2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate
- CAS NO.：1001067-09-9
- Empirical Formula: C8H14N4O4Si
- Molecular Weight: 258.31
- MDL number: MFCD11042686
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-08 17:06:34
What is 2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate?
Physical properties
Mp (dec.) 85–86 °C.
The Uses of 2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate
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.
Properties of 2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate
| solubility | Sol organics (CH2Cl2, THF, CH3CN, EtOAc); reacts with amines. |
| form | powder to crystal |
| color | White to Light yellow |
| InChI | InChI=1S/C8H14N4O4Si/c1-17(2,3)5-4-16-8(13)11-6-9-7(10-11)12(14)15/h6H,4-5H2,1-3H3 |
| CAS DataBase Reference | 1001067-09-9 |
Safety information for 2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate
Computed Descriptors for 2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate
| InChIKey | BHTJYIDOVYPNKR-UHFFFAOYSA-N |
| SMILES | N1(C(OCC[Si](C)(C)C)=O)C=NC([N+]([O-])=O)=N1 |
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