5-(Trifluoromethyl)pyridine-2-carboxaldehyde

Name: 5-(Trifluoromethyl)pyridine-2-carboxaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 31224-82-5
Cat. No. CS-W008800
Purity≥95%
MDL No.MFCD07375388

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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5-(Trifluoromethyl)pyridine-2-carboxaldehyde|CS-W008800

Structure of 31224-82-5

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General Information

CAS No. 31224-82-5
Cat. No. CS-W008800
Purity ≥95%
MDL No. MFCD07375388
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄F₃NO
Molecular Weight 175.11
Synonym(s) 5-(Trifluoromethyl)-2-pyridinecarboxaldehyde; 5-(Trifluoromethyl)picolinaldehyde; 5-(Trifluoromethyl)pyridine-2-carboxaldehyde; 5-(trifluoromethyl)pyridine-2-carbaldehyde
SMILES O=CC1=NC=C(C(F)(F)F)C=C1

Description

5-(Trifluoromethyl)pyridine-2-carboxaldehyde features a trifluoromethyl group at the 5-position and an aldehyde functional group at the 2-position of a pyridine ring. This electron-deficient heteroaromatic scaffold enables efficient coupling in cross-coupling and condensation reactions, offering enhanced stability and solubility in polar organic solvents.

Application

5-(Trifluoromethyl)pyridine-2-carboxaldehyde serves as a versatile building block in medicinal chemistry and catalyst design, enabling efficient construction of heterocyclic scaffolds via nucleophilic addition and condensation reactions. The aldehyde functionality offers high reactivity in imine formation and Mannich-type processes, while the trifluoromethyl group enhances metabolic stability and modulates electronic properties. Bench-stable and compatible with common functional groups, it facilitates streamlined synthesis of bioactive molecules and advanced ligands.

Synthesis

Route1
- In-stock
  
  31181-84-7
- ~74%
- In-stock
  
  31224-82-5
References
- ABBOTT LABORATORIES Patent: US2009/124666 A1, 2009 ; Location in patent: Page/Page column 26 ;
Route2
- In-stock
  
  100366-75-4
- 68-12-2
- ~%
- In-stock
  
  31224-82-5
References
- Journal of Medicinal Chemistry, , vol. 54, # 19 p. 6563 - 6585

Safety Information

Download SDS

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 29.96
LogP 1.9129
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-(Trifluoromethyl)pyridine-2-carboxaldehyde

CAS No. 31224-82-5

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