2-Chloro-5-nitro-3-(trifluoromethyl)pyridine

Name: 2-Chloro-5-nitro-3-(trifluoromethyl)pyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 99368-67-9
Cat. No. CS-W019821
Purity≥97%
MDL No.MFCD00792435

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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-Chloro-5-nitro-3-(trifluoromethyl)pyridine|CS-W019821

Structure of 99368-67-9

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General Information

CAS No. 99368-67-9
Cat. No. CS-W019821
Purity ≥97%
MDL No. MFCD00792435
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂ClF₃N₂O₂
Molecular Weight None
Synonym(s) 2-Chloro-3-trifluoromethyl-5-nitropyridine; 5-Nitro-3-trifluoromethyl-2-chloropyridine
SMILES FC(C1=CC([N+]([O-])=O)=CN=C1Cl)(F)F

Description

2-Chloro-5-nitro-3-(trifluoromethyl)pyridine features a trifluoromethyl group flanked by electron-withdrawing chlorine and nitro substituents, creating a highly electrophilic pyridine core. This combination enables efficient coupling reactions in pharmaceutical synthesis, particularly in constructing complex heterocyclic scaffolds under mild conditions. The molecule exhibits excellent stability during handling and storage.

Application

2-Chloro-5-nitro-3-(trifluoromethyl)pyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloropyridine moiety. The trifluoromethyl and nitro groups confer enhanced electron-withdrawing character, facilitating nucleophilic substitution and enabling access to substituted pyridine scaffolds relevant to agrochemical and pharmaceutical development. Its bench-stable crystalline form simplifies handling and purification in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  680-15-9
- In-stock
  
  25391-60-0
- ~29%
- In-stock
  
  99368-67-9
References
- WO2009/21696 A1, ; Page/Page column 38; 69 ; WO 2009/021696 A1
Route2
- In-stock
  
  99368-66-8
- ~74%
- In-stock
  
  99368-67-9
References
- US2007/60623 A1, ; Page/Page column 39 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2810
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 56.03
LogP 2.662
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-5-nitro-3-(trifluoromethyl)pyridine

CAS No. 99368-67-9

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