3912-22-9

Usage

Structure

1H-1,2,3-Triazole-1-acetic acid, 4-(hydroxymethyl)-, ethyl ester is a heterocyclic organic compound with a triazole ring fused to an acetic acid group and an ethyl ester group attached to the 4-position of the hydroxymethyl group.

Functional groups

Triazole ring, acetic acid group, hydroxymethyl group, and ethyl ester group.

Appearance

It is likely a colorless or pale-colored solid or liquid, depending on the conditions.

Solubility

It is expected to be soluble in polar solvents such as water, methanol, and ethanol due to the presence of the hydroxymethyl and ethyl ester groups.

Stability

The compound may be sensitive to heat, light, and moisture, as it contains a triazole ring and ester functional groups.

Reactivity

It may react with strong acids, strong bases, and nucleophiles due to the presence of the ester functional group.

Potential applications

Pharmaceutical industry, agrochemicals, and materials science.

Safety precautions

Handle with care and follow all safety guidelines, as with any chemical substance.

Storage

Store in a cool, dry, and well-ventilated area, away from heat, light, and moisture, in a sealed container.

Upstream product

• 637-81-0 ethyl-2-azidoacetate 
• 107-19-7 propargyl alcohol 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 915370-02-4 ethyl 2-(4-formyl-1H-1,2,3-triazol-1-yl)acetate 

Relevant academic research and scientific papers

Pyridinyl-triazole ligand systems for highly efficient CuI-catalyzed azide-alkyne cycloaddition

Pyridinyl-triazole ligand systems (including N2-2-pyridinyl 1,2,3-triazoles and N1/N2-substituted 2-(NH-1,2,3-triazol-4-yl)pyridines) were found to be superior ligands for CuI-catalyzed azide-alkyne cycloaddition (CuAAC) r

COMPOUNDS FOR USE AS IRON (III) MRI CONTRAST AGENTS CONTAINING ANIONIC PENDENTS AND ANCILLARY GROUPS

Macrocyclic complexes and macrocyclic compounds. The macrocyclic complexes or macrocyclic compounds have a TACN moiety with one or more amine group(s) or a O- or S- substituted TACN moiety. The macrocyclic complexes have a high-spin Fe(III) atom coordinated to the TACN moiety. The macrocyclic complexes can be used in imaging methods.

Some Aspects of the Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction

Some peculiar features of two most commonly used catalytic systems (Cul and CuSOVsodium ascorbate) controlling the regioselectivity of 1,3-dipolar cycloaddition of azides to terminal alkynes have been studied. Their potentialities, main disadvantages, and limitations have been demonstrated by a number of examples, including reactions of low-molecular-weight azides and alkynes containing heterocyclic substituents. The possibility of using novel reagents in click reactions is discussed.

FRET events in fluorescent pentapeptides containing aliphatic triazolo amino acid scaffolds: Role of spacer lengths

The FRET efficiencies in donor/acceptor pairs in the two termini of designed fluorescent pentapeptides depend on the flexibility of two arms of triazolyl amino acid scaffolds positioned in the center of the backbones inducing predominant β-sheet conformations. Flexible N-Terminus of the scaffold in a pentapeptide has led to higher FRET efficiency and makes it different from other peptide with flexible C-terminus.

Harnessing the Dual Properties of Thiol-Grafted Cellulose Paper for Click Reactions: A Powerful Reducing Agent and Adsorbent for Cu

A new approach exploiting the dual properties of thiol-grafted cellulose paper for promoting copper-catalyzed [3+2]-cycloadditions of organic azides with alkynes and adsorbing residual copper species in solution was developed. The thiol-grafted cellulose

Sol-gel entrapped Cu in a silica matrix: An efficient heterogeneous nanocatalyst for Huisgen and Ullmann intramolecular coupling reactions

A recyclable catalytic system has been developed that comprises an inorganic polymer matrix consisting of non-functionalized silica, which encapsulates copper by direct interaction with the matrix. Cu is fixed to a silica support of nanometric dimensions by physical entrapment within a silica sol-gel matrix. Samples with different Cu loadings were studied in order to maximize and optimize the amount of entrapped Cu within the silica matrix. This entrapment limits the diffusion of the metal to the solution, thus ensuring negligible contamination of the product by the metal while simultaneously providing a stabilizing environment. This robust and versatile heterogeneous catalyst was evaluated in Huisgen and Ullmann intramolecular coupling reactions.

Synthesis of 2-triazolyl-imidazo[1,2-a]pyridine through a one-pot three-component reaction using a nano copper oxide assisted click-catalyst

The syntheses of 2-triazolyl imidazo[1,2-a]pyridine (8a-o) were accomplished through three component A3 coupling followed by 5-exo dig cyclisation by employing 1-alkyl-1,2,3-triazole-4-carbaldehyde, amidine and terminal alkynes using 5 mol% nanocopper oxide together with 10 mol% sodium ascorbate as a click-catalyst in ethanol at 70 °C. The present protocol was further utilized for the synthesis of 2-(2-triazolyl-imidazo[1,2-a]pyridin-3-yl)ethanol (9a-e). In addition, the molecular structure of 8c possesses a C-H...π interaction (H17b...C10) along with a peculiar supramolecular layered structure architecture. This protocol features ready recyclability of the catalyst, good yields and wide substrate scope. Moreover, the syntheses of triazolyl precursors (1-alkyl-1,2,3-triazol-4-yl)methanol (4a-f) have also been achieved through a nano copper oxide mediated click-catalyst in water at 70 °C.

Triazolo-β-aza-ε-amino acid and its aromatic analogue as novel scaffolds for β-turn peptidomimetics

Triazolo-β-aza-ε-amino acid and its aromatic analogue (AlTAA/ArTAA) in the peptide backbone mark a novel class of conformationally constrained molecular scaffolds to induce β-turn conformations. This was demonstrated forAlTAA in a Leu-enkephalin analogue and in a designed pentapeptide wherein the FRET process was established. Restricted rotation induced chirality and turn conformation into the achiral aromatic amino acid scaffold,ArTAA, which in a short tripeptide backbone acted as a β-turn mimic as a β-sheet folding nucleator. This journal is

Copper(II) SBA-15: A reusable catalyst for azide-alkyne cycloaddition

The azide-alkyne cycloaddition reaction was investigated under catalytic conditions involving a copper(II) loaded silica based mesoporous material. Cu(II) SBA-15 demonstrated a high catalytic effect in 1,4-triazoles synthesis in organic. No additives such

Ligand modified CuFe2O4 nanoparticles as magnetically recoverable and reusable catalyst for azide-alkyne click condensation

A ligand can make the trick: 2,2'-bipyridine was found to promote the activity of copper ferrite nanoparticles as catalysts for the azide-alkyne "click" coupling reaction. The reaction proceeded in excellent yields at room temperature, and the catalyst co