2248-46-6 | (ALPHA,ALPHA-DIFLUORO)PHENYLACETIC ACID ETHYL ESTER

CAS:2248-46-6 | (ALPHA,ALPHA-DIFLUORO)PHENYLACETIC ACID ETHYL ESTER,Description

Ethyl 2,2-difluoro-2-phenylacetate is a chemical compound with the CAS Number: 2248-46-6. It has a molecular weight of 200.18and its IUPAC name is ethyl difluoro (phenyl)acetate. The compound is in liquid form.

Synthesis Analysis

The synthesis of Ethyl 2,2-difluoro-2-phenylacetate involves several methods. One method uses diethylamino-sulfur trifluoride at ambient temperature. Another method uses triethylamine tris (hydrogen fluoride); triethylamine; ethanaminium, N-(difluoro-λ4-sulfanylidene)-N-ethyl-, tetrafluoroborate in dichloromethane at 20℃.

Molecular Structure Analysis

The molecular formula of Ethyl 2,2-difluoro-2-phenylacetate is C10H10F2O2. The InChI Code is 1S/C10H10F2O2/c1-2-14-9(13)10(11,12)8-6-4-3-5-7-8/h3-7H,2H2,1H3and the InChI key is KCMSDCHUELUJPX-UHFFFAOYSA-N.

Physical And Chemical Properties Analysis

Ethyl 2,2-difluoro-2-phenylacetate is a liquid. It has a molecular weight of 200.18. The compound’s density is predicted to be 1.174±0.06 g/cm3.

Scientific Research Applications

Application in Cancer Research

• Specific Scientific Field : Oncology, specifically Non-Small Cell Lung Cancer (NSCLC) research.
• Summary of the Application : Ethyl 2,2-difluoro-2-(2-oxo-2H-chromen-3-yl) acetate, a derivative of Ethyl 2,2-difluoro-2-phenylacetate, has been studied for its effects on the malignant biological behaviors of NSCLC.
• Methods of Application or Experimental Procedures : The study involved the use of NSCLC cell lines and a xenograft nude mice model to explore the anti-NSCLC effects of this compound both in vitro and in vivo. Network pharmacology analysis and molecular docking were applied to estimate the possible targets of this compound in NSCLC. The underlying mechanism of this compound against NSCLC cellular proliferation and tumor development was confirmed using inhibitors or activators of the PI3K/AKT signaling pathway.
• Results or Outcomes : The study found that this compound was able to inhibit proliferation, migration, and invasion of NSCLC cell lines, induce cell cycle arrest and apoptosis in vitro, and prevent tumor growth in vivo. The EGFR/PI3K/AKT/mTOR signaling pathway was found to be critical for the anti-NSCLC activity of this compound.

Application in Green Chemistry

• Specific Scientific Field : Green Chemistry, specifically in the development of sustainable chemical reactions.
• Summary of the Application : Ethyl 2,2-difluoro-2-phenylacetate has been used in the development of a continuous flow Ru-MACHO hydrogenation protocol. This protocol provides benefits in terms of scalability, safety, and product quality over a batch autoclave protocol.
• Methods of Application or Experimental Procedures : The study involved the hydrogenation of ethyl 2,2-difluoro-2-phenylacetate under continuous flow conditions. The feeds were introduced continuously through the pumps. The process was operated at “steady-state conditions” for approximately 220 minutes.
• Results or Outcomes : A >99% conversion of ethyl 2,2-difluoro-2-phenylacetate and 98% selectivity towards the alcohol product was observed. After removal of MeOH, a simple extraction protocol was performed using ethyl acetate (EtOAc) as solvent to obtain the alcohol product in 98% isolated yield based on “steady-state” operation. A throughput of 3.7 g h−1 was obtained, corresponding to a space–time yield of 1.0 g/(L min).

Application as a Chemical Absorbent

• Specific Scientific Field : Industrial Chemistry, specifically in the development of chemical absorbents.
• Summary of the Application : Ethyl 2,2-difluoro-2-phenylacetate has been used as a chemical absorbent. This application is particularly useful in industrial settings where chemical spills are a risk.
• Methods of Application or Experimental Procedures : In the event of a small chemical spill, Ethyl 2,2-difluoro-2-phenylacetate can be used to absorb the spilled material. The absorbent is spread over the spill until the liquid is fully absorbed.
• Results or Outcomes : The use of Ethyl 2,2-difluoro-2-phenylacetate as a chemical absorbent can help to mitigate the risks associated with chemical spills, including potential harm to personnel and damage to equipment.

Safety And Hazards

The compound has been classified with the GHS07 pictogram. The hazard statements include H335-H315-H319. Precautionary statements include P271-P280-P304+P340+P312-P405-P305+P351+P338-P403+P233-P501-P332+P313-P302+P352-P261-P264.

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