Pentafluorophenyl chloroformate

Base Information

• Chemical Name: Pentafluorophenyl chloroformate
• CAS No.: 36919-02-5
• Molecular Formula: C₇ClF₅O₂
• Molecular Weight: 246.521
• European Community (EC) Number: 844-911-9
• Mol file: 36919-02-5.mol

Synonyms:pentafluorophenyl chloroformate;36919-02-5;(2,3,4,5,6-pentafluorophenyl) carbonochloridate;perfluorophenyl chloroformate;SCHEMBL117240;Perfluorophenyl carbonochloridate;PQBYMIGEEFVPNG-UHFFFAOYSA-N;MFCD24141237;AKOS020226690;(pentafluorophenyl)-carbonochloridic acid;SY296832;2,3,4,5,6-pentafluorophenyl carbonochloridate;EN300-281312;Z1469630269

Chemical Property of Pentafluorophenyl chloroformate

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 245.9506977
• Heavy Atom Count: 15
• Complexity: 238

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)F)F)F)OC(=O)Cl

Technology Process of Pentafluorophenyl chloroformate

There total 4 articles about Pentafluorophenyl chloroformate 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: 85.0%

phosgene (75-44-5) + 2,3,4,5,6-pentafluorophenol (771-61-9) → pentafluorophenyl chloroformate (36919-02-5)

Guidance literature:

With potassium carbonate; In dichloromethane; at 25 ℃; Green chemistry;

DOI:10.1080/00397911.2012.709300

Reference yield: 79.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + trichloromethyl chloroformate (503-38-8) → pentafluorophenyl chloroformate (36919-02-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; 1.) 0 deg C, 3 h, 2.) 0-20 deg C, 4 h, 3.) 33-34 deg C, 1.5 h, 4.) reflux, 2 h;

DOI:10.1055/s-1993-25809

Reference yield:

tetrachloromethane (56-23-5) + 2,3,4,5,6-pentafluorophenol (771-61-9) → pentafluorophenyl chloroformate (36919-02-5) + bis(pentafluorophenyl)carbonate (59483-84-0)

Guidance literature:

With aluminium trichloride; In tetrachloromethane; at 100 ℃; for 10h; Yield given. Yields of byproduct given;

upstream raw materials:

tetrachloromethane

2,3,4,5,6-pentafluorophenol

trichloromethyl chloroformate

phosgene

Downstream raw materials:

pentafluorophenyl (Z)-3-{3,4,5-trimethoxy-2-[2-(trifluoroacetylamino)ethyl]phenyl}prop-2-enyl carbonate

C₁₉H₂₃F₅N₂O₄

pentafluorophenyl N-<(methoxysuccinyl)-L-alanyl-L-alanyl-L-prolylmethyl>-N-isopropylcarbamate

pentafluorophenyl N-(L-prolylmethyl)-N-isopropylcarbamate hydrochloride

Refernces

• 1、 Tang, Xiaoping,Cai, Tingwei,Wang, Peng George. "Synthesis of beta-lactamase activated nitric oxide donors". . p. 1687 - 1690. Retrieved 2007/10/03.
• 2、 Petrova, T. D.,Ryabichev, A. G.,Savchenko, T. I.,Kolesnikova I. V.,Platonov, V. E.. "REACTIONS OF PENTAFLUOROPHENOL AND POLYFLUORINATED ALCOHOLS WITH CARBON TETRACHLORIDE IN THE PRESENCE OF ALUMINUM CHLORIDE". . p. 1362 - 1366. Retrieved 2007/10/02.