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Cas Database |
| Name |
5-Fluoroisatin |
EINECS | -0 |
| CAS No. | 443-69-6 | Density | 1.446 g/cm3 |
| PSA | 46.17000 | LogP | 1.09850 |
| Solubility | N/A | Melting Point |
224-227 °C(lit.) |
| Formula | C8H4FNO2 | Boiling Point | 417.9oC at 760mmHg |
| Molecular Weight | 165.124 | Flash Point | 206.5oC |
| Transport Information | N/A | Appearance | red crystalline powder |
| Safety | 26-37/39-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
5-fluoro-1H-indole-2,3-dione;1H-Indole-2,3-dione, 5-fluoro-; |
Article Data | 70 |
5-Fluoroisatin Synthetic route
| Conditions | Yield |
|---|---|
| With sulfuric acid In water at 80℃; for 0.333333h; | 88.6% |
| With sulfuric acid In water at 50 - 75℃; Temperature; | 88.2% |
| With sulfuric acid at 20℃; | 85% |
- 443-69-6
5-fluoro-1H-indole-2,3-dione
| Conditions | Yield |
|---|---|
| With sulfuric acid at 50 - 75℃; for 0.333333h; | 88.2% |
| Conditions | Yield |
|---|---|
| With iodine pentoxide In dimethyl sulfoxide at 80℃; | 87% |
| With o-iodosobenzoic acid; oxygen In dimethyl sulfoxide at 80℃; for 12h; Green chemistry; | 72% |
- 1174558-44-1
3-(4-fluorophenylimino)-5-fluoro-N-(4-fluorophenyl)-3H-indole-2-amine
- 443-69-6
5-fluoro-1H-indole-2,3-dione
| Conditions | Yield |
|---|---|
| With hydrogenchloride; acetic acid In water for 0.333333h; Reflux; | 85% |
- 56341-41-4
5-fluoroindol-2(3H)-one
A
- 443-69-6
5-fluoro-1H-indole-2,3-dione
| Conditions | Yield |
|---|---|
| With oxygen; sodium iodide In tetrahydrofuran at 60℃; for 12h; Schlenk technique; chemoselective reaction; | A 80% B 8% |
- 201230-82-2
carbon monoxide
- 443-69-6
5-fluoro-1H-indole-2,3-dione
| Conditions | Yield |
|---|---|
| Stage #1: N'-(2-bromo-4-fluorophenyl)-N,N-dimethylurea With methyllithium In tetrahydrofuran; diethyl ether at 0℃; Stage #2: With tert.-butyl lithium In tetrahydrofuran; diethyl ether; n-heptane at 0℃; for 1h; Stage #3: carbon monoxide In tetrahydrofuran; diethyl ether; n-heptane at 0℃; for 0.5h; | 79% |
| Yield given; Multistep reaction; |
| Conditions | Yield |
|---|---|
| In acetonitrile at 60℃; for 16h; | 78.7% |
| Conditions | Yield |
|---|---|
| With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; oxygen In acetonitrile at 20℃; for 18h; | 68% |
| Conditions | Yield |
|---|---|
| Stage #1: chloral hydrate; 4-fluoroaniline With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate In water Stage #2: With sulfuric acid at 60 - 80℃; | 63% |
| Stage #1: chloral hydrate; 4-fluoroaniline With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate for 0.166667h; Heating; Stage #2: With sulfuric acid for 1h; Heating; | |
| Stage #1: chloral hydrate; 4-fluoroaniline With hydroxylamine hydrochloride; sodium sulfate In water Sandmeyer reaction; Stage #2: With sulfuric acid In methanol Sandmeyer reaction; |
- 443-69-6
5-fluoro-1H-indole-2,3-dione
| Conditions | Yield |
|---|---|
| With sulfuric acid 1) 50 deg C, 30 min; 2) 80 deg C, 10 min; | 62% |
5-Fluoroisatin Specification
The 5-Fluoroindoline-2,3-dione is an organic compound with the formula C8H4FNO2. The IUPAC name of this chemical is 5-fluoro-1H-indole-2,3-dione. With the CAS registry number 443-69-6, it is also named as 1H-Indole-2,3-dione, 5-fluoro-. The product's categories are Isatin Series; Blocks; Indoles Oxindoles; Indole/indoline/oxindole; Indole and Indoline; Indane/Indanone and Derivatives; Sunitinib; Heterocyclic Compounds; Indoles; Simple Indoles; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Boronic Acid; Building Blocks; Heterocyclic Building Blocks; Fluorinated Heterocyclic Series. Besides, it is a red crystalline powder, which is the intermediates of cardiovascular and anti-inflammatory drugs.
Physical properties about 5-Fluoroindoline-2,3-dione are: (1)ACD/LogP: 0.61 ; (2)ACD/LogD (pH 5.5): 0.61; (3)ACD/LogD (pH 7.4): 0.58; (4)ACD/BCF (pH 5.5): 1.71; (5)ACD/BCF (pH 7.4): 1.59; (6)ACD/KOC (pH 5.5): 51.14; (7)ACD/KOC (pH 7.4): 47.53; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)Polar Surface Area: 37.38 Å2; (11)Index of Refraction: 1.584; (12)Molar Refractivity: 37.41 cm3; (13)Molar Volume: 111.7 cm3; (14)Polarizability: 14.83×10-24cm3; (15)Surface Tension: 50.8 dyne/cm; (16)Density: 1.477 g/cm3.
Preparation: this chemical can be prepared by hydroxyimino-acetic acid-(4-fluoro-anilide). This reaction will need reagent sulfuric acid.
Uses of 5-Fluoroindoline-2,3-dione: it can be used to produce 6-fluoro-1H-benzo[d][1,3]oxazine-2,4-dione. It will need reagent CrO3 and acetic acid.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: Fc1cc2c(cc1)NC(=O)C2=O
(2)InChI: InChI=1/C8H4FNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
(3)InChIKey: GKODDAXOSGGARJ-UHFFFAOYAY
(4)Std. InChI: InChI=1S/C8H4FNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
(5)Std. InChIKey: GKODDAXOSGGARJ-UHFFFAOYSA-N
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