N-Methylacetoacetamide

The IUPAC name of this chemical is N-methyl-3-oxobutanamide. With the CAS registry number 20306-75-6 and EINECS 243-723-9, it is also named as Butanamide, N-methyl-3-oxo-. The product's category is Acetylgroup. It is colourless to yellowish clear liquid which is soluble in ether and acetone. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -1.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.28; (4)ACD/LogD (pH 7.4): -1.28; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 4.77; (8)ACD/KOC (pH 7.4): 4.77; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 37.38 Å²; (13)Index of Refraction: 1.419; (14)Molar Refractivity: 28.86 cm³; (15)Molar Volume: 114.1 cm³; (16)Polarizability: 11.44×10^-24 cm³; (17)Surface Tension: 30.9 dyne/cm; (18)Enthalpy of Vaporization: 51.81 kJ/mol; (19)Vapour Pressure: 0.00403 mmHg at 25°C; (20)Rotatable Bond Count: 2; (21)Tautomer Count: 8; (22)Exact Mass: 115.063329; (23)MonoIsotopic Mass: 115.063329; (24)Topological Polar Surface Area: 46.2; (25)Heavy Atom Count: 8; (26)Complexity: 109.

Preparation of N-Methyl-3-oxobutanamide: It can be obtained by diketene and methylamine. Methylamine solution will be put into glass-lined reactor, stirring and cooling to -5 °C. Then dropping diketene with the temperature of 0-2 °C. The ratio of diketene and methylamine is 1:1. After dropping, adding methylamine to pH 7-8 and continuing to stir for half an hour. Finally, after vacuum distillation below 50 °C, we can get the product.

Uses of N-Methyl-3-oxobutanamide: It is used as intermediate for the manufacture of insecticides, e.g. monocrotophos. It also can react with pyrrolidine to get 3-pyrrolidin-1-yl-but-2-enoic acid methylamide. This reaction needs solvent benzene by heating. The yield is 70%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin, so people should avoid contact with skin and eyes.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C(C)CC(=O)NC
2. InChI:InChI=1/C5H9NO2/c1-4(7)3-5(8)6-2/h3H2,1-2H3,(H,6,8)
3. InChIKey:ATWLCPHWYPSRBQ-UHFFFAOYAG