Butanoic acid,2-chloro-3-oxo-, methyl ester (4755-81-1)

The IUPAC name of Methyl 2-chloroacetoacetate is methyl 2-chloro-3-oxobutanoate. With the CAS registry number 4755-81-1, it is also named as 2-Chloro-3-oxobutanoic acid, methyl ester. The product's categories are C2 to C5, carbonyl compounds and esters and the other registry number is 165397-10-4. It is clear yellow liquid, which should be stored in sealed, dark,ventilated and dry place at ambient temperature. In addition, its molecular formula is C₅H₇ClO₃ and molecular weight is 150.56.

The other characteristics of this product can be summarized as: (1)EINECS: 225-286-6; (2)ACD/LogP: 1.01; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.01; (5)ACD/LogD (pH 7.4): 1.01; (6)ACD/BCF (pH 5.5): 3.44; (7)ACD/BCF (pH 7.4): 3.42; (8)ACD/KOC (pH 5.5): 84.32; (9)ACD/KOC (pH 7.4): 83.72; (10)H bond acceptors: 3; (11)H bond donors: 0; (12)Freely Rotating Bonds: 4; (13)Polar Surface Area: 43.37 Å²; (14)Index of Refraction: 1.431; (15)Molar Refractivity: 31.86 cm³; (16)Molar Volume: 123 cm³; (17)Polarizability: 12.63×10^-24cm³; (18)Surface Tension: 35 dyne/cm; (19)Density: 1.223 g/cm³; (20)Flash Point: 102.8 °C; (21)Melting point: -33 °C; (22)Enthalpy of Vaporization: 46.56 kJ/mol; (23)Boiling Point: 229 °C at 760 mmHg; (24)Water Solubility: 50 g/L (20 °C); (25)Vapour Pressure: 0.0713 mmHg at 25 °C.

Preparation of Methyl 2-chloroacetoacetate: this chemical can be prepared by acetoacetic acid methyl ester.



This reaction needs SO₂Cl₂ and CH₂Cl₂ at ambient temperature. The reaction time is 1 hour. The yield is 98 %.

Uses of Methyl 2-chloroacetoacetate: it can reacts with 1H-pyridine-2-thione to get 3-Hydroxy-2-(pyridin-2-ylsulfanyl)-but-2-enoic acid methyl ester.



This reaction needs Et₃N and CH₂Cl₂ at temperature of 0 °C then up to room temperature. The yield is 78 %.

When you are using this chemical, please be cautious about it as the following: Methyl 2-chloroacetoacetate is harmful by inhalation, in contact with skin and if swallowed, besides, it irritate to eyes, respiratory system and skin. When you use it, please wear suitable protective clothing, gloves and eye/face protection and take off immediately all contaminated clothing. Moreover, in case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And after contact with skin, wash immediately with plenty of soap-suds.

People can use the following data to convert to the molecule structure.
SMILES:ClCC(=O)CC(=O)OC
InChI:InChI=1/C5H7ClO3/c1-9-5(8)2-4(7)3-6/h2-3H2,1H3
InChIKey:HFLMYYLFSNEOOT-UHFFFAOYAG
Std. InChI:InChI=1S/C5H7ClO3/c1-9-5(8)2-4(7)3-6/h2-3H2,1H3
Std. InChIKey:HFLMYYLFSNEOOT-UHFFFAOYSA-N