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1001067-09-9

1001067-09-9 Structure

1001067-09-9 Structure
IdentificationBack Directory
[Name]

2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate
[CAS]

1001067-09-9
[Synonyms]

Teoc-NT
2-(TRIMETHYLSILYL)ETHYL 3-NITRO-1,2,4-TRIAZOLE-1-CARBOXYLATE
3-Nitro-1-[2-(trimethylsilyl)ethoxycarbonyl]-1H-1,2,4-triazole
2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate
2-(Trimethylsilyl)ethyl 3-Nitro-1H-1,2,4-triazole-1-carboxylate
3-Nitro-1H-1,2,4-triazole-1-carboxylic Acid 2-(Trimethylsilyl)ethyl Ester
1H-1,2,4-Triazole-1-carboxylic acid, 3-nitro-, 2-(trimethylsilyl)ethyl ester
3-Nitro-1H-1,2,4-triazole-1-carboxylic Acid 2-(Trimethylsilyl)ethyl Ester 3-Nitro-1-[2-(trimethylsilyl)ethoxycarbonyl]-1H-1,2,4-triazole Teoc-NT
[Molecular Formula]

C8H14N4O4Si
[MDL Number]

MFCD11042686
[MOL File]

1001067-09-9.mol
[Molecular Weight]

258.307
Chemical PropertiesBack Directory
[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 DataBack Directory
[HS Code ]

2933.99.9701
Hazard InformationBack Directory
[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.
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