ChemicalBook--->CAS DataBase List--->3069-67-8

3069-67-8

3069-67-8 Structure

3069-67-8 Structure
IdentificationBack Directory
[Name]

5-Methyl-1,3,4-oxadiazol-2(3H)-one
[CAS]

3069-67-8
[Synonyms]

5-Methyl-1,3,4-oxadiazol-2(3H)-one
5-Methyl-2,3-dihydro-1,3,4-oxadiazol-2-one
2,3-dihydro-5-Methyl-2-oxo-1,3,4-oxadiazole
5-methyl-1,3,4-oxadiazol-2-ol(SALTDATA: FREE)
[Molecular Formula]

C3H4N2O2
[MDL Number]

MFCD15143213
[MOL File]

3069-67-8.mol
[Molecular Weight]

100.08
Chemical PropertiesBack Directory
[Melting point ]

112 °C
[Boiling point ]

134 °C(Press: 14 Torr)
[density ]

1.55±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

6.34±0.70(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

22
[HazardClass ]

IRRITANT
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Acethydrazide-->Methyl acetate
Hazard InformationBack Directory
[Chemical Properties]

This product is solid and insoluble in water.
[Uses]

5-Methyl-1,3,4-oxadiazol-2(3H)-one is an intermediate in the preparation of the insecticide pyrazinone. It is prepared by reacting acetylhydrazine with phosgene in a solvent at -20 to 20°C in the presence of a base to obtain the product.
[Synthesis]

Methyl acetate

79-20-9

Acethydrazide

1068-57-1

5-Methyl-1,3,4-oxadiazol-2(3H)-one

3069-67-8

(2) Preparation of 5-methyl-1,3,4-oxadiazolone: 2000 mL of methyl acetate was added to a 5000 mL three-necked flask and 740 g of acetylhydrazine was added slowly under stirring conditions. The reaction mixture was cooled to below 0 °C, followed by the addition of 1680 g of sodium bicarbonate in batches. The reaction unit was sealed and the phosgene was continuously vented at a flow rate of 15 m3/h. After completion of the reaction, the solvent was removed by distillation and the resulting residue was crystallized at 0 °C. The white crystals were collected by filtration to give 988.2 g of the target product in 99% yield.

[References]

[1] Patent: CN103724327, 2017, B. Location in patent: Paragraph 0008; 0030; 0032
Spectrum DetailBack Directory
[Spectrum Detail]

5-Methyl-1,3,4-oxadiazol-2(3H)-one(3069-67-8)1HNMR
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