2-(4-Chlorophenyl)benzo[d]thiazole

Name: 2-(4-Chlorophenyl)benzo[d]thiazole
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CAS No. 6265-91-4
Cat. No. CS-0313461
Purity≥97%
MDL No.None

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2-(4-Chlorophenyl)benzo[d]thiazole|CS-0313461

Structure of 6265-91-4

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General Information

CAS No. 6265-91-4
Cat. No. CS-0313461
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₈ClNS
Molecular Weight 245.73
Synonym(s) 2-(4-Chlorophenyl)benzothiazole
SMILES C1=CC=C2C(=C1)N=C(C3=CC=C(C=C3)Cl)S2

Description

2-(4-Chlorophenyl)benzo[d]thiazole features a rigid, planar heteroaromatic core combining electron-deficient thiazole and chlorinated phenyl moieties. This structural motif enhances π-stacking and charge-transfer properties, making it valuable for organic semiconductors and photoredox catalysts. The molecule exhibits excellent thermal stability and solubility in common organic solvents, facilitating use in synthesis and materials processing under standard conditions.

Application

2-(4-Chlorophenyl)benzo[d]thiazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of biologically active compounds through established coupling reactions. Its structural rigidity and electron-deficient aromatic system enhance metabolic stability and facilitate π–π stacking interactions in target binding. The chlorophenyl substituent provides a handle for further functionalization via palladium-catalyzed cross-coupling, while the benzo[d]thiazole core exhibits excellent bench stability and compatibility with standard purification protocols.

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-H319-H413
Precautionary Statements : P264-P270-P273-P280-P330-P501

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Computational Chemistry Data

TPSA 12.89
LogP 4.6167
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(4-Chlorophenyl)benzo[d]thiazole

CAS No. 6265-91-4

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