Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

ALD00106

Sigma-Aldrich

5-Methoxycarbonyl-1,2,3-triazine

Synonym(s):

1,2,3-Triazine-5-carboxylic acid, methyl ester

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C5H5N3O2
CAS Number:
150017-40-6
Molecular Weight:
139.11
MDL number:
MFCD13195446
UNSPSC Code:
12352100
PubChem Substance ID:
329772591
NACRES:
NA.22

form

powder

storage temp.

−20°C

SMILES string

O=C(OC)C1=CN=NN=C1

InChI

1S/C5H5N3O2/c1-10-5(9)4-2-6-8-7-3-4/h2-3H,1H3

InChI key

DZONTPIFZFRSGP-UHFFFAOYSA-N

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service