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ALD00500

5-Methoxy-1,2,3-triazine

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About This Item

Empirical Formula (Hill Notation):
C4H5N3O
Molecular Weight:
111.10
MDL number:
MFCD29917853
UNSPSC Code:
12352100
PubChem Substance ID:
329772693
NACRES:
NA.22
Form:
powder
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form

powder

Quality Segment

storage temp.

2-8°C

SMILES string

COC1=CN=NN=C1

InChI

1S/C4H5N3O/c1-8-4-2-5-7-6-3-4/h2-3H,1H3

InChI key

HVBZCUMRMKODNE-UHFFFAOYSA-N

General description

5-Methoxy-1,2,3-triazine is a 1,2,3-triazine derivative bearing electron-donating substituent. It participates in the inverse electron demand Diels-Alder reactions. 5-Methoxy-1,2,3-triazine readily reacts with amidines. It can be prepared from 4-methoxypyrazole.

Application

1, 2, 3-Triazines have shown to be reactive substrates in inverse electron demand Diels-Alder strategies. Recent examples by Boger and coworkers utilize this reactive motif in the construction of highly functionalized N-containing heterocycles.
5-Methoxy-1,2,3-triazine may be used in the synthesis of nitrogen-containing heterocyclic compounds.

Legal Information

Cycloadditions of 1,2,3-Triazines Bearing C5-Electron Donating Substituents: Robust Pyrimidine Synthesis

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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