ethyl 4-chloro-4-oxobutanoate

• ChemBase ID: 148071
• Molecular Formular: C6H9ClO3
• Molecular Mass: 164.58686
• Monoisotopic Mass: 164.02402183
• SMILES: CCOC(=O)CCC(=O)Cl
• Canonical SMILES: CCOC(=O)CCC(=O)Cl
• InChI: InChI=1S/C6H9ClO3/c1-2-10-6(9)4-3-5(7)8/h2-4H2,1H3
• InChIKey: IXZFDJXHLQQSGQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-chloro-4-oxobutanoate
• IUPAC Traditional name: ethyl 4-chloro-4-oxobutanoate
• Synonyms: Ethyl succinyl chloride; Ethyl 4-chloro-4-oxobutyrate; Ethyl 4-chloro-4-oxobutyrate; Ethyl succinyl chloride; Succinic acid monoethyl ester chloride; 丁二酸单乙酯酰氯; 4-氯-4-氧丁酸乙酯; 琥珀酸氯单乙酯

Database IDs

• CAS Number: 14794-31-1
• EC Number: 238-855-9
• MDL Number: MFCD00000751
• Beilstein Number: 1766126
• PubChem SID: 162242249; 24851457
• PubChem CID: 84648

CALCULATED PROPERTIES

• Acid pKa: 17.056456
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.6375487
• LogD (pH = 7.4): 0.6375487
• Log P: 0.6375487
• Molar Refractivity: 36.9132 cm^3
• Polarizability: 14.62413 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 88-90 °C/11 mmHg(lit.); 88-90°C/11mm
• Flash Point: 183.2 °F; 84 °C; 84°C(183°F)
• Density: 1.155 g/mL at 25 °C(lit.); 1.163
• Refractive Index: 1.4370; n20/D 1.437(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 34
• Safety Statements: 26-27-36/37/39-45; 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318-H227
• GHS Precautionary statements: P210-P260-P303+P361+P353-P305+P351+P338-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%
• Linear Formula: ClCOCH2CH2CO2C2H5

DETAILS

Sigma Aldrich - 190705

Packaging
25, 100 g in glass bottle

REFERENCES

• The acid chloride group acylates aromatic rings under Friedel Crafts conditions. This has been employed in an improved synthesis of 8-fluoro-5-methoxy-1-tetralone, a key intermediate in the synthesis of 8-fluororhein, an antiarthritic analogue: J. Chem. Soc., Perkin 1, 2131 (1994).