3-Chloro-5-(trifluoromethoxy)benzoic acid

Name: 3-Chloro-5-(trifluoromethoxy)benzoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 433926-46-6
Cat. No. CS-0084815
Molecule weight240.56
Purity≥98%
MDL No.MFCD06660306

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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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3-Chloro-5-(trifluoromethoxy)benzoic acid|CS-0084815

Structure of 433926-46-6

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General Information

CAS No. 433926-46-6
Cat. No. CS-0084815
Purity ≥98%
MDL No. MFCD06660306
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄ClF₃O₃
Molecular Weight 240.56
Synonym(s) 3-Carboxy-5-chloro-alpha,alpha,alpha-trifluoroanisole
SMILES O=C(O)C1=CC(OC(F)(F)F)=CC(Cl)=C1

Description

3-Chloro-5-(trifluoromethoxy)benzoic acid features a trifluoromethoxy group that enhances lipophilicity and metabolic stability, while the chloro substituent provides a handle for further functionalization. This electron-withdrawing combination imparts strong acidity and improves binding affinity in medicinal chemistry applications. The carboxylic acid moiety enables direct coupling or salt formation, facilitating integration into bioactive molecules under standard conditions.

Application

3-Chloro-5-(trifluoromethoxy)benzoic acid serves as a versatile building block for medicinal chemistry and agrochemical synthesis, enabling direct incorporation of electron-withdrawing trifluoromethoxy and chloro substituents on an aromatic core. The carboxylic acid functionality facilitates derivatization via esterification, amide coupling, or decarboxylation protocols, while the ortho-chloro and para-trifluoromethoxy groups exhibit good bench stability and compatibility with standard coupling reactions. This compound functions as a key intermediate in the construction of bioactive heterocycles and functionalized aryl scaffolds.

Synthesis

Route1
- 633336-69-3
- ~%
- In-stock
  
  433926-46-6
References
- Inghardt, Tord; Johansson, Anders; Svensson, Arne Patent: US2004/19033 A1, 2004 ; Location in patent: Page/Page column 18-19 ;

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-H335
Precautionary Statements : P261-P280-P304+P340-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 46.53
LogP 2.9368
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Chloro-5-(trifluoromethoxy)benzoic acid

CAS No. 433926-46-6

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