Pentafluorophenyl chlorothionoformate

Base Information

• Chemical Name: Pentafluorophenyl chlorothionoformate
• CAS No.: 135192-53-9
• Molecular Formula: C7ClF5OS
• Molecular Weight: 262.587
• Hs Code.: 29309090
• European Community (EC) Number: 628-729-5
• DSSTox Substance ID: DTXSID90410518
• Nikkaji Number: J2.294.183F
• Wikidata: Q82216678
• Mol file: 135192-53-9.mol

Synonyms:Pentafluorophenyl chlorothionoformate;135192-53-9;O-(2,3,4,5,6-pentafluorophenyl) chloromethanethioate;pentafluorophenylchlorothionoformate;MFCD00075405;2,3,4,5,6-PENTAFLUOROPHENYL CHLOROMETHANETHIOATE;C6F5OCSCl;C7ClF5OS;SCHEMBL1589344;Perfluorophenyl chlorothioformate;DTXSID90410518;Pentafluorophenyl chlorothioformate;O-Perfluorophenyl Chlorothioformate;Pentafluorophenyl Thionochloroformate;BS-44106;SY052489;Pentafluorophenyl chlorothionoformate, 96%;P1267;Chlorothioformic Acid O-Pentafluorophenyl Ester;J-006664

Chemical Property of Pentafluorophenyl chlorothionoformate

Chemical Property:

• Appearance/Colour: Solid
• Vapor Pressure: 1.03mmHg at 25°C
• Refractive Index: n20/D 1.481(lit.)
• Boiling Point: 183.8 °C at 760 mmHg
• Flash Point: 87.2 °C
• PSA: 41.32000
• Density: 1.74 g/cm³
• LogP: 3.28460
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 261.9278543
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

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

Pentafluorophenyl chlorothionoformate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)F)F)F)OC(=S)Cl
• Uses: Pentafluorophenyl chlorothionoformate may be used:as derivatizing agent during radical-chain deoxygenations of primary alcoholsas a reagent during the conversion of ribonucleoside to arabinonucleosidesas reagent during the conversion of 6,8-diethyl-7-hydroxy-5-propyl-hexahydro-indolizin-3-one to O-6,8-diethyl-octahydro-3-oxo-5-propylindolizin-7-yl benzothioate

Technology Process of Pentafluorophenyl chlorothionoformate

There total 2 articles about Pentafluorophenyl chlorothionoformate 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: 90.0%

carbon disulfide (75-15-0,12122-00-8) + 2,3,4,5,6-pentafluorophenol (771-61-9) → pentafluorophenoxythiocarbonyl chloride (135192-53-9)

Guidance literature:

With sodium hydroxide; In chloroform; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(01)86502-9

Reference yield: 3.76%

thiophosgene (463-71-8) + 2,3,4,5,6-pentafluorophenol (771-61-9) → pentafluorophenoxythiocarbonyl chloride (135192-53-9)

Guidance literature:

With sodium hydroxide; In chloroform; water; at 0 - 10 ℃; for 1h;

DOI:10.1021/ma020883+

Reference yield: 100.0%

pentafluorophenoxythiocarbonyl chloride (135192-53-9) + C17H23NO5 (138060-49-8,138230-50-9) → C24H22F5NO6S (138089-52-8)

Guidance literature:

With dmap; 4 A molecular sieve; In dichloromethane; for 0.5h;

DOI:10.1016/S0040-4020(01)88027-3

upstream raw materials:

carbon disulfide

2,3,4,5,6-pentafluorophenol

thiophosgene

Downstream raw materials:

octadecyl pentafluorophenylthionocarbonate

O-(3,4,6-tri-O-benzyl-2-O-<(pentafluorophenoxy)thiocarbonyl>-β-D-glucosyl)-(1<*>6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

tetradecyl (pentafluorophenyl)thionocarbonate

O-cyclododecyl-O'-(2,3,4,5,6-pentafluorophenyl) thionocarbonate

Refernces

• 1、 Chiefari, John,Mayadunne, Roshan T.A.,Moad, Catherine L.,Moad, Graeme,Rizzardo, Ezio,Postma, Almar,Skidmore, Melissa A.,Thang, San H.. "Thiocarbonylthio compounds (S=C(Z)S-R) in free radical polymerization with reversible addition-fragmentation chain transfer (RAFT polymerization). Effect of the activating Group Z". . p. 2273 - 2283. Retrieved 2007/10/03.
• 2、 Barton, Derek H. R.,Jaszberenyi, Joseph Cs.. "IMPROVED METHODS FOR THE RADICAL DEOXYGENATION OF SECONDARY ALCOHOLS". . p. 2619 - 2622. Retrieved 2007/10/02.