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ALD00110

Sigma-Aldrich

Diethyl 1,2,3-triazine-4,6-dicarboxylate

≥95%

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About This Item

Empirical Formula (Hill Notation):
C9H11N3O4
Molecular Weight:
225.20
UNSPSC Code:
12352100
PubChem Substance ID:
329772593
NACRES:
NA.22

Assay

≥95%

form

solid

storage temp.

2-8°C

SMILES string

O=C(OCC)C1=NN=NC(C(OCC)=O)=C1

InChI

1S/C9H11N3O4/c1-3-15-8(13)6-5-7(11-12-10-6)9(14)16-4-2/h5H,3-4H2,1-2H3

InChI key

WSXMBZCJYIARRQ-UHFFFAOYSA-N

Related Categories

Application

1,2,3-Triazines have been shown to be reactive substrates in inverse electron demand Diels-Alder strategies. Recent examples by the Boger Research Group have utilized this reactive motif in the construction of highly functionalized N-containing heterocycles.

Other Notes

Inverse Electron Demand Diels–Alder Reactions of 1, 2, 3-Triazines: Pronounced Substituent Effects on Reactivity and Cycloaddition Scope
Total Syntheses of (-)-Pyrimidoblamic Acid and P-3A

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Articles

Inverse Electron Demand Diels–Alder Reactions of 1,2,4,5-Tetrazines and 1,2,3-Triazines

The inverse electron demand Diels-Alder reactions of electron-deficient heterocycles are significant cycloaddition reactions for the total synthesis of natural products containing highly substituted and functionalized heteroaromatic ring systems.

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