4-METHYL-1,2,4-TRIAZOLINE-3,5-DIONE

4-METHYL-1,2,4-TRIAZOLINE-3,5-DIONE Structure
CAS No.
13274-43-6
Chemical Name:
4-METHYL-1,2,4-TRIAZOLINE-3,5-DIONE
Synonyms
N-Methyl-1,2,4-triazoline-3,5-dione;4-Methyl-1,2,4-triazolinedione;N-Methyl-1,2,4-triazolinedione;4-methyl-1,2,4-triazole-3,5-dione;N-Methyl-1,3,4-triazoline-2,5-dione;4-METHYL-1,2,4-TRIAZOLINE-3,5-DIONE;4-METHYL-1,2,4 TRIAUZOLINE 3,5-DIONE;3H-1,2,4-Triazole-3,5(4H)-dione, 4-Methyl-
CBNumber:
CB1416301
Molecular Formula:
C3H3N3O2
Molecular Weight:
113.07
MOL File:
13274-43-6.mol
Modify Date:
2023/4/23 13:52:06

4-METHYL-1,2,4-TRIAZOLINE-3,5-DIONE Properties

Melting point 107-109 °C(lit.)
Boiling point 137.5±23.0 °C(Predicted)
Density 1.71±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility DMSO (Slightly), Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol
form Solid
pka -3.61±0.20(Predicted)
color Pink to Dark Pink
Stability Hygroscopic, Temperature Sensitive, Unstable in Solution

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
WGK Germany  3

4-METHYL-1,2,4-TRIAZOLINE-3,5-DIONE Chemical Properties,Uses,Production

Uses

4-METHYL-1,2,4-TRIAZOLINE-3,5-DIONE is a dienophile used in the partial elucidation of Trichogramma putative sex pheromone at trace levels.

Synthesis Reference(s)

The Journal of Organic Chemistry, 31, p. 3444, 1966 DOI: 10.1021/jo01348a532
Synthetic Communications, 17, p. 409, 1987 DOI: 10.1080/00397918708063918

Purification Methods

MTAD is obtained as pink needles by sublimation at 40-50o/0.1mm (see 4-phenyl-1,2,4-triazoline-3,5-dione, PTAD below). [Cookson et al. Org Synth 51 121 1971, Cheng et al. J Org Chem 49 2910 1984, Beilstein 26 III/IV 538.]

4-METHYL-1,2,4-TRIAZOLINE-3,5-DIONE Preparation Products And Raw materials

Raw materials

Preparation Products

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4-METHYL-1,2,4-TRIAZOLINE-3,5-DIONE 4-METHYL-1,2,4 TRIAUZOLINE 3,5-DIONE N-Methyl-1,2,4-triazolinedione 4-Methyl-1,2,4-triazolinedione N-Methyl-1,3,4-triazoline-2,5-dione 3H-1,2,4-Triazole-3,5(4H)-dione, 4-Methyl- N-Methyl-1,2,4-triazoline-3,5-dione 4-methyl-1,2,4-triazole-3,5-dione 13274-43-6 Heterocyclic Building Blocks Triazoles Building Blocks Heterocyclic Compounds Building Blocks Heterocyclic Building Blocks Triazoles Heterocycles Intermediates & Fine Chemicals Pharmaceuticals