DIG(Pfp)2

Base Information

• Chemical Name: DIG(Pfp)2
• CAS No.: 158573-58-1
• Molecular Formula: C16H4 F10 O5
• Molecular Weight: 466.18
• DSSTox Substance ID: DTXSID10433628
• Wikidata: Q82247822
• Mol file: 158573-58-1.mol

Synonyms:DIG(Pfp)2;158573-58-1;(2,3,4,5,6-pentafluorophenyl) 2-[2-oxo-2-(2,3,4,5,6-pentafluorophenoxy)ethoxy]acetate;Bis-pentafluorophenyl diglycolic acid, 2,2-Oxydiacetic acid bis-pentafluorophenyl ester;DTXSID10433628;MFCD13184974;AKOS030213514;Bis-pentafluorophenyl diglycolic acid, 2,2'-Oxydiacetic acid bis-pentafluorophenyl ester

Chemical Property of DIG(Pfp)2

Chemical Property:

• Boiling Point: 416.9±45.0 °C(Predicted)
• PSA: 61.83000
• Density: 1.701±0.06 g/cm3(Predicted)
• LogP: 3.60520
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 8
• Exact Mass: 465.98990484
• Heavy Atom Count: 31
• Complexity: 560

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=O)OC1=C(C(=C(C(=C1F)F)F)F)F)OCC(=O)OC2=C(C(=C(C(=C2F)F)F)F)F

Technology Process of DIG(Pfp)2

There total 2 articles about DIG(Pfp)2 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: 84.0%

2,2'-oxybis-acetic acid (110-99-6) + 2,3,4,5,6-pentafluorophenol (771-61-9) → oxydiacetic acid pentafluorophenyl ester (158573-58-1)

Guidance literature:

With dicyclohexyl-carbodiimide; In 1,4-dioxane; 1.) 0 deg C, 30 min, 2.) r.t., 3.5 h;

DOI:10.1021/jo00088a022

Reference yield:

2,3,4,5,6-pentafluorophenol (771-61-9) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → (ethylenedioxy)diacetic acid pentafluorophenyl ester (139360-39-7) + oxydiacetic acid pentafluorophenyl ester (158573-58-1)

Guidance literature:

With nitric acid; dicyclohexyl-carbodiimide; Multistep reaction; 1.) 45 deg C, 2.) 0 deg C, 30 min; r.t., 3.5 h;

DOI:10.1021/jo00088a022

Reference yield:

(S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid 2-[2-((R)-3-benzyloxy-2-tert-butoxycarbonylamino-propionyloxy)-ethoxy]-ethyl ester (139405-51-9) + oxydiacetic acid pentafluorophenyl ester (158573-58-1) → (9R,17S)-9,17-Bis-benzyloxymethyl-1,4,7,13-tetraoxa-10,16-diaza-cyclooctadecane-8,11,15,18-tetraone (158648-21-6)

Guidance literature:

With 4-methyl-morpholine; trifluoroacetic acid; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) THF, r.t., 4 h;

DOI:10.1021/jo00088a022

upstream raw materials:

2,2'-oxybis-acetic acid

2,3,4,5,6-pentafluorophenol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Downstream raw materials:

(9R,17S)-9,17-Bis-benzyloxymethyl-1,4,7,13-tetraoxa-10,16-diaza-cyclooctadecane-8,11,15,18-tetraone

(9S,17S)-9,17-Bis-benzyloxymethyl-1,4,7,13-tetraoxa-10,16-diaza-cyclooctadecane-8,11,15,18-tetraone

Refernces