Name | 5-Fluoroindole |
Synonyms | 107394 NSC 88613 5-Fluoroindole 5-Fluoro Indole Indole, 5-fluoro- 5-Fluoro-1H-indole 5-FLUOROINDOLE(5FI) 1H-Indole, 5-fluoro- 5-FLUORO-3-METHYLINDOLE 5- Fluoroindole,5-Fluoro-1H-indole |
CAS | 399-52-0 |
EINECS | 206-917-4 |
InChI | InChI=1/C8H6FN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H |
Molecular Formula | C8H6FN |
Molar Mass | 135.14 |
Density | 1.1203 (estimate) |
Melting Point | 45-48 °C (lit.) |
Boling Point | 120 °C / 1mmHg |
Flash Point | >230°F |
Solubility | Chloroform (Slightly), Methanol (Slightly) |
Appearance | Yellow crystal |
Color | Off-white |
BRN | 112350 |
pKa | 16.16±0.30(Predicted) |
Storage Condition | Keep in dark place,Inert atmosphere,2-8°C |
MDL | MFCD00005671 |
Physical and Chemical Properties | Melting point 44-48°C flash point> 110°C |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
FLUKA BRAND F CODES | 10 |
HS Code | 29339900 |
Hazard Class | IRRITANT |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
use | 5-fluoroindole is a heterocyclic organic compound and can be used as a pharmaceutical intermediate. |
application | 5-fluoroindole is an indole compound, which can be prepared from 5-fluoro-2-nitrotoluene in two steps. It can be used as an organic synthesis intermediate and a pharmaceutical intermediate, and is mainly used in the laboratory research and development process and the chemical and pharmaceutical synthesis process. |
preparation | 7.2g 5-fluorine -2-nitrotoluene (compound 1b,0.046mol) and 27.4g DMFDMA(0.232mol) were added to 80ml acetonitrile, the reaction temperature was raised to 85 ℃ ~ 95 ℃, and the reaction temperature was refluxed for 5 hours. The reaction was cooled, the solvent was spin-dried, and 9.3 grams of crude product 2b(0.0443mol, yield 96.2%) was obtained by washing with water and trace ethanol. The resulting intermediate 2b was added to 147ml of methanol containing 10wt% hydrazine (hydrazine content 0.45mol,10eq) and heated to 50°C, reacted for 8 hours, and cooled to room temperature. The solvent was spin-dried to obtain 5.7 grams of product 3b, namely 5-fluoroindole 399-52-0(0.0424mol, yield 95.8%). |