2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate Chemical Properties

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

InChIKey

BHTJYIDOVYPNKR-UHFFFAOYSA-N

SMILES

N1(C(OCC[Si](C)(C)C)=O)C=NC([N+]([O-])=O)=N1

CAS DataBase Reference

1001067-09-9

Safety Information

HS Code 

2933.99.9701

2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate Usage And Synthesis

Physical properties

Mp (dec.) 85–86 °C.

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.

2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate(1001067-09-9)Related Product Information

• Methanol
• CHEMBRDG-BB 4006205
• 2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate