2-Chloro-5-fluoroaniline

Name: 2-Chloro-5-fluoroaniline
Brand: ChemScene
Availability: InStock
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CAS No. 452-83-5
Cat. No. CS-W010996
Purity≥98%
MDL No.MFCD00084852

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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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General Information

CAS No. 452-83-5
Cat. No. CS-W010996
Purity ≥98%
MDL No. MFCD00084852
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅ClFN
Molecular Weight 145.56
Synonym(s) 5-Fluoro-2-chloroaniline
SMILES ClC1=C(N)C=C(C=C1)F

Description

2-Chloro-5-fluoroaniline features a dual halogenated aromatic core, combining chlorine and fluorine substituents at adjacent positions. This electron-deficient aniline derivative enables selective coupling reactions in pharmaceutical synthesis. The molecule exhibits enhanced stability under standard conditions and serves as a key intermediate for bioactive heterocycles.

Application

2-Chloro-5-fluoroaniline serves as a valuable building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of fluorinated and chlorinated aryl functionalities. Its ortho-substituted structure facilitates efficient coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig protocols, while exhibiting sufficient bench stability for routine handling. The molecule functions effectively as a precursor in the construction of heterocyclic scaffolds and bioactive compounds requiring dual halogen substitution patterns.

Synthesis

Route1
- In-stock
  
  345-17-5
- ~82%
- In-stock
  
  452-83-5
References
- RECORDATI INDUSTRIA CHIMICA E FARMACEUTICA S.p.a.; RECORDATI S.A. Patent: EP1200406 B1, 2004 ; Location in patent: Page 14 ;
Route2
- 347-71-7
- ~%
- In-stock
  
  452-83-5
References
- de Crauw Recueil des Travaux Chimiques des Pays-Bas, 1929 , vol. 48, p. 1063

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 26.02
LogP 2.0613
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Chloro-5-fluoroaniline

CAS No. 452-83-5

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