4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine

Name: 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine
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CAS No. 1009033-87-7
Cat. No. CS-W000851
Molecule weight281.16
Purity≥97%
MDL No.MFCD12828171

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4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine|CS-W000851

Structure of 1009033-87-7

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General Information

CAS No. 1009033-87-7
Cat. No. CS-W000851
Purity ≥97%
MDL No. MFCD12828171
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₂₀BNO₂
Molecular Weight 281.16
Synonym(s) None
SMILES N=1C=CC(=CC1)C=2C=CC(=CC2)B3OC(C)(C)C(O3)(C)C

Description

4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine features a boronate ester group conjugated to a pyridine scaffold, enabling efficient Suzuki-Miyaura coupling under mild conditions. This bench-stable reagent integrates seamlessly into C–C bond formation workflows, offering predictable regiochemistry and compatibility with diverse reaction partners.

Application

4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine serves as a versatile Suzuki coupling building block, enabling efficient C–C bond formation under mild conditions. The boronate ester group exhibits excellent stability, tolerates diverse functional groups, and facilitates rapid access to biaryl architectures. Its pyridine moiety provides additional synthetic handle for further derivatization, making it ideal for constructing conjugated systems in pharmaceutical and materials chemistry applications.

Synthesis

Route1
- In-stock
  
  39795-60-3
- In-stock
  
  73183-34-3
- ~92%
- In-stock
  
  1009033-87-7
References
- Su, Shi-Jian; Tanaka, Daisaku; Li, Yan-Jun; Sasabe, Hisahiro; Takeda, Takashi; Kido, Junji Organic Letters, 2008 , vol. 10, # 5 p. 941 - 944

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 31.35
LogP 3.0478
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Metal Organic Frameworks Nitrogen MOFs Linkers

Material Science Organic-Inorganic Hybrid Materials Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Material Science Polymer/Macromolecule Reagents Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyridine

CAS No. 1009033-87-7

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