4-Chloro-7-trifluoromethylquinoline

Name: 4-Chloro-7-trifluoromethylquinoline
Brand: ChemScene
Availability: InStock
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CAS No. 346-55-4
Cat. No. CS-W001856
Purity≥98%
MDL No.MFCD00006775

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Chloro-7-trifluoromethylquinoline|CS-W001856

Structure of 346-55-4

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General Information

CAS No. 346-55-4
Cat. No. CS-W001856
Purity ≥98%
MDL No. MFCD00006775
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₅ClF₃N
Molecular Weight 231.60
Synonym(s) N-(tert-butoxycarbonyl)-2-(trifluoromethyl)phenylalanine
SMILES ClC1=C2C=CC(C(F)(F)F)=CC2=NC=C1

Description

4-Chloro-7-trifluoromethylquinoline is a fluorinated quinoline derivative featuring a chloro group at the 4-position and a trifluoromethyl moiety at the 7-position. This electron-deficient scaffold enhances reactivity in transition-metal-catalyzed coupling reactions, offering improved solubility and stability under standard bench conditions.

Application

4-Chloro-7-trifluoromethylquinoline serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloro substituent. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the quinoline core provides a rigid, planar scaffold suitable for target-directed synthesis. Bench-stable and readily purified by column chromatography, it facilitates efficient access to complex heterocyclic architectures in drug discovery programs.

Synthesis

Route1
- In-stock
  
  322-97-4
- ~%
- In-stock
  
  346-55-4
References
- Journal of the American Chemical Society, , vol. 69, p. 371,373
Route2
- 128403-23-6
- 3724-43-4
- ~72%
- In-stock
  
  346-55-4
References
- Gregory Reid; Reny Runge, Jean H. Tetrahedron Letters, 1990 , vol. 31, # 8 p. 1093 - 1096
Route3
- 128403-22-5
- ~%
- In-stock
  
  346-55-4
References
- Tetrahedron Letters, , vol. 31, # 8 p. 1093 - 1096

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 3.907
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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4-Chloro-7-trifluoromethylquinoline

CAS No. 346-55-4

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