1418018-19-5

Basic information

• Product Name: 1-benzyl-4-(hydroxymethyl)-5-iodo-1H-1,2,3-triazole
• Synonyms: 1-benzyl-4-(hydroxymethyl)-5-iodo-1H-1,2,3-triazole
• CAS NO: 1418018-19-5
• Molecular Weight: 315.113
• Mol File: 1418018-19-5.mol

Chemical Properties

• CAS DataBase Reference: 1-benzyl-4-(hydroxymethyl)-5-iodo-1H-1,2,3-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-4-(hydroxymethyl)-5-iodo-1H-1,2,3-triazole(1418018-19-5)
• EPA Substance Registry System: 1-benzyl-4-(hydroxymethyl)-5-iodo-1H-1,2,3-triazole(1418018-19-5)

Safety Data

• Hazardous Substances Data: 1418018-19-5(Hazardous Substances Data)

Upstream product

• 107-19-7 propargyl alcohol 
• 622-79-7 benzyl azide 
• 1725-82-2 3-iodo-2-propyn-1-ol 
• 536-74-3 phenylacetylene 
• 100-39-0 benzyl bromide 
• 28798-81-4 (1-benzyl-[1,2,3]triazol-4-yl)methanol 

Relevant articles and documents

Regioselective Approach to 5-Carboxy-1,2,3-triazoles Based on Palladium-Catalyzed Carbonylation

A regioselective two-step approach to 5-carboxy-1,2,3-triazoles based on palladium-catalyzed carbonylation has been developed. The protocol utilizes readily available 5-iodotriazoles as starting materials. The obtained products were used in the syntheses

A New Multicomponent Multicatalyst Reaction (MC)2R: Chemoselective Cycloaddition and Latent Catalyst Activation for the Synthesis of Fully Substituted 1,2,3-Triazoles

A multicomponent multicatalyst reaction (MC)2R for constructing fully substituted 1,2,3-triazoles is reported. An application of chemoselectivity and latent catalysis in a sequence of multicatalytic reactions confers control over a number of undesired processes, where all of the reagents coexist in the same reaction vessel. The sequence of a chemoselective copper-catalyzed azide alkyne cycloaddition followed by a palladium/copper-catalyzed Sonogashira cross-coupling afforded 1,2,3-triazoles regioselectively with good to high yields and a broad scope.

New mono- and bidentate P-ligands using one-pot click-chemistry: Synthesis and application in Rh-catalyzed hydroformylation

Three families of new phosphorus ligands have been prepared using the click-chemistry approach proceeding in only two steps and without intermediate P-protection. The methodology allows the high yield production of mono- and bidentate P-ligands, bearing at least one P-O bond. The ligands were tested in the Rh-catalyzed hydroformylation of 1-octene.

A one-pot three-component radiochemical reaction for rapid assembly of 125I-labeled molecular probes

Nuclear imaging in conjunction with radioactive tracers enables noninvasive measurements of biochemical events in vivo. However, access to tracers remains limited due to the lack of methods for rapid assembly of radiolabeled molecules with the prerequisite biological activity. Herein, we report a one-pot, three-component, copper(II)-mediated reaction of azides, alkynes, and [ 125I]iodide to yield 5-[125I]iodo-1,2,3-triazoles. Using a selection of azides and alkynes in a combinatorial approach, we have synthesized a library of structurally diverse 125I-labeled triazoles functionalized with bioconjugation groups, fluorescent dyes, and biomolecules. Our preliminary biological evaluation suggests that 5-[125I]iodo-1,2, 3-triazoles are resistant to deiodination in vivo, both as small molecular probes and as antibody conjugates. The ability to incorporate radioactive iodide into triazoles directly from the parent azides and alkynes makes the method broadly applicable and offers the potential to rapidly assemble molecular probes from an array of structurally diverse, and readily available, building blocks.