Perfluorophenyl acetate

Base Information

• Chemical Name: Perfluorophenyl acetate
• CAS No.: 19220-93-0
• Molecular Formula: C8H3F5O2
• Molecular Weight: 226.103
• Hs Code.: 2915390090
• European Community (EC) Number: 242-891-0
• NSC Number: 168737
• UNII: TF9CWW5T7Q
• DSSTox Substance ID: DTXSID40172795
• Nikkaji Number: J242.743E
• Wikidata: Q83042875
• Mol file: 19220-93-0.mol

Synonyms:Perfluorophenyl acetate;Pentafluorophenyl acetate;19220-93-0;Acetic acid pentafluorophenyl ester;(2,3,4,5,6-pentafluorophenyl) acetate;TF9CWW5T7Q;Phenol, 2,3,4,5,6-pentafluoro-, 1-acetate;EINECS 242-891-0;NSC-168737;UNII-TF9CWW5T7Q;Phenol, pentafluoro-, acetate;SCHEMBL570928;DTXSID40172795;MFCD00015552;NSC168737;AKOS015913239;NSC 168737;AS-10622;Pentafluorophenyl acetate, >=97.0% (GC);CS-0155024;FT-0717892;P2192;Phenol,2,3,4,5,6-pentafluoro-,1-acetate;C73663;6-(1-Piperazinyl)-3-pyridinecarboxylicacidethylester;J-012424

Chemical Property of Perfluorophenyl acetate

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0.63mmHg at 25°C
• Melting Point: 27-30 °C
• Refractive Index: 1.421
• Boiling Point: 187.4 °C at 760 mmHg
• Flash Point: 70.8 °C
• PSA: 26.30000
• Density: 1.526 g/cm³
• LogP: 2.30740
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 226.00532014
• Heavy Atom Count: 15
• Complexity: 233

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pentafluorophenyl Acetate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC1=C(C(=C(C(=C1F)F)F)F)F

Technology Process of Perfluorophenyl acetate

There total 9 articles about Perfluorophenyl acetate 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: 100.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + acetic acid (64-19-7,77671-22-8) → pentafluorophenyl acetate (19220-93-0)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.0c01182

Reference yield: 97.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + acetic anhydride (108-24-7) → pentafluorophenyl acetate (19220-93-0)

Guidance literature:

With silver trifluoromethanesulfonate; at 60 ℃; for 0.333333h; neat (no solvent);

DOI:10.1055/s-0030-1259999

Reference yield: 48.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + acetyl chloride (75-36-5) → pentafluorophenyl acetate (19220-93-0)

Guidance literature:

With triethylamine; In diethyl ether; for 1.5h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201502298

upstream raw materials:

Acetyl bromide

2,3,4,5,6-pentafluorophenol

4-formylphenyl acetate

pentafluorophenolate anion

Downstream raw materials:

N-acetyl-L-leucine amide

4-[(2-{1-acetoxy-3-[(2-acetylamino-3-methyl-pentanoyl)-(3-methyl-butyryloxymethyl)-amino]-4-methyl-pentyl}-thiazole-4-carbonyl)-amino]-2-methyl-5-phenyl-pentanoic acid

C₃₄H₁₆F₁₀O₆

C₃₈H₂₉F₅N₂O₇

Refernces

• 1、 Dussart-Gautheret, Jade,Deschamp, Julia,Monteil, Maelle,Gager, Olivier,Legigan, Thibaut,Migianu-Griffoni, Evelyne,Lecouvey, Marc. "Formation of 1-hydroxymethylene-1,1-bisphosphinates through the addition of a silylated phosphonite on various trivalent derivatives". . p. 14559 - 14569. Retrieved 2020/12/29.
• 2、 Das, Rima,Chakraborty, Debashis. "Silver triflate catalyzed acetylation of alcohols, thiols, phenols, and amines". experimental part. p. 1621 - 1625. Retrieved 2011/06/25.