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
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)
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
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
- 349593
- Product name
- 6-Fluoroindole
- Purity
- 98%
- Packaging
- 5g
- Price
- $77.3
- Updated
- 2025/07/31
- Product number
- 349593
- Product name
- 6-Fluoroindole
- Purity
- 98%
- Packaging
- 1g
- Price
- $42.5
- Updated
- 2023/06/20
- Product number
- F0352
- Product name
- 6-Fluoroindole
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $38
- Updated
- 2025/07/31
- Product number
- F0352
- Product name
- 6-Fluoroindole
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $114
- Updated
- 2025/07/31
- Product number
- F591965
- Product name
- 6-Fluoroindole
- Packaging
- 25g
- Price
- $825
- Updated
- 2021/12/16
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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View Lastest Price from 6-Fluoroindole manufacturers
- Product
- 6-Fluoroindole 399-51-9
- Price
- US $9599.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 30kg
- Release date
- 2025-11-20
- 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
- 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