2,3,4,5,6-Pentafluorophenylacetic acid

Base Information

• Chemical Name: 2,3,4,5,6-Pentafluorophenylacetic acid
• CAS No.: 653-21-4
• Molecular Formula: C8H3F5O2
• Molecular Weight: 226.103
• Hs Code.: 29163990
• European Community (EC) Number: 211-497-0
• UNII: F2HFR5VJK7
• DSSTox Substance ID: DTXSID50215642
• Nikkaji Number: J205.937A
• Wikidata: Q63409407
• Mol file: 653-21-4.mol

Synonyms:653-21-4;2,3,4,5,6-Pentafluorophenylacetic acid;Pentafluorophenylacetic acid;2-(Perfluorophenyl)acetic acid;(Pentafluorophenyl)acetic acid;2-(2,3,4,5,6-pentafluorophenyl)acetic acid;C8H3F5O2;Benzeneacetic acid, 2,3,4,5,6-pentafluoro-;F2HFR5VJK7;EINECS 211-497-0;2-(pentafluorophenyl)acetic acid;UNII-F2HFR5VJK7;SCHEMBL503968;DTXSID50215642;MFCD00004316;AKOS001287433;2,3,4,5,6-pentafluorphenylacetic acid;AS-50016;(2,3,4,5,6-pentafluorophenyl)acetic acid;CS-0093796;FT-0632756;P1004;EN300-23512;2,3,4,5,6-PENTAFLUOROPHENYLACETICACID;O10535;2,3,4,5,6-Pentafluorophenylacetic acid, 99%;2,3,4,5,6-PENTAFLUOROBENZENEACETIC ACID;A835062;Q63409407;Z152448270

Chemical Property of 2,3,4,5,6-Pentafluorophenylacetic acid

Chemical Property:

• Appearance/Colour: white crystals.
• Vapor Pressure: 0.0278mmHg at 25°C
• Melting Point: 108-110 °C(lit.)
• Boiling Point: 235.3 °C at 760 mmHg
• PKA: 3.30±0.10(Predicted)
• Flash Point: 96.1 °C
• PSA: 37.30000
• Density: 1.639 g/cm³
• LogP: 2.00920
• Solubility.: 95% ethanol: soluble50mg/mL, clear, colorless to very faintly ye
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• 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

Pentafluorophenylacetic Acid ^*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: C(C1=C(C(=C(C(=C1F)F)F)F)F)C(=O)O
• Uses: 2,3,4,5,6-Pentafluorophenylacetic acid has been used in the preparation of:2,3,4,5,6-pentafluorophenylacetyl chloride4-bromo-phenacyl-2,3,4,5,6-pentafluorophenyl acetate

Technology Process of 2,3,4,5,6-Pentafluorophenylacetic acid

There total 13 articles about 2,3,4,5,6-Pentafluorophenylacetic acid 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: 64.0%

diethyl 2-(perfluorophenyl)malonate (1582-05-4) → 2,3,4,5,6-pentafluorophenylacetic acid (653-21-4)

Guidance literature:

With hydrogen bromide; In water; acetic acid; for 10h; Reagent/catalyst; Solvent; Reflux;

DOI:10.3762/BJOC.16.153

Reference yield: 42.0%

pentafluorophenylpyruvic acid → 2,3,4,5,6-pentafluorophenylacetic acid (653-21-4)

Guidance literature:

With dihydrogen peroxide; at 25 ℃; for 24h; pH 4.9 sodium acetate buffer;

DOI:10.1006/bioo.1994.1028

Reference yield:

2,3,4,5,6-pentafluorotoluene (771-56-2) → 2,3,4,5,6-pentafluorophenylacetic acid (653-21-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂ / Irradiation

2: (i) Mg, I₂, (ii) /BRN= 1900390/

With bromine;

DOI:10.1039/jr9610003719

upstream raw materials:

carbon dioxide

(bromomethyl)pentafluorobenzene

(pentafluorophenyl)acetonitrile

2,3,4,5,6-pentafluorotoluene

Downstream raw materials:

pentafluorophenyldichloroacetyl chloride

ethyl pentafluorophenylacetate

2.3.4.5.6-Pentafluor-phenylessigsaeure-(4-brom-phenacylester)

(E)-β-(dimethylamino)-2,3,4,5,6-pentafluorostyrene

Refernces

• 1、 Andraos,Chiang,Eustace,Kresge,Paine,Popik,Sung. "Solvent isotope effect on the hydroxide-ioncatalyzed hydration of ketenes in aqueous solution". . p. 459 - 462. Retrieved 2007/10/03.