2-Bromo-4-(trifluoromethyl)quinoline

Name: 2-Bromo-4-(trifluoromethyl)quinoline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 590372-17-1
Cat. No. CS-0314672
Purity≥98%
MDL No.MFCD08458129

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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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2-Bromo-4-(trifluoromethyl)quinoline|CS-0314672

Structure of 590372-17-1

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General Information

CAS No. 590372-17-1
Cat. No. CS-0314672
Purity ≥98%
MDL No. MFCD08458129
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₅BrF₃N
Molecular Weight 276.06
Synonym(s) None
SMILES C1=CC=C2C(=C1)C(=CC(=N2)Br)C(F)(F)F

Description

2-Bromo-4-(trifluoromethyl)quinoline features a bromine atom at the 2-position and a trifluoromethyl group at the 4-position of the quinoline core. This electron-deficient scaffold enables efficient cross-coupling reactions, serving as a key building block in medicinal chemistry and materials science.

Application

2-Bromo-4-(trifluoromethyl)quinoline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the bromine site. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the quinoline core provides a rigid, electron-deficient scaffold ideal for targeted molecular design. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient synthesis of complex heterocyclic architectures.

Synthesis

Route1
- In-stock
  
  25199-84-2
- ~66%
- In-stock
  
  590372-17-1
References
- Lefebvre, Olivier; Marull, Marc; Schlosser, Manfred European Journal of Organic Chemistry, 2003 , # 11 p. 2115 - 2121
Route2
- 74497-02-2
- ~%
- In-stock
  
  590372-17-1
References
- European Journal of Organic Chemistry, , # 11 p. 2115 - 2121

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

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 4.0161
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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2-Bromo-4-(trifluoromethyl)quinoline

CAS No. 590372-17-1

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