHFFFAOYSA-N
SMILES
N1C2=C(C=CC(F)=C2)C=C1
CAS DataBase Reference
399-51-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
F 
10
HazardClass 
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
349593
Product name
6-Fluoroindole
Purity
98%
Packaging
5g
Price
$77.3
Updated
2025/07/31
Sigma-Aldrich
Product number
349593
Product name
6-Fluoroindole
Purity
98%
Packaging
1g
Price
$42.5
Updated
2023/06/20
TCI Chemical
Product number
F0352
Product name
6-Fluoroindole
Purity
>98.0%(GC)
Packaging
1g
Price
$38
Updated
2025/07/31
TCI Chemical
Product number
F0352
Product name
6-Fluoroindole
Purity
>98.0%(GC)
Packaging
5g
Price
$114
Updated
2025/07/31
TRC
Product number
F591965
Product name
6-Fluoroindole
Packaging
25g
Price
$825
Updated
2021/12/16
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6-Fluoroindole Chemical Properties,Usage,Production

Chemical Properties

beige-brown crystalline powder

Uses

6-Fluoroindole acts as a reagent in the synthesis of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, which acts as a potential anticancer immunomodulator. It is also employed as an antifungal and antibacterial agent. Further, it serves as a potent selective serotonin reuptake inhibitor. In addition to this, it is used as a inhibitor of HIV-1 attachment.

General Description

6-Fluoroindole is a halogen substituted indole. Experimental ionization potential of 6-fluoroindole has been evaluated. Preparation of 6-fluoroindole via nitration of indoline has been reported.

Synthesis

1065183-63-2

399-51-9

The general procedure for the synthesis of 6-fluoroindole from the compound (CAS: 1065183-63-2) is as follows: Intermediate 110: Synthesis of 6-fluoro-1H-indole. In a 1 L high-pressure reactor, (4-fluoro-2-nitrophenyl)acetaldehyde semicarbazone (27.0 g, 0.110 mol) was suspended in THF (750 mL) with stirring. To this suspension was added a slurry of Rh/C (5 wt%) in toluene and Fe(OAc)2 (2.9 g, 0.017 mol), where the amount of Rh was 3.5 g, 0.002 mol. The reactor was charged with H2 to 50 atm and the reaction was stirred for 2 days at room temperature. After completion of the reaction, the mixture was filtered through a diatomaceous earth pad and washed with MeOH (150 mL). The filtrate was concentrated to give a black oil, which was partitioned between DCM (500 mL) and water (300 mL). The organic layer was separated and the aqueous phase was extracted with DCM (2 x 200 mL). The organic phases were combined, washed with brine (200 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was dissolved in DCM (100 mL) and decolorized by a fast silica gel column. After filtration, the filtrate was concentrated under reduced pressure to give 12.9 g (87% yield) of 6-fluoroindole. 1H NMR (300 MHz, DMSO-d6) δ: 11.11 (1H, s), 7.49 (1H, dd, J = 8.6, 5.5 Hz), 7.30 (1H, t, J = 2.4 Hz), 7.13 (1H, dd, J = 10.3, 2.4 Hz), 6.81 (1H, ddd, J = 11.0, 7.6, 2.4 Hz), 6.40-6.38 (1H, m).

References

[1] Patent: WO2008/118724, 2008, A1. Location in patent: Page/Page column 126

6-Fluoroindole Preparation Products And Raw materials

Raw materials

Preparation Products

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6-Fluoroindole Suppliers

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View Lastest Price from 6-Fluoroindole manufacturers

LAURENT
Product
6-Fluoroindole 399-51-9
Price
US $9599.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
30kg
Release date
2025-11-20
Shaanxi Dideu Medichem Co. Ltd
Product
6-Fluoroindole 399-51-9
Price
US $0.00-0.00/KG
Min. Order
5mg
Purity
99%HPLC
Supply Ability
2000tons
Release date
2020-01-06
Shaanxi Dideu Medichem Co. Ltd
Product
1-Methyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine dihydrochloride 399-51-9
Price
US $0.00-0.00/KG
Min. Order
5mg
Purity
99%HPLC
Supply Ability
2000tons
Release date
2020-01-06

399-51-9, 6-FluoroindoleRelated Search:

Indole-3-acetic acid Indole-3-butyric acid Indometacin Indoline Indole Tiflucarbine Fluorine 6-FLUOROINDOLE-3-ACETIC ACID 6-FLUORO-DL-TRYPTOPHAN 6-Fluorotryptamine hydrochloride 6-FLUOROINDOLE-3-CARBOXALDEHYDE 98% (HPLC),6-FLUOROINDOLE-3-ALDEHYDE,6-FLUOROINDOLE-3-CARBALDEHYDE,6-FLUOROINDOLE-3-CARBOXALDEHYDE 5-Fluoro-2,3-dimethyl-1H-indole 5-Fluoroindoline 6-Fluoro-2-oxindole 4,6-DIFLUOROOXINDOLE 5-Fluorotryptamine hydrochloride 5-Fluoroindole-2-carboxylicacid,99%,5-Fluoroindole-2-carboxylic acid 99% 1-Boc-5-fluoroindole-2-boronic acid

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