87674-09-7 Usage
Description
3-Fluoro-2-trimethylsilanyl-pyridine is a chemical compound characterized by a pyridine ring with a fluorine atom at the 3-position and a trimethylsilanyl group at the 2-position. It is a pyridine derivative that incorporates both a fluorine atom and a silicon-containing group, making it a versatile building block in organic synthesis.
Uses
Used in Pharmaceutical Industry:
3-Fluoro-2-trimethylsilanyl-pyridine is used as a building block for the synthesis of various pharmaceuticals. Its unique structure allows for the introduction of fluorine and silicon functionalities into organic molecules, which can enhance the pharmacological properties of the resulting compounds.
Used in Agrochemical Industry:
In the agrochemical industry, 3-fluoro-2-trimethylsilanyl-pyridine serves as a key intermediate in the production of agrochemicals. Its ability to be incorporated into complex molecular structures contributes to the development of effective and targeted pesticides and other agricultural chemicals.
Used as a Reagent in Chemical Reactions:
3-Fluoro-2-trimethylsilanyl-pyridine is utilized as a reagent in various chemical reactions to introduce fluorine and silicon functionalities into organic molecules. This can improve the reactivity, selectivity, and overall performance of the synthesized compounds.
Used as a Protecting Group in Organic Synthesis:
The trimethylsilanyl group in 3-fluoro-2-trimethylsilanyl-pyridine can act as a protecting group for reactive functional groups during organic synthesis. This allows chemists to selectively manipulate specific parts of a molecule without affecting other sensitive areas, leading to more efficient and precise synthetic routes.
Overall, 3-fluoro-2-trimethylsilanyl-pyridine is a valuable and versatile compound with a wide range of applications in the field of organic chemistry, particularly in the synthesis of pharmaceuticals, agrochemicals, and as a reagent and protecting group in various chemical reactions.
Check Digit Verification of cas no
The CAS Registry Mumber 87674-09-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,7,6,7 and 4 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 87674-09:
(7*8)+(6*7)+(5*6)+(4*7)+(3*4)+(2*0)+(1*9)=177
177 % 10 = 7
So 87674-09-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H12FNSi/c1-11(2,3)8-7(9)5-4-6-10-8/h4-6H,1-3H3
87674-09-7Relevant articles and documents
REVIEW ON THE METALLATION OF ?-DEFICIENT HETEROAROMATIC COMPOUNDS; REGIOSELECTIVE ORTHO-LITHIATION OF 3-FLUOROPYRIDINE: DIRECTING EFFECTS AND APPLICATION TO SYNTHESIS OF 2,3- OR 3,4-DISUBSTITUTED PYRIDINES
Marsais, Francis,Queguiner, Guy
, p. 2009 - 2021 (2007/10/02)
Metallation of ?-deficient heterocyclic compounds is first reviewed, which shows the important recent developments in this research area.A particular aspect of this reaction is then given with the study of the 3-fluoropyridine metallation regioselectivity.Lithiation of 3-fluoropyridine is chemoselective at low temperatures using butyllithium-polyamine chelates or lithium diisopropylamide.Protophilic attack by these strong bases can be directed either at the 2- or 4-position depending on the lithiation conditions.Various reaction parameters are thus studied such as solvent, temperature, reaction time, lithium-chelating agent as well as metallating agent.The high regioselectivity of 3-fluoropyridine lithiation is theoretically discused, in particular in terms of kinetic of thermodynamic control of the metallation.Chelation between butyllithium and 3-fluoropyridine is proposed, which completely modifies the heterocycle reactivity toward the lithiating agent.This is confirmed by theoretical quantum calculations performed on different models of 3-fluoropyridine using the CNDO/2.These results allow to select the best 3-fluoropyridine-metallation conditions which lead to 3-fluoro-2-lithiopyridine on the one hand and to 3-fluoro-4-lithiopyridine on the other hand.Each of the lithiated isomers is then reacted with a great variety of electrophiles which gives very conveniently the corresponding 2,3- or 3,4-disubstituted pyridines.
