Description

2H-Naphth[2,3-D]Imidazol-2-Ylidene, 1,3-Dihydro-, Radical Ion(1-) (9Ci) is a specialized N-heterocyclic carbene (NHC) radical anion, a highly reactive intermediate of significant interest in advanced synthetic chemistry. Its unique electronic structure makes it a powerful tool for researchers developing novel catalysts and materials. This compound is particularly valuable for scientists in the fields of organometallic chemistry and polymer science, where it is used to generate stable carbene complexes and initiate controlled radical polymerizations.

Application

• Catalyst Precursor: Serves as a key ligand precursor for synthesizing transition metal N-heterocyclic carbene (NHC) complexes used in cross-coupling, metathesis, and hydrogenation reactions.
• Polymerization Initiator: Acts as a radical initiator or mediator in controlled/living radical polymerization (e.g., ATRP, RAFT) for producing polymers with precise architectures.
• Organic Semiconductor Research: Investigated as a building block for novel organic electronic materials due to its stable radical and extended aromatic system.
• Synthetic Methodology Development: Used in academic and industrial R&D to explore new reaction pathways involving persistent radical anions.
• Material Science: Employed in the development of conductive polymers, magnetic materials, and other advanced functional materials.
• Pharmaceutical Intermediate: Potential use in the synthesis of complex heterocyclic scaffolds for drug discovery programs.

Basic Information

Product Name	2H-Naphth[2,3-D]Imidazol-2-Ylidene, 1,3-Dihydro-, Radical Ion(1-) (9Ci)
CAS No.	372112-40-8
Molecular Formula	C13H9N2•-
Molecular Weight	193.22 g/mol (radical anion)
Synonyms	1,3-Dihydro-2H-naphth[2,3-d]imidazol-2-ylidene radical anion; Naphtho[2,3-d]imidazol-2-ylidene radical(1-); NHC Radical Anion; 2H-Naphth[2,3-d]imidazol-2-ylidene radical ion; Benzo[g]imidazol-2-ylidene radical anion derivative; Persistent carbene radical anion; Naphtho-fused imidazolylidene radical.
EINECS	Contact for details

Quality Control

Every batch of our high-purity specialty chemicals is produced and handled under strict quality management protocols. The identity and purity of 2H-Naphth[2,3-D]Imidazol-2-Ylidene Radical Ion are verified using advanced analytical techniques including NMR, HPLC, and mass spectrometry. A comprehensive Certificate of Analysis (COA) detailing batch-specific results is provided with each shipment to ensure traceability and compliance with your research or production requirements.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., argon or nitrogen) at a controlled room temperature (15-25°C) in a dry, cool place. This compound is light-sensitive and easily oxidized; prolonged exposure to air or light will compromise stability and reactivity.

Specification

Item	Specification
Appearance	Dark solid
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95% (Area %)
Solubility	Soluble in THF, DMSO

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.