Sulfluramid

Base Information

• Chemical Name: Sulfluramid
• CAS No.: 4151-50-2
• Molecular Formula: C10H6F17NO2S
• Molecular Weight: 527.202
• Hs Code.: 2935009018
• European Community (EC) Number: 223-980-3
• UNII: IPX089YR0A
• DSSTox Substance ID: DTXSID1032646
• Nikkaji Number: J224.953G
• Wikipedia: Sulfluramid
• Wikidata: Q15632828
• ChEMBL ID: CHEMBL177726
• Mol file: 4151-50-2.mol

Synonyms:N-ethyl(perfluorooctane)sulfonamide;N-ethylperfluorooctanesulfonamide;sulfluramid

Chemical Property of Sulfluramid

Chemical Property:

• Appearance/Colour: Tan powder
• Vapor Pressure: 0.0269mmHg at 25°C
• Melting Point: 75-85 °C
• Refractive Index: 1.5327
• Boiling Point: 246.6 °C at 760 mmHg
• PKA: 9.5 (very weak acid)
• Flash Point: 102.9 °C
• PSA: 54.55000
• Density: 1.665 g/cm³
• LogP: 6.36430
• Storage Temp.: -20°C Freezer
• Water Solubility.: Insoluble (25 °C)
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 20
• Rotatable Bond Count: 9
• Exact Mass: 526.9847784
• Heavy Atom Count: 31
• Complexity: 763

Purity/Quality:

99%, ^*data from raw suppliers

Sulfluramid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 21-22-51/53
• Safety Statements: 36/37-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: PFAS,Pesticides -> Other Insecticides
• Canonical SMILES: CCNS(=O)(=O)C(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F
• Uses: Sulfluramid is an insecticide. Sulfluramid is used for the control of ants and roaches in households and of the red imported fire ant in wider situations.

Technology Process of Sulfluramid

There total 5 articles about Sulfluramid 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: 56.0%

perfluorooctyl sulfofluorure (307-35-7) + ethylamine (75-04-7,85404-22-4) → N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide (4151-50-2)

Guidance literature:

perfluorooctyl sulfofluorure; ethylamine; With triethylamine; In diethyl ether; at 0 - 20 ℃; for 17h;

With sodium hydrogencarbonate; In diethyl ether; for 3h; Further stages.; Heating;

DOI:10.1016/j.jfluchem.2007.01.013

Reference yield:

perfluorooctyl sulfofluorure (307-35-7) + ethylamine (75-04-7,85404-22-4) → hydrogen fluoride ethylamine (65756-36-7) + N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide (4151-50-2)

Guidance literature:

In diethyl ether; at -30-0°C,2.75 h;

Reference yield:

perfluorooctanesulphonyl chloride (423-60-9) + tri-n-butylamine hydrofluoride (25152-55-0,60435-94-1,73602-62-7,127322-37-6,130089-03-1) + ethylamine (75-04-7,85404-22-4) → N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide (4151-50-2) + N,N-dibutyl perfluorooctanesulfonamide

Guidance literature:

In various solvent(s);

DOI:10.1016/S0022-1139(00)81434-7

upstream raw materials:

perfluorooctanesulphonyl chloride

tri-n-butylamine hydrofluoride

ethylamine

perfluorooctyl sulfofluorure

Downstream raw materials:

N-ethyl-N-(2-hydroxyethyl)-perfluorooctane-1-sulfonamide

C₁₃H₁₀F₁₇NO₂S

2-(N-ethyl-perfluorooctane sulfonamido) acetic acid

Refernces

• 1、 Lehmler, Hans-Joachim,Rama Rao,Nauduri, Dhananjaya,Vargo, John D.,Parkin, Sean. "Synthesis and structure of environmentally relevant perfluorinated sulfonamides". . p. 595 - 607. Retrieved 2008/02/07.
• 2、 Benefice-Malouet,Blancou,Teissedre,Commeyras. "-". . p. 319 - 332. Retrieved 2007/10/02.