1-CHLOROMETHYL-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE BIS(TRIFLUOROMETHANESULFONATE)

Base Information

• Chemical Name: 1-CHLOROMETHYL-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE BIS(TRIFLUOROMETHANESULFONATE)
• CAS No.: 140681-68-1
• Molecular Formula: 2CF₃O₃S*C₇H₁₄ClFN₂
• Molecular Weight: 478.794
• Mol file: 140681-68-1.mol

Synonyms:F-TEDA-OTF;1-CHLOROMETHYL-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE BIS(TRIFLUOROMETHANESULFONATE);1-(CHLOROMETHYL)-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE BIS(TRIFLUOROMETHANESULPHONATE);1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tfl.methanesulphonate)

Chemical Property of 1-CHLOROMETHYL-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE BIS(TRIFLUOROMETHANESULFONATE)

Chemical Property:

• Melting Point: 165°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 131.16000
• Density: g/cm³
• LogP: 2.91000

Purity/Quality:

99.90% ^*data from raw suppliers

1-(CHLOROMETHYL)-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE BIS(TRIFLUOROMETHANESULPHONATE) 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): O
• Hazard Codes: O
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-CHLOROMETHYL-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE BIS(TRIFLUOROMETHANESULFONATE)

There total 4 articles about 1-CHLOROMETHYL-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE BIS(TRIFLUOROMETHANESULFONATE) 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: 97.0%

1-Methyl-4-aza-1-azoniabicyclo<2.2.2>octane tetrafluoroborate → 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(trifluoromethanesulfonate) (140681-68-1)

Guidance literature:

With potassium trifluoromethansulfonate; fluorine; In acetonitrile; at -35 ℃;

DOI:10.1039/p19960002069

Reference yield: 90.0%

lithium trifluoromethanesulfonate (33454-82-9) + 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(hexafluorophosphate) → 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(trifluoromethanesulfonate) (140681-68-1)

Guidance literature:

In water; at 2 - 5 ℃;

DOI:10.1039/c6cc07913j

Reference yield: 49.0%

lithium trifluoromethanesulfonate (33454-82-9) + 1-Chloromethyl-4-aza-1-azoniabicyclo<2.2.2>octane triflate (141922-62-5) → 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(trifluoromethanesulfonate) (140681-68-1)

Guidance literature:

With fluorine; In acetonitrile; at -10 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201002310

upstream raw materials:

1-Chloromethyl-4-aza-1-azoniabicyclo<2.2.2>octane triflate

lithium trifluoromethanesulfonate

Downstream raw materials:

1-fluoronaphthalen-2-ol

1,1-difluoro-1H-naphthalen-2-one

2-deoxy-2-fluoro-D-mannopyranose

2-deoxy-2-fluoro-β-D-glucopyranose

Refernces

• 1、 Yuan, Gengyang,Wang, Feng,Stephenson, Nickeisha A.,Wang, Lu,Rotstein, Benjamin H.,Vasdev, Neil,Tang, Pingping,Liang, Steven H.. "Metal-free18F-labeling of aryl-CF2H via nucleophilic radiofluorination and oxidative C-H activation". supporting information. p. 126 - 129. Retrieved 2016/12/27.
• 2、 Banks, R. Eric,Mohialdin-Khaffaf, Suad N.,Lai, G. Sankar,Sharif, Iqbal,Syvret, Robert G.. "1-Alkyl-4-fluoro-1,4-diazoniabicyclooctane Salts: a Novel Family of Electrophilic Fluorinating Agents". . p. 595 - 596. Retrieved 2007/10/02.