Bis(2-methoxyethyl)aminosulfur trifluoride

Base Information

• Chemical Name: Bis(2-methoxyethyl)aminosulfur trifluoride
• CAS No.: 202289-38-1
• Deprecated CAS: 1005499-60-4
• Molecular Formula: C6H14F3NO2S
• Molecular Weight: 221.244
• Hs Code.: 29319090
• European Community (EC) Number: 478-190-3,630-397-1
• UNII: A6219390VZ
• DSSTox Substance ID: DTXSID5074898
• Nikkaji Number: J1.214.074F
• Wikidata: Q27273674
• Mol file: 202289-38-1.mol

Synonyms:BAST;Deoxo-Fluor;Ethanamine,2-ethoxy-N-(2-ethoxyethyl)-N-(trifluorothio)-;

Chemical Property of Bis(2-methoxyethyl)aminosulfur trifluoride

Chemical Property:

• Appearance/Colour: Dark yellow-orange liquid
• Vapor Pressure: 0.0155mmHg at 25°C
• Refractive Index: 1.392
• Boiling Point: 256.3 °C at 760 mmHg
• PKA: -7.46±0.70(Predicted)
• Flash Point: 108.8 °C
• PSA: 47.00000
• Density: 1.19 g/cm³
• LogP: 1.95430
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 221.06973435
• Heavy Atom Count: 13
• Complexity: 126

Purity/Quality:

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

Bis(2-methoxyethyl)aminosulfurtrifluoride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, C, F
• Hazard Codes: T,C,F
• Statements: 14-23/25-29-35-67-65-63-48/20-25-11-40-37-19
• Safety Statements: 23-26-36/37/39-43-45-8-62-46-25-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COCCN(CCOC)S(F)(F)F
• Uses: Versatile, thermally stable nucleophilic fluorinating reagent. Reactant for:Fluorination reactionsPreparation of fluorinated catechols via Umpolung based nucleophilic deoxyfluorinationPreparation of imidazole derivatives as CXCR3 antagonistsRing expansion reactionsSynthesis of acyl azides from carboxylic acidsAldehydes or ketones from carboxylic acids and Grignard reagents via in situ generation of Weinreb amides

Technology Process of Bis(2-methoxyethyl)aminosulfur trifluoride

There total 2 articles about Bis(2-methoxyethyl)aminosulfur 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: 70.0%

[bis(2-methoxyethyl)amino]trimethylsilane (221557-49-9) → (bis-(2-methoxyethyl)amino)sulfur trufluoride (202289-38-1)

Guidance literature:

With sulfur tetrafluoride; In diethyl ether; at -30 ℃;

DOI:10.1039/a808517j

Reference yield:

Bis-(2-methoxyethyl)amine (111-95-5) → (bis-(2-methoxyethyl)amino)sulfur trufluoride (202289-38-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / hexane / -78 - 0 °C

1.2: hexane / 0.5 h / 0 °C

2.1: 2.6 g / diethyl ether / 3 h / -30 - 0 °C

With n-butyllithium; In diethyl ether; hexane; 1.1: Metallation / 1.2: Substitution / 2.1: Substitution;

DOI:10.1021/jo990566+

Reference yield: 81.2%

methyl 4-(((N-(3-chlorophenyl)-1-(3-hydroxycyclobutyl)piperidine)-4-sulfonamido)methyl)benzoate + (bis-(2-methoxyethyl)amino)sulfur trufluoride (202289-38-1) → methyl 4-(((N-(3-chlorophenyl)-1-(3-fluorocyclobutyl)piperidine)-4-sulfonamido)methyl)benzoate

Guidance literature:

With triethylamine; In dichloromethane; for 18h; Reflux;

upstream raw materials:

[bis(2-methoxyethyl)amino]trimethylsilane

Bis-(2-methoxyethyl)amine

Downstream raw materials:

(1S,2S)-4-[3-azido-2-fluoro-1-(3-fluoro-phenyl)-propoxy]-5-fluoro-benzo[b]thiophene

1,1,2,2-tetrafluoro-6-(trans-4-propylcyclohexyl)-1,2-dihydronaphthalene

2-chloro-4-(4',4,-difluorocyclohexyl)phenol

2-propyl-4-(4',4,-difluorocyclohexyl)phenol

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