4-Iodo-2-(trifluoromethyl)pyridine
- CAS NO.：590371-73-6
- Empirical Formula: C6H3F3IN
- Molecular Weight: 272.99
- MDL number: MFCD08234939
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-10-17 11:53:47
What is 4-Iodo-2-(trifluoromethyl)pyridine ?
The Uses of 4-Iodo-2-(trifluoromethyl)pyridine
4-Iodo-2-(trifluoromethyl)pyridine is used as a reagent in the synthesis of aminoisoindoles as β-site amyloid precursor protein cleaving enzyme 1 (BACE1) inhibitors which exhibit in vivo brain reduction of β-amyloid peptides.
Reactivity Profile
4-Iodo-2-(trifluoromethyl)pyridine could be cleanly deprotonated by
LIDA in tetrahydrofuran at –75 °C[1]. Trapping of the organometallic intermediates with dry ice followed by neutralization gave the 4-iodo-2-(trifluoromethyl)pyridine-3-carboxylic acid (16, 31%). a: LIDA in THF at –75 °C for 2 h; b: (1.) Excess solid
carbon dioxide, (2.) Hydrochloric acid.
References
[1] Schlosser M, et al. Further Metalations and Functionalizations of Chloro-, Bromo- and Iodo(trifluoromethyl)pyridines. Synthesis, 2004; 10: 1619-1624.
Properties of 4-Iodo-2-(trifluoromethyl)pyridine
| Melting point: | 24-26 °C |
| Boiling point: | 206.2±35.0 °C(Predicted) |
| Density | 1.974g/ml |
| storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C |
| pka | -0.82±0.20(Predicted) |
| color | Clear, colourless to pale yellow |
Safety information for 4-Iodo-2-(trifluoromethyl)pyridine
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H227:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 4-Iodo-2-(trifluoromethyl)pyridine
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