2-Amino-4-chlorobenzotrifluoride

Name: 2-Amino-4-chlorobenzotrifluoride
Brand: ChemScene
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CAS No. 445-14-7
Cat. No. CS-W021557
Purity≥98%
MDL No.MFCD08282771

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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-Amino-4-chlorobenzotrifluoride|CS-W021557

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General Information

CAS No. 445-14-7
Cat. No. CS-W021557
Purity ≥98%
MDL No. MFCD08282771
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClF₃N
Molecular Weight 195.57
Synonym(s) 5-Chloro-2-(trifluoromethyl)aniline
SMILES C1=C(C(F)(F)F)C(=CC(=C1)Cl)N

Description

2-Amino-4-chlorobenzotrifluoride features a trifluoromethyl group flanked by amino and chloro substituents, enabling strong electron-withdrawing effects and enhanced metabolic stability. This trifluoromethylated aromatic scaffold integrates readily into pharmaceutical intermediates, offering improved membrane permeability and resistance to oxidative degradation in complex synthesis pathways.

Application

2-Amino-4-chlorobenzotrifluoride serves as a valuable building block in medicinal chemistry, enabling the synthesis of fluorinated aromatic scaffolds through standard coupling reactions. Its ortho-amino and para-chloro substituents provide orthogonal reactivity for sequential functionalization, facilitating the construction of complex heterocycles and API intermediates. The compound exhibits good bench stability and compatibility with common reaction conditions, supporting efficient purification and scalable synthesis workflows.

Synthesis

Route1
- 75-63-8
- 108-42-9
- ~11%
- In-stock
  
  445-14-7
- In-stock
  
  445-13-6
- In-stock
  
  432-21-3
References
- Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 8 p. 2293 - 2299
Route2
- 438-39-1
- ~%
- In-stock
  
  445-14-7
References
- US2093115 , ; DE672371 , ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 25, p. 119

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 2.941
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-Amino-4-chlorobenzotrifluoride

CAS No. 445-14-7

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