4'-Methyl-[2,2'-bipyridine]-4-carbaldehyde

Name: 4'-Methyl-[2,2'-bipyridine]-4-carbaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 104704-09-8
Cat. No. CS-0137127
Purity≥97%
MDL No.MFCD11112058

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4'-Methyl-[2,2'-bipyridine]-4-carbaldehyde|CS-0137127

Structure of 104704-09-8

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General Information

CAS No. 104704-09-8
Cat. No. CS-0137127
Purity ≥97%
MDL No. MFCD11112058
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₀N₂O
Molecular Weight 198.22
Synonym(s) 2-(4-Methylpyridin-2-yl)pyridine-4-carbaldehyde
SMILES O=CC1=CC(C2=NC=CC(C)=C2)=NC=C1

Description

4'-Methyl-[2,2'-bipyridine]-4-carbaldehyde features a pyridine ring system with a methyl group at the 4' position and an aldehyde functionality at the 4-position, enabling direct coordination to transition metals. This structure facilitates ligand integration in catalytic complexes and metal-organic frameworks due to its rigid, electron-deficient backbone and orthogonal binding sites.

Application

4'-Methyl-[2,2'-bipyridine]-4-carbaldehyde serves as a versatile ligand scaffold in transition metal catalysis and coordination chemistry. The aldehyde functionality enables facile derivatization via reductive amination or Wittig reactions, while the methyl group enhances electronic modulation and steric profile. Bench-stable and compatible with standard synthetic protocols, it functions effectively in the construction of functionalized bipyridine-based complexes for photoredox catalysis and homogeneous metallo-organocatalysis applications.

Synthesis

Route1
- In-stock
  
  1134-35-6
- ~58%
- In-stock
  
  104704-09-8
References
- Khairoutdinov, Rafail F.; Doubova, Larissa V.; Haddon, Robert C.; Saraf, Laxmikant Journal of Physical Chemistry B, 2004 , vol. 108, # 52 p. 19976 - 19981
Route2
- In-stock
  
  1134-35-6
- ~28%
- In-stock
  
  104704-09-8
- In-stock
  
  103946-54-9
References
- Eckermann, Amanda L.; Barker, Kylie D.; Hartings, Matthew R.; Ratner, Mark A.; Meade, Thomas J. Journal of the American Chemical Society, 2005 , vol. 127, # 34 p. 11880 - 11881
Route3
- In-stock
  
  81998-04-1
- ~58%
- In-stock
  
  104704-09-8
References
- Ciana, Leopoldo Della; Hamachi, Itaru; Meyer, Thomas J. Journal of Organic Chemistry, 1989 , vol. 54, # 7 p. 1731 - 1735

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 42.85
LogP 2.26452
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4'-Methyl-[2,2'-bipyridine]-4-carbaldehyde

CAS No. 104704-09-8

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Synthesis

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