5,6-Dichloro-1,3-dihydro-2H-benzo[d]imidazole-2-thione

Name: 5,6-Dichloro-1,3-dihydro-2H-benzo[d]imidazole-2-thione
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CAS No. 19462-98-7
Cat. No. CS-0097798
Purity≥98%
MDL No.MFCD00052398

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5,6-Dichloro-1,3-dihydro-2H-benzo[d]imidazole-2-thione|CS-0097798

Structure of 19462-98-7

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General Information

CAS No. 19462-98-7
Cat. No. CS-0097798
Purity ≥98%
MDL No. MFCD00052398
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄Cl₂N₂S
Molecular Weight 219.09
Synonym(s) 5,6-dichloro-1H-benzo[d]imidazole-2-thiol
SMILES S=C1NC2=CC(Cl)=C(Cl)C=C2N1

Description

5,6-Dichloro-1,3-dihydro-2H-benzo[d]imidazole-2-thione features a fused heterocyclic core bearing two chlorine substituents and a reactive thione group. This electron-deficient scaffold integrates readily into synthetic routes requiring halogenated imidazoles, offering enhanced stability and selectivity in coupling reactions.

Application

5,6-Dichloro-1,3-dihydro-2H-benzo[d]imidazole-2-thione serves as a versatile heterocyclic building block in medicinal chemistry and materials science. Its electron-deficient aromatic core enables efficient coupling reactions and facilitates functionalization at multiple sites. The thione group offers enhanced reactivity in transition-metal-catalyzed transformations, while the dichloro substituents provide orthogonal handles for further derivatization. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows.

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 31.58
LogP 3.53229
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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5,6-Dichloro-1,3-dihydro-2H-benzo[d]imidazole-2-thione

CAS No. 19462-98-7

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