1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

Base Information

• Chemical Name: 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)
• CAS No.: 140681-55-6
• Molecular Formula: C7H14ClFN2^.2(BF4)
• Molecular Weight: 354.262
• Hs Code.: 29335990
• European Community (EC) Number: 414-380-4,640-382-1
• UNII: 4P1ZA6R76D
• Wikipedia: Selectfluor
• Wikidata: Q2649515
• Mol file: 140681-55-6.mol

Synonyms:N-Fluoro-N'-chloromethyl-triethylenediamine-bis-(tetrafluoroborate);N-Fluoro-N\'-chloromethyltriethylenediaminebis(tetrafluoroborate);N-Chloromethyl-N-Fluorotriethylenediammonium Bis(Tetrafluoroborate) F-Teda;1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octanebis(tetrafluoroborate);1,4-Diazoniabicyclo(2.2.2)octane, 1-(chloromethyl)-4-fluoro-, bis(tetrafluoroborate(1-));1,4-Diazoniabicyclo[2.2.2]octane,1-(chloromethyl)- 4-fluoro-,bis[tetrafluoroborate(1-)];N-Fluoro-N'-chloromethyltriethylenediamine;

Chemical Property of 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

Chemical Property:

• Appearance/Colour: white powder.
• Vapor Pressure: 0.001Pa at 25℃
• Melting Point: 260 °C(lit.)
• PSA: 0.00000
• Density: 1.71 at 20℃
• LogP: 3.24560
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 1
• Exact Mass: 354.0887899
• Heavy Atom Count: 21
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

Selectfluor ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,O,F,Xi
• Hazard Codes: Xn,O,F,Xi
• Statements: 22-36/37/38-41-52/53-43
• Safety Statements: 26-36/37/39-61-21

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [B-](F)(F)(F)F.[B-](F)(F)(F)F.C1C[N+]2(CC[N+]1(CC2)CCl)F
• Uses: Mild, versatile fluorinating reagent used in pharmaceutical and agricultural applications. Effective electrophilic fluorinating reagent for a wide variety of substrates such as aromatics, alkenes, carbohydrates, etc.

Technology Process of 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

There total 5 articles about 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) 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: 92.0%

1-Chloromethyl-4-aza-1-azoniabicyclo<2.2.2>octane tetrafluoroborate → Selectfluor (140681-55-6)

Guidance literature:

With fluorine; In acetonitrile; at -35 ℃;

DOI:10.1039/p19960002069

Reference yield: 85.0%

sodium tetrafluoroborate (13755-29-8) + 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane chloride → Selectfluor (140681-55-6)

Guidance literature:

In water;

DOI:10.1021/acs.inorgchem.8b01306

Reference yield: 78.0%

boron trifluoride (7637-07-2) + fluorine (7782-41-4) + 1-Chloromethyl-4-aza-1-azoniabicyclo<2.2.2>octane tetrafluoroborate → Selectfluor (140681-55-6)

Guidance literature:

In acetonitrile; at -5 - 0 ℃;

upstream raw materials:

boron trifluoride

fluorine

sodium tetrafluoroborate

Downstream raw materials:

2-deoxy-2-fluoro-D-mannopyranose

2-deoxy-2-fluoro-β-D-glucopyranose

2-fluoro-2-deoxy-D-glucose

4-iodo-2-isobutylanisole

Refernces

• 1、 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 1992.
• 2、 -. "Preparation method for Selectfluor". Paragraph 0005; 0023. . Retrieved 2017/04/25.