Description

1-(Triphenylmethyl)-1H-imidazole-4-carbaldehyde (CAS No. 33016-47-6) is a high-purity organic compound with the molecular formula C₂₃H₁₈N₂O, widely utilized in synthetic chemistry and pharmaceutical research. This compound features a trityl-protected imidazole core with a reactive aldehyde functional group, making it a versatile building block for heterocyclic synthesis, ligand design, and medicinal chemistry applications. Its robust trityl group enhances stability during complex reactions while allowing selective deprotection when required. Suitable for use in nucleophilic additions, cross-coupling reactions, and as a precursor for imidazole-based scaffolds. Provided as a crystalline solid with ≥95% purity (HPLC), rigorously tested for consistency and stored under inert conditions to ensure optimal performance.

Properties

• CAS Number: 33016-47-6
• Complexity: 402
• IUPAC Name: 1-tritylimidazole-4-carbaldehyde
• InChI: InChI=1S/C23H18N2O/c26-17-22-16-25(18-24-22)23(19-10-4-1-5-11-19,20-12-6-2-7-13-20)21-14-8-3-9-15-21/h1-18H
• InChI Key: YQYLLBSWWRWWAY-UHFFFAOYSA-N
• Exact Mass: 338.141913202
• Molecular Formula: C23H18N2O
• Molecular Weight: 338.4
• SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)N4C=C(N=C4)C=O
• Topological: 34.9
• Monoisotopic Mass: 338.141913202
• Synonyms: 1-(triphenylmethyl)-1H-imidazole-4-carbaldehyde, 620-447-0, 33016-47-6, 1-Tritylimidazole-4-carboxaldehyde, 1-Trityl-1H-imidazole-4-carbaldehyde, 1-Trityl-1H-imidazole-4-carboxaldehyde, 1-tritylimidazole-4-carbaldehyde, MFCD02179554, 4-Formyl-1-tritylimidazole, N-(Triphenylmethyl)-4-imidazolecarboxaldehyde, 1-Trityl-imdazole-4-carboxadehyde, 1-(triphenylmethyl)imidazole-4-carbaldehyde, 4-Formyl-1-trityl-1H-imidazole, 1H-IMIDAZOLE-4-CARBOXALDEHYDE, 1-(TRIPHENYLMETHYL)-, 1-(triphenylmethyl)-4-imidazolecarboxaldehyde, 1-Trityl-4-formylimidazole, N-trityl-4-(formyl)imidazole, SCHEMBL312750, 4-formyl-1-trityl-1H-imidazol, 1-trityl-4-formyl-1H-imidazole, DTXSID70347131, 1-trityl-imidazole-4-carboxaldehyde, ALBB-034306, BCP04816, 1-trityl-1H-imidazol-4-carbaldehyde, AC-815, BBL101961, SBB069421, STL555758, AKOS000276943, 1-trit-yl-1H-imidazole-4-carbaldehyde, AB11339, CS-W020183, 1-trityl-1h-imidazol-4-ylcarboxaldehyde, FT140507, HY-77049, SY009297, 1-Triphenylmethyl-imidazole4-carboxaldehyde, 1-triphenylmethylimidazole-4-carboxaldehyde, 4-Imidazolic aldehyde, 1-triphenylmethyl-, 4-(N-Triphenylmethyl)imidazolecarboxaldehyde, DB-019348, (1-triphenymethyl-1H-imidazol-4-yl)methanal, (4-Formyl-1H-imidazol-1-yl)triphenylmethane, 1-Triphenylmethyl-imidazole-4-carboxaldehyde, Imidazol-4-carboxaldehyde, 1-triphenmethyl-, ST50826234, T2204, (1-triphenylmethyl-1H-imidazol-4-yl)methanal, 1-(Triphenylmethyl)imidazole-4-carboxaldehyde, EN300-88527, 1-triphenylmethyl-1H-imidazole-4-carboxaldehyde, 1-tritylimidazole-4-carboxaldehyde, AldrichCPR, 1-(triphenylmethyl)-1H-imidazol-4-carboxaldehyde, (1-Triphenylmethyl-1H-imidazol-4-yl)carboxaldehyde, Z1259161473, 1-(TRIPHENYLMETHYL)-1H-IMIDAZOLE-4-CARBOXALDEHYDE

Application

1-(Triphenylmethyl)-1H-imidazole-4-carbaldehyde serves as a key intermediate in the synthesis of imidazole derivatives for pharmaceutical and agrochemical applications. Its aldehyde group enables facile condensation reactions to form Schiff bases or heterocyclic fused systems. Researchers employ this compound in the development of enzyme inhibitors, metal-organic frameworks (MOFs), and fluorescent probes due to its tunable electronic properties. The trityl group offers steric protection during multi-step syntheses, particularly in peptide and nucleoside modifications.

Safety and Hazards

GHS Hazard Statements

• H315 (83.3%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (91.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (83.3%)
• Eye Irrit. 2 (91.7%)
• STOT SE 3 (75%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.