2-(Chloromethyl)-6-nitro-1H-benzo[d]imidazole

Name: 2-(Chloromethyl)-6-nitro-1H-benzo[d]imidazole
Brand: ChemScene
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CAS No. 14625-39-9
Cat. No. CS-0089566
Molecule weight211.61
Purity≥95%
MDL No.MFCD01785201

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2-(Chloromethyl)-6-nitro-1H-benzo[d]imidazole|CS-0089566

Structure of 14625-39-9

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General Information

CAS No. 14625-39-9
Cat. No. CS-0089566
Purity ≥95%
MDL No. MFCD01785201
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆ClN₃O₂
Molecular Weight 211.61
Synonym(s) 2-Chloromethyl-6-nitro-1H-benzoimidazole
SMILES O=[N+](C1=CC=C2N=C(CCl)NC2=C1)[O-]

Description

This chloromethyl-substituted benzoimidazole features a para-nitro group enhancing electrophilic reactivity, enabling efficient coupling in C–N bond formation. The pendant chloromethyl handle facilitates conjugation with nucleophiles under mild conditions, offering a robust scaffold for bioconjugation and medicinal chemistry applications.

Application

2-(Chloromethyl)-6-nitro-1H-benzo[d]imidazole serves as a versatile bifunctional building block, enabling efficient incorporation of both nitro and chloromethyl groups into complex molecular architectures. The chloromethyl moiety facilitates nucleophilic substitution reactions under mild conditions, while the ortho-nitro group enhances electrophilicity for subsequent coupling or cyclization processes. This compound exhibits excellent bench stability and compatibility with standard purification methods, making it well-suited for use in medicinal chemistry campaigns and the synthesis of heterocyclic scaffolds.

Safety Information

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GHS Pictogram :	GHS No : GHS06,GHS08
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

TPSA 71.82
LogP 2.2099
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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2-(Chloromethyl)-6-nitro-1H-benzo[d]imidazole

CAS No. 14625-39-9

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