3-Chloro-5-(trifluoromethyl)benzoic acid

Name: 3-Chloro-5-(trifluoromethyl)benzoic acid
Brand: ChemScene
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CAS No. 53985-49-2
Cat. No. CS-W003189
Purity≥96%
MDL No.MFCD04115846

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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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3-Chloro-5-(trifluoromethyl)benzoic acid|CS-W003189

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General Information

CAS No. 53985-49-2
Cat. No. CS-W003189
Purity ≥96%
MDL No. MFCD04115846
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄ClF₃O₂
Molecular Weight 224.56
Synonym(s) 3-Chloro-5-carboxybenzotrifluoride
SMILES ClC1=CC(C(O)=O)=CC(C(F)(F)F)=C1

Description

3-Chloro-5-(trifluoromethyl)benzoic acid features a trifluoromethyl group that enhances electron-withdrawal and metabolic stability, while the ortho-chloro substituent provides steric and electronic modulation. This combination delivers robust functionality in medicinal chemistry applications, particularly as a building block for bioactive molecules requiring lipophilic character and resistance to oxidative degradation.

Application

3-Chloro-5-(trifluoromethyl)benzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient functionalization via standard carboxylic acid transformations. Its electron-withdrawing trifluoromethyl and chloro substituents enhance metabolic stability and modulate electronic properties, while the carboxylic acid group facilitates amide coupling, esterification, and salt formation. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scalable synthesis workflows.

Safety Information

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Computational Chemistry Data

TPSA 37.3
LogP 3.057
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

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-(trifluoromethyl)benzoic acid

CAS No. 53985-49-2

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