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Home  > Chemistry  > Heterocyclic Building Blocks  > Pyridines  > 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile

AI14444

1220219-63-5 | 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile

Packsize Purity Availability Price Discounted Price    Quantity
100mg 97% in stock $63.00 $44.00 -   +
250mg 97% in stock $100.00 $70.00 -   +
1g 97% in stock $249.00 $175.00 -   +
5g 97% in stock $758.00 $531.00 -   +
10g 97% in stock $1,317.00 $922.00 -   +
25g 97% in stock $2,623.00 $1,836.00 -   +

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*All prices are in USD.

Description
Catalog Number: AI14444
Chemical Name: 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile
CAS Number: 1220219-63-5
Molecular Formula: C12H14BClN2O2
Molecular Weight: 264.51576
MDL Number: MFCD16995199
SMILES: N#Cc1ncc(cc1Cl)B1OC(C(O1)(C)C)(C)C

 

Computed Properties
Complexity: 364  
Covalently-Bonded Unit Count: 1  
Heavy Atom Count: 18  
Hydrogen Bond Acceptor Count: 4  
Rotatable Bond Count: 1  

 

 

Upstream Synthesis Route
  • 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile is a valuable chemical reagent in organic synthesis, specifically known for its utility in various chemical reactions. This compound serves as a versatile building block in the construction of complex organic molecules due to its unique structural features and reactivity.In chemical synthesis, 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile is commonly employed as a key intermediate in cross-coupling reactions, such as Suzuki-Miyaura coupling and Stille coupling. These reactions enable the formation of carbon-carbon and carbon-heteroatom bonds, facilitating the synthesis of pharmaceutically relevant compounds, agrochemicals, and functional materials.Furthermore, the presence of the dioxaborolane moiety in this compound imparts enhanced stability and compatibility in various synthetic protocols. This stability allows for mild reaction conditions and improved selectivity, making 3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile a preferred choice for chemists seeking efficient and reliable methods for constructing complex molecular architectures.Overall, this compound plays a crucial role in modern organic synthesis by enabling the efficient creation of diverse chemical structures with high precision and control, making it an indispensable tool for synthetic chemists across different research fields.
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