(2-Chloro-3-trifluoromethylphenyl)amine

Name: (2-Chloro-3-trifluoromethylphenyl)amine
Brand: ChemScene
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CAS No. 62476-58-8
Cat. No. CS-0017878
Purity≥97%
MDL No.MFCD04115988

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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+
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(2-Chloro-3-trifluoromethylphenyl)amine|CS-0017878

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General Information

CAS No. 62476-58-8
Cat. No. CS-0017878
Purity ≥97%
MDL No. MFCD04115988
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClF₃N
Molecular Weight 195.57
Synonym(s) 2-Chloro-3-(trifluoromethyl)aniline
SMILES NC1=CC=CC(C(F)(F)F)=C1Cl

Description

This chlorinated trifluoromethyl aniline integrates a strongly electron-withdrawing trifluoromethyl group and a reactive chlorine atom, enabling efficient coupling in cross-coupling reactions. The ortho-chloro substitution enhances regioselectivity in Pd-catalyzed transformations, while the amine functionality offers direct access to functionalized aryl scaffolds under standard conditions.

Application

(2-Chloro-3-trifluoromethylphenyl)amine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable aryl chloride functionality. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the aniline moiety provides a handle for further derivatization. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to complex heterocyclic scaffolds and functionalized biaryls.

Safety Information

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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 2.941
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-3-trifluoromethylphenyl)amine

CAS No. 62476-58-8

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