(ALPHA,ALPHA-DIFLUORO)PHENYLACETIC ACID ETHYL ESTER

Base Information

• Chemical Name: (ALPHA,ALPHA-DIFLUORO)PHENYLACETIC ACID ETHYL ESTER
• CAS No.: 2248-46-6
• Molecular Formula: C10H10F2O2
• Molecular Weight: 200.185
• Hs Code.: 2916399090
• European Community (EC) Number: 630-730-0
• DSSTox Substance ID: DTXSID00442729
• Nikkaji Number: J706.490J
• Wikidata: Q72474387
• Mol file: 2248-46-6.mol

Synonyms:Ethyl a,a-difluorophenylacetate;Ethyl phenyldifluoroacetate;Ethyl 2,2-difluoro-2-phenylacetate;2,2-Difluoro-2-phenylacetic acidethyl ester;Aceticacid, difluorophenyl-, ethyl ester (6CI,8CI);

Chemical Property of (ALPHA,ALPHA-DIFLUORO)PHENYLACETIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.056mmHg at 25°C
• Refractive Index: 1.461
• Boiling Point: 233.408 °C at 760 mmHg
• Flash Point: 92.353 °C
• PSA: 26.30000
• Density: 1.714 g/cm³
• LogP: 2.34150
• Storage Temp.: Room temperature.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 200.06488588
• Heavy Atom Count: 14
• Complexity: 198

Purity/Quality:

98%, ^*data from raw suppliers

Ethyl2,2-Difluoro-2-phenylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1=CC=CC=C1)(F)F

Technology Process of (ALPHA,ALPHA-DIFLUORO)PHENYLACETIC ACID ETHYL ESTER

There total 34 articles about (ALPHA,ALPHA-DIFLUORO)PHENYLACETIC ACID ETHYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

Ethyl bromodifluoroacetate (667-27-6) + phenylboronic acid (98-80-6) → ethyl 2,2-difluoro-2-phenylacetate (2248-46-6)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 80 ℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201309535

Reference yield: 80.0%

α-(trimethylsilyl)difluoroacetic acid ethyl ester (205865-67-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → ethyl 2,2-difluoro-2-phenylacetate (2248-46-6)

Guidance literature:

With potassium fluoride; silver trifluoromethanesulfonate; In dichloromethane; at 85 ℃; for 16h; Sealed tube;

DOI:10.1002/ejoc.201600770

Reference yield: 76.0%

ethyl 2-chloro-2,2-difluoroacetate (383-62-0) + phenylboronic acid (98-80-6) → ethyl 2,2-difluoro-2-phenylacetate (2248-46-6)

Guidance literature:

With [2,2]bipyridinyl; nickel(II) nitrate hexahydrate; potassium carbonate; triphenylphosphine; In 1,4-dioxane; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201405653

upstream raw materials:

ethanol

difluoro-phenyl-acetyl chloride

phenylglyoxylic acid ethyl ester

Fluoro-phenyl-phenylsulfanyl-acetic acid ethyl ester

Downstream raw materials:

7-{(2R)-2-[(1E,3S)-4,4-difluoro-3-hydroxy-4-phenylbut-1-en-1-yl]-5-oxopyrrolidin-1-yl}heptanenitrile

7-{(2R)-2-[(1E,3R)-4,4-difluoro-3-hydroxy-4-phenylbut-1-en-1-yl]-5-oxopyrrolidin-1-yl}heptanenitrile

7-{(2R)-2-[(1E)-4,4-difluoro-3-oxo-4-phenylbut-1-en-1-yl]-5-oxopyrrolidin-1-yl}heptanenitrile

1-trimethylsilyl-4,4-difluoro-4-phenyl-1-butyne-3-one

Refernces

• 1、 Wang, Pingyang,Du, Pengcheng,Sun, Qianqian,Zhang, Jianhua,Deng, Hongmei,Jiang, Haizhen. "Silver-catalyzed decarboxylative radical allylation of α,α-difluoroarylacetic acids for the construction of CF2-allyl bonds". supporting information. p. 2023 - 2029. Retrieved 2021/03/16.
• 2、 Liu, Peng,Mai, Binh Khanh,Nafie, Jordan,O'Connor, Thomas J.,Toste, F. Dean. "Generation of Axially Chiral Fluoroallenes through a Copper-Catalyzed Enantioselective β-Fluoride Elimination". supporting information. p. 13759 - 13768. Retrieved 2021/09/07.