Chemical Property of 2-(trimethylsilyl)ethyl 3-nitro-1H-1,2,4-triazole-1-carboxylate
Chemical Property:
- Solubility.:Sol organics (CH2Cl2, THF, CH3CN, EtOAc); reacts with amines.
- Purity/Quality:
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97% *data from raw suppliers
2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
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SDS file from LookChem
Useful:
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Physical properties
Mp (dec.) 85–86 °C.
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Uses
2-(Trimethylsilyl)ethoxycarbonyl
(Teoc) group is one of the most useful protecting groups for amines, which can be cleaved by fluoride ion under neutral conditions. However, 2-(trimethylsilyl)ethyl chloroformate(Teoc-Cl), which is generally used for the introduction of the Teoc protecting group in amines, is quite unstable and easy to decompose; therefore, distillation is recommended at regular
intervals. On the other hand, Teoc-NT is a highly stable, nonhygroscopic crystalline material and can be stored for long periods without decomposition. Generally, carbamate formation proceeds quickly under neutral conditions, and highly pure carbamates are obtained without tedious column chromatographic
purification. Furthermore, the coproduct 3-nitro-1,2,4-triazole (NT) can be recycled. It participates in the reactions of Reactions with Amines and Aminoalcohols, Amine Protection for Nucleosides, Reaction with Alcohols, etc.