4-Iodo-2-(trifluoromethyl)pyridine
- Product Name
- 4-Iodo-2-(trifluoromethyl)pyridine
- CAS No.
- 590371-73-6
- Chemical Name
- 4-Iodo-2-(trifluoromethyl)pyridine
- Synonyms
- 4-lodo-2-(trifluoromethyl)pyridine;4-IODO-2-(TRIFLUOROMETHYL)PYRIDINE;4-IODE-2-(TRIFLUOROMETHYL)PYRIDINE;2-(trifluoroMethyl)-4-iodopyridine;Pyridine,4-iodo-2-(trifluoromethyl)-;4-Iodo-2-(trifluoromethyl)pyridine97%;4-Iodo-2-(trifluoromethyl)pyridine 97%;4-Iodo-2-(trifluoromethyl)pyridine ISO 9001：2015 REACH;4-Iode-2-(trifluoromethyl)pyridine (not restricted/prohibited)(lab chemical)
- CBNumber
- CB4722177
- Molecular Formula
- C6H3F3IN
- Formula Weight
- 272.99
- MOL File
- 590371-73-6.mol
4-Iodo-2-(trifluoromethyl)pyridine Property
- 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
- form
- liquid
- pka
- -0.82±0.20(Predicted)
- color
- Clear, colourless to pale yellow
- InChI
- InChI=1S/C6H3F3IN/c7-6(8,9)5-3-4(10)1-2-11-5/h1-3H
- InChIKey
- OYQSAEIWDLIZHC-UHFFFAOYSA-N
- SMILES
- C1(C(F)(F)F)=NC=CC(I)=C1
Safety
- Hazard Codes
- Xi
- HazardClass
- IRRITANT
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H227Combustible liquid
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
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
- I724775
- Product name
- 4-Iodo-2-(trifluoromethyl)pyridine
- Packaging
- 5G
- Price
- $295
- Updated
- 2021/12/16
- Product number
- PC8981
- Product name
- 4-Iodo-2-(trifluoromethyl)pyridine
- Purity
- 95%
- Packaging
- 250mg
- Price
- $20
- Updated
- 2021/12/16
- Product number
- 3H32-K-42
- Product name
- 4-Iodo-2-(trifluoromethyl)pyridine
- Purity
- 95%
- Packaging
- 250mg
- Price
- $32
- Updated
- 2021/12/16
- Product number
- 056522
- Product name
- 4-Iodo-2-(trifluoromethyl)pyridine
- Purity
- 97%
- Packaging
- 1g
- Price
- $54
- Updated
- 2021/12/16
- Product number
- PC8981
- Product name
- 4-Iodo-2-(trifluoromethyl)pyridine
- Purity
- 95%
- Packaging
- 1g
- Price
- $69
- Updated
- 2021/12/16
4-Iodo-2-(trifluoromethyl)pyridine Chemical Properties,Usage,Production
Uses
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.
Synthesis
590371-71-4
590371-73-6
The general procedure for the synthesis of 4-iodo-2-(trifluoromethyl)pyridine from 3-iodo-2-trifluoromethylpyridine was as follows: a hexane solution (7.2 mL) of 2.5 M butyl lithium was diluted in tetrahydrofuran (30 mL) and cooled to -78 °C in a dry ice/acetone bath. Subsequently, diisopropylamine (2.5 mL) and 3-iodo-2-trifluoromethylpyridine (4.9 g) obtained in Step A were added dropwise to this cooled solution. The reaction mixture was stirred continuously at -78 °C for 2 h. The reaction was subsequently quenched with methanol (2 mL) at the same temperature. The reaction mixture was concentrated and purified by fast column chromatography (silica gel, cyclohexane/ethyl acetate as eluent) to afford 4-iodo-2-(trifluoromethyl)pyridine as yellow acicular crystals (1.6 g, 32% yield). The structure of the product was confirmed by 1H-NMR (CDCl3): δ = 8.40 (d, 1H), 8.06 (s, 1H), 7.90 (d, 1H).
References
[1] Schlosser M, et al. Further Metalations and Functionalizations of Chloro-, Bromo- and Iodo(trifluoromethyl)pyridines. Synthesis, 2004; 10: 1619-1624.
4-Iodo-2-(trifluoromethyl)pyridine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Iodo-2-(trifluoromethyl)pyridine manufacturers
- Product
- 4-Iodo-2-(trifluoromethyl)pyridine 590371-73-6
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-27
- Product
- 4-Iodo-2-(trifluoromethyl)pyridine 590371-73-6
- Price
- US $6.00/KG
- Min. Order
- 1KG
- Purity
- 95%-98%
- Supply Ability
- 100
- Release date
- 2019-09-04