Diethylaminosulfur trifluoride

Base Information

• Chemical Name: Diethylaminosulfur trifluoride
• CAS No.: 38078-09-0
• Molecular Formula: C4H10F3NS
• Molecular Weight: 161.191
• Hs Code.: 29309070
• European Community (EC) Number: 253-771-2
• UNII: 78622BV6IJ
• DSSTox Substance ID: DTXSID20191484
• Nikkaji Number: J208.430I
• Wikipedia: Diethylaminosulfur_trifluoride
• Wikidata: Q412982
• Mol file: 38078-09-0.mol

Synonyms:Ethanamine,N-ethyl-, sulfur complex;(Diethylamino)sulphur trifluoride;(Diethylamino)trifluorosulfur;(N,N-Diethylamino)sulfur trifluoride;DAST (fluorinating agent);Trifluoro(diethylamino)sulfur;

Chemical Property of Diethylaminosulfur trifluoride

Chemical Property:

• Appearance/Colour: pale yellow liquid
• Vapor Pressure: 23.6mmHg at 25°C
• Refractive Index: 1.41-1.416
• Boiling Point: 163.7 °C at 760 mmHg
• PKA: -4.87±0.70(Predicted)
• Flash Point: 23.9 °C
• PSA: 28.54000
• Density: 1.14 g/cm³
• LogP: 2.70130
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: decomposes
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 161.04860498
• Heavy Atom Count: 9
• Complexity: 78.4

Purity/Quality:

99% ^*data from raw suppliers

Diethylaminosulfur trifluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,T,F
• Hazard Codes: C,T,F
• Statements: 10-14-20/21/22-34-5-35-40
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)S(F)(F)F
• Uses: Diethylaminosulfur Trifluoride is a very useful Nucleophilic fluorinating agent in chemical synthesis. It is also used as a reagent in the preparation of 2-thiazolines from (1,2)-thioam ido-alcohols.

Technology Process of Diethylaminosulfur trifluoride

There total 8 articles about Diethylaminosulfur trifluoride 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:

C11H13F14NOS (80027-81-2) → diethylamino-sulfur trifluoride (38078-09-0) + 1,1,2,2,3,3,4,4,5,5,6,6,7-tridecafluoroheptane (2708-11-4) + 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl diethylamidosulfite (80032-43-5) + bis(2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyloxy)diethylaminofluorosulfurane (80027-88-9)

Guidance literature:

under 0.05 - 0.08 Torr; Further byproducts given; the bath temperature gradually raised to 90 deg C;

Reference yield:

C11H13F14NOS (80027-81-2) → diethylamidosulfurous fluoride (1550-61-4) + diethylamino-sulfur trifluoride (38078-09-0) + 1,1,2,2,3,3,4,4,5,5,6,6,7-tridecafluoroheptane (2708-11-4) + 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyl diethylamidosulfite (80032-43-5) + bis(2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroheptyloxy)diethylaminofluorosulfurane (80027-88-9)

Guidance literature:

under 0.05 - 0.08 Torr; Product distribution; the bath temperature gradually raised to 90 deg C;

Reference yield:

N,N-diethyl-1,1,1-trimethylsilanamine (996-50-9) → diethylamino-sulfur trifluoride (38078-09-0)

Guidance literature:

With sulfur tetrafluoride;

DOI:10.1002/omr.1270211004

upstream raw materials:

N,N-diethyl-1,1,1-trimethylsilanamine

C₉H₁₃F₁₀NOS

C₁₁H₁₃F₁₄NOS

triethylamine tris(hydrogen fluoride)

Downstream raw materials:

2,3,4,5,6-penta-O-benzyl-1-deoxy-1-fluoro-scyllo-inositol

[(2R,3S)-3-(1-Diethylsulfinamoyloxy-ethyl)-4-oxo-azetidin-2-yl]-acetic acid benzyl ester

fluorocyclohexane

cyclohexene

Refernces

• 1、 Andersson, Sven,Drakenberg, Torbjoern. "Barriers to Internal Rotation in 1,3,5-Trineopentylbenzenes.10. 13C and 19F NMR Band Shape Studies and Force Field Calculations.". . p. 602 - 615. Retrieved 2007/10/02.