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399-76-8

Basic Information
CAS No.: 399-76-8
Name: 5-Fluoroindole-2-carboxylic acid
Article Data: 10
Molecular Structure:
Molecular Structure of 399-76-8 (5-Fluoroindole-2-carboxylic acid)
Formula: C9H6FNO2
Molecular Weight: 179.151
Synonyms: Indole-2-carboxylicacid, 5-fluoro- (6CI,8CI);2-Carboxy-5-fluoroindole;5-Fluoro-1H-indole-2-carboxylic acid;5-fluoro-1H-indole-2-carboxylic acid;5-Fluoroindole-2-carboxylic Acid;5-fluoro-1H-indole-2-carboxylic acid;1H-Indole-2-carboxylic acid, 5-fluoro-;Acide 5-fluoro-1H-indole-2-carboxylique;
EINECS: 206-919-5
Density: 1.51 g/cm3
Melting Point: 259 °C (dec.)(lit.)
Boiling Point: 422.2 °C at 760 mmHg
Flash Point: 209.1 °C
Solubility: insoluble in water
Appearance: yellow-brown crystalline powder
Hazard Symbols: IrritantXi; FlammableF
Risk Codes: 36/37/38-15-10
Safety: 26-37/39-43-36-7/8
PSA: 53.09000
LogP: 2.00520
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Specification

The 5-Fluoroindole-2-carboxylic acid, with the CAS registry number 399-76-8 and EINECS registry number 206-919-5, has the systematic name of 5-fluoro-1H-indole-2-carboxylic acid. And the molecular formula of this chemical is C9H6FNO2. It is a kind of yellow-brown crystalline powder, and belongs to the following product categories: Indole/indoline/oxindole; Indole and Indoline; Indoles and derivatives; Indoles; Indole; Building Blocks; Heterocyclic Building Blocks. In addition, it is a N-methyl-D-aspartate receptor antagonist. Besides, it should be stored at 0-6°C.

The physical properties of 5-Fluoroindole-2-carboxylic acid are as following: (1)ACD/LogP: 2.36; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.99; (4)ACD/LogD (pH 7.4): -0.54; (5)ACD/BCF (pH 5.5): 1.56; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 19.51; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 31.23 Å2; (13)Index of Refraction: 1.692; (14)Molar Refractivity: 45.45 cm3; (15)Molar Volume: 118.6 cm3; (16)Polarizability: 18.01×10-24cm3; (17)Surface Tension: 67.4 dyne/cm; (18)Density: 1.51 g/cm3; (19)Flash Point: 209.1 °C; (20)Enthalpy of Vaporization: 71.3 kJ/mol; (21)Boiling Point: 422.2 °C at 760 mmHg; (22)Vapour Pressure: 7.01E-08 mmHg at 25°C.

Uses of 5-Fluoroindole-2-carboxylic acid: It can react with 1-methyl-piperazine to produce (5-fluoro-1H-indol-2-yl)-(4-methyl-piperazin-1-yl)-methanone. This reaction will need reagents HATU, 1-hydroxy-7-azabenzotriazole and N,N-diisopropylethylamine, and solvent dimethylformamide. The reaction time is 48 hours with temperature of 20°C, and the yield is about 50%.

5-Fluoroindole-2-carboxylic acid can react with 1-methyl-piperazine to produce (5-fluoro-1H-indol-2-yl)-(4-methyl-piperazin-1-yl)-methanone

You should be cautious while dealing with this chemical. It is a kind of flammable chemcial, and it also irritates eyes, respiratory system and skin. In addition, if contact with water, it will liberate extremely flammable gases. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Keep container tightly closed and dry; In case of fire, use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add - Never use water).

You can still convert the following datas into molecular structure:
(1)SMILES: Fc1cc2c(cc1)nc(c2)C(=O)O
(2)InChI: InChI=1/C9H6FNO2/c10-6-1-2-7-5(3-6)4-8(11-7)9(12)13/h1-4,11H,(H,12,13)
(3)InChIKey: WTXBRZCVLDTWLP-UHFFFAOYAG