![Ethyl 2-[4-(cyclopropylsulfanyl)phenyl]-2-oxoacetate](/upload/20251120/5b4dc37dfda1923247f57f703d9aceb5.png)
Ethyl 2-[4-(cyclopropylsulfanyl)phenyl]-2-oxoacetate is an α-keto-ester that combines a cyclopropylthio-substituted arene with an oxalic ethyl ester moiety. The compound is miscible with dichloromethane, ethyl acetate, acetone and ethanol, and is essentially insoluble in water (< 0.5 g L⁻¹ at 25 °C). The cyclopropylthio group confers metabolic stability while the α-keto-ester unit is a versatile handle for further elaboration. Commercial material is supplied at ≥97 % purity and should be stored at 2–8 °C to minimise hydrolysis and colour development.
Key Physicochemical Data:
Density: 1.24 g cm⁻³ (20 °C)
Predicted boiling point: 383 ± 25 °C at 760 mmHg
Refractive index: 1.583 (20 °C)
Flash point: 187 °C (closed cup, predicted)
Log P (octanol/water): 3.1 (predicted)
Typical Uses:
Key intermediate for the synthesis of cyclopropylthio-substituted heterocycles with potential kinase-inhibitory or anti-viral activity.
Building block for the preparation of photo-activated pro-fragrances and thio-labeled α-keto-acids used in PET-imaging probes.
Reagent in the chemoselective formation of α-hydroxy- or α-amino-esters via reductive amination or enzymatic transamination.
Quality Specification (Commercial Grade):
Purity (HPLC): ≥97 %
Water content (KF): ≤0.3 %
Free acid (as oxalic acid): ≤0.2 %
Residue on ignition: ≤0.1 %
Heavy metals: ≤20 ppm
Hazard Statement:
Causes skin and eye irritation (H315 + H319). Avoid inhalation of vapour; use gloves, goggles and adequate ventilation. Store in a cool, dry place away from light and moisture. SDS available on request.
