Pentafluorophenyl trifluoroacetate

Base Information

• Chemical Name: Pentafluorophenyl trifluoroacetate
• CAS No.: 14533-84-7
• Molecular Formula: C8F8O2
• Molecular Weight: 280.074
• Hs Code.: 29159000
• European Community (EC) Number: 629-320-4
• DSSTox Substance ID: DTXSID60401978
• Nikkaji Number: J1.198.603J
• Wikidata: Q72499844
• Mol file: 14533-84-7.mol

Synonyms:Pentafluorophenyl trifluoroacetate;14533-84-7;Perfluorophenyl 2,2,2-trifluoroacetate;Trifluoroacetic acid pentafluorophenyl ester;(2,3,4,5,6-pentafluorophenyl) 2,2,2-trifluoroacetate;Pentafluorphenyl trifluoracetate;pentafluorophenyltrifluoroacetate;Acetic acid, trifluoro-, pentafluorophenyl ester;MFCD00134438;C8F8O2;Acetic acid,2,2,2-trifluoro-, 2,3,4,5,6-pentafluorophenyl ester;SCHEMBL40376;pentafluorophenyl trifluoracetate;pentafluorphenyl trifluoroacetate;Pentafluorophenyl trfluoroacetate;DTXSID60401978;AMY40488;CS0054;AKOS015852740;CS-W012279;Pentafluorophenyl trifluoroacetate, 98%;AS-11367;SY016453;FT-0637099;P1894;H10447;A808348;J-008089;J-523893;Acetic acid, 2,2,2-trifluoro-, 2,3,4,5,6-pentafluorophenyl ester

Chemical Property of Pentafluorophenyl trifluoroacetate

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Melting Point: 4°C(lit.)
• Refractive Index: n20/D 1.368(lit.)
• Boiling Point: 122.5 °C at 760 mmHg
• Flash Point: 52.2 °C
• PSA: 26.30000
• Density: 1.702 g/cm³
• LogP: 2.84980
• Storage Temp.: Store at RT.
• Sensitive.: Moisture Sensitive
• Water Solubility.: Soluble in water at 122.5°Cat760mmHg.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 2
• Exact Mass: 279.97705454
• Heavy Atom Count: 18
• Complexity: 303

Purity/Quality:

98% ^*data from raw suppliers

Pentafluorophenyl trifluoroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)F)F)F)OC(=O)C(F)(F)F
• Uses: It is used as a pharmaceutical intermediate. Pentafluorophenyl trifluoroacetate can be used:In the esterification of 2′-carboxyrhodamine dye to form pentafluorophenyl ester as a single isomer.As an acylating agent and a coupling agent for the peptide-type coupling of N-substituted glycine oligomers.In the synthesis of pentafluorophenyl thiophene-3-acetate (PFPTA) by reacting with 3-thiopheneacetic acid.

Technology Process of Pentafluorophenyl trifluoroacetate

There total 3 articles about Pentafluorophenyl trifluoroacetate 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: 99.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + trifluoroacetic anhydride (407-25-0) → pentafluorophenyl trifloroacetate (14533-84-7)

Guidance literature:

at 40 ℃; for 18h;

Reference yield:

trifluoracetyl chloride (354-32-5) + 2,3,4,5,6-pentafluorophenol (771-61-9) → pentafluorophenyl trifloroacetate (14533-84-7)

Guidance literature:

DOI:10.1139/v66-353

Reference yield:

→ pentafluorophenyl trifloroacetate (14533-84-7)

Guidance literature:

DOI:10.1016/S0022-1139(00)82100-4

upstream raw materials:

2,3,4,5,6-pentafluorophenol

trifluoroacetic anhydride

trifluoracetyl chloride

Downstream raw materials:

N,N-Dimethyl-L-valine pentafluorophenyl ester

N-benzyloxycarbonyl-L-aspartic acid α-benzyl ester β-pentafluorophenyl ester

(2R,3R,4S)-3-Acetylamino-4-azido-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid 6-methyl ester 2-pentafluorophenyl ester

(2R,3R,4S)-3-(acetylamino)-4-(2,3-bis(tert-butoxycarbonyl)guanidino)-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid 6-benzhydryl ester 2-(2,3,4,5,6-pentafluorophenyl) ester

Refernces

• 1、 Green, Michael,Berman, Judd. "PREPARATION OF PENTAFLUOROPHENYL ESTERS OF FMOC PROTECTED AMINO ACIDS WITH PENTAFLUOROPHENYL TRIFLUOROACETATE". . p. 5851 - 5852. Retrieved 2007/10/02.