methyl 4-chloro-3-oxobutanoate

• ChemBase ID: 89394
• Molecular Formular: C5H7ClO3
• Molecular Mass: 150.56028
• Monoisotopic Mass: 150.00837176
• SMILES: O(C(=O)CC(=O)CCl)C
• Canonical SMILES: ClCC(=O)CC(=O)OC
• InChI: InChI=1S/C5H7ClO3/c1-9-5(8)2-4(7)3-6/h2-3H2,1H3
• InChIKey: HFLMYYLFSNEOOT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-chloro-3-oxobutanoate
• IUPAC Traditional name: methyl 4-chloro-3-oxobutanoate
• Synonyms: Methyl 4-chloro-3-oxobutanoate; Methyl 4-chloroacetoacetate; Methyl 4-chloroacetoacetate; Methyl 4-chloro-3-oxobutanoate; 4-Chloro-3-oxobutanoic Acid Methyl Ester; 4-Chloroacetoacetic Acid Methyl Ester; 4-Chloro-3-oxo-butyric Acid Methyl Ester; Methyl (Chloroacetyl)acetate; Methyl 3-Oxo-4-chlorobutanoate; Methyl 4-chloro-3-oxobutyrate; Methyl γ-Chloroacetoacetate; Methyl ω-Chloroacetoacetate; 4-氯乙酰乙酸甲酯

Database IDs

• CAS Number: 32807-28-6
• EC Number: 251-230-5
• MDL Number: MFCD00000938
• Beilstein Number: 1759939
• PubChem SID: 162076274; 24854763
• PubChem CID: 36240

CALCULATED PROPERTIES

• Acid pKa: 9.354402
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.9150188
• LogD (pH = 7.4): 0.9102855
• Log P: 0.6817461
• Molar Refractivity: 32.0612 cm^3
• Polarizability: 12.785686 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 14-16°C
• Boiling Point: 85 °C/4 mmHg(lit.); 85°C/4mm
• Flash Point: 102°C; 215.6 °F
• Density: 1.305; 1.305 g/mL at 25 °C(lit.)
• Refractive Index: 1.456; n20/D 1.456(lit.)

Safety Information

• Storage Warning: Corrosive/Toxic/Lachrymatory
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25-34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• RID/ADR: UN 2810 6.1/PG 2

Product Information

• Purity: 95+%; 97%
• Linear Formula: ClCH2COCH2COOCH3

DETAILS

Sigma Aldrich - 245860

Application
Reacts with symmetric allylic diacetates or dicarbonates in the presence of a palladium catalyst to give dihyrofurans.1
Packaging
5 g in glass bottle

Toronto Research Chemicals - M294555

γ-Chloroacetic acid derivative with acute toxicity used in the preparation of insecticides.

REFERENCES

• Tsurumi, K. et al.: Oyo Yak., 33, 695 (1987)