Tetrafluoroborate Reaction Main Usage
ChemicalBook > CAS DataBase List > 1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)

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

Tetrafluoroborate Reaction Main Usage
Product Name
1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)
CAS No.
140681-55-6
Chemical Name
1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)
Synonyms
Selectfluor;Selectfluoro;1-(chloroMethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diiuM;selectfluor fluorinating reagent;1-(ChloroMethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diiuM tetrafluoroborate;selectfluor fluorinating;SELECTFLUOR I;1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane ditetrafluoroborate;Selecetfluor;fluorinating reagent
CBNumber
CB1254109
Molecular Formula
C7H14B2ClF9N2
Formula Weight
354.26
MOL File
140681-55-6.mol
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1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) Property

Melting point:
260 °C(lit.)
Density 
1.71 at 20℃
vapor pressure 
0.001Pa at 25℃
storage temp. 
2-8°C
solubility 
Acetonitrile (Slightly), DMSO (Slightly), Methanol (Very Slightly, Heated), Water
form 
Powder
color 
White
Water Solubility 
soluble
Sensitive 
Moisture Sensitive
Merck 
14,8425
BRN 
5368649
InChIKey
ZQGDSZPGKPJABN-UHFFFAOYSA-N
LogP
-3.39 at 20℃
Surface tension
73.1mN/m at 1g/L and 19℃
CAS DataBase Reference
140681-55-6(CAS DataBase Reference)
EPA Substance Registry System
1,4-Diazoniabicyclo[2.2.2]octane, 1-(chloromethyl)-4-fluoro-, bis[tetrafluoroborate(1-)] (140681-55-6)
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Safety

Hazard Codes 
Xn,O,F,Xi
Risk Statements 
22-36/37/38-41-52/53-43
Safety Statements 
26-36/37/39-61-21
RIDADR 
UN 3088 4.2/PG 2
WGK Germany 
2
Hazard Note 
Oxidising Agent
TSCA 
T
HazardClass 
8
PackingGroup 
II
HS Code 
29335990
Toxicity
LD50 in male rats: 640 mg/kg orally; >2 g/kg dermally (Banks, 1998)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H318Causes serious eye damage

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
439479
Product name
Selectfluor? fluorinating reagent
Purity
>95% in F+ active
Packaging
5g
Price
$40.1
Updated
2024/03/01
Sigma-Aldrich
Product number
439479
Product name
Selectfluor? fluorinating reagent
Purity
>95% in F+ active
Packaging
25g
Price
$119
Updated
2024/03/01
TCI Chemical
Product number
F0358
Product name
N-Fluoro-N'-(chloromethyl)triethylenediamine Bis(tetrafluoroborate)
Purity
>95.0%(T)
Packaging
5g
Price
$32
Updated
2024/03/01
TCI Chemical
Product number
F0358
Product name
N-Fluoro-N'-(chloromethyl)triethylenediamine Bis(tetrafluoroborate)
Purity
>95.0%(T)
Packaging
25g
Price
$94
Updated
2024/03/01
Alfa Aesar
Product number
L17003
Product name
1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), 98+%
Packaging
5g
Price
$55.5
Updated
2024/03/01
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1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) Chemical Properties,Usage,Production

Tetrafluoroborate

1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), with the formula C7H14B2ClF9N2, is a selective fluorine reagent which is white crystal at room temperature. It is mainly used asfluorinating agent to make single fluoridation with electronic double bond, silyl enol ether and enol lithium salt and so on. It can be used in the preparation of fluorinated steroid drugs, etc.

Reaction

1. It is one of the most efficient and popular reagents for electrophilic fluorination. The product is also useful as a reagent, or catalyst, for oxidative transformations, coupling reactions and halogenations.
2. Useful for the direct electrophilic fluorination of ketones, ketals and enamides.
3. Ritter-type C-H amination of unactivated sp3.

Main Usage

It is mainly used as fluorinating agent to make single fluoridation with electronic double bond, silyl enol ether and enol lithium salt and so on. It can be used in the preparation of fluorinated steroid drugs, etc.

Description

1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)(Selectfluor) is a white solid (mp 190 °C), stable in air and to moisture. It is a dicationic salt soluble in cold water or dilute hydrochloric acid. However, it decomposes in dilute sodium hydroxide and reacts with cold DMSO (rapidly and exothermally) and with DMF (slowly on heating). It is moderately soluble in acetonitrile but only slightly soluble in lower alcohols and acetone, which makes the former the solvent of choice. Occasionally, reactions in these solvents were accelerated by adding a small amount of water or trifluoroacetic acid. Bulk quantities of Selectfluor should be stored in a cool, dry place and not heated above 80 °C. Fainzil’berg et al. have measured the reduction potentials of Selectfluor and other N-F compounds. With a positive reduction potential, E1/2 ) 0.33 V, Selectfluor is predicted to be a more reactive fluorinating reagent than, e.g., N-fluorobenzenesulfonimide, with E1/2 ) -1.24 V[1].

Chemical Properties

White powder

Uses

Effective electrophilic fluorinating reagent for a wide variety of substrates such as aromatics, alkenes, carbohydrates, etc.

Uses

Mild, versatile fluorinating reagent used in pharmaceutical and agricultural applications.

General Description

This product is a fluorine donor also called Selectfluor and has been enhanced for catalysis.

Toxicology

1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF4) is moderately toxic (male rat oral LD50 640 mg kg?1; female rat 350–500 mg kg?1), and is an irritant to the eye and respiratory system. Always use approved dust mask (or respirator), gloves, and safety glasses when handling the solid. Carry out solubility tests on a sensible scale when seeking alternative solvents (note the problem with DMSO referred to above).

Advantages

As the advantages of non-toxicity, non-corrosion and chemical stability, 1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) have been widely used in industry and public life.

References

[1] Rajendra P. Singh, Jean’ne M. Shreeve. “Recent Highlights in Electrophilic Fluorination with 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane Bis(tetrafluoroborate).” ChemInform 35 16 (2004).

1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) Preparation Products And Raw materials

Raw materials

Preparation Products

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

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View Lastest Price from 1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) manufacturers

Shandong Juchuang Chemical Co., LTD
Product
1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) 140681-55-6
Price
US $50.00-30.00/kg
Min. Order
500kg
Purity
99.9
Supply Ability
200tons
Release date
2024-03-07
Shaanxi Didu New Materials Co. Ltd
Product
-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) 140681-55-6
Price
US $0.00/kg
Min. Order
25kg
Purity
99.0%
Supply Ability
20mt
Release date
2023-10-20
Henan Aochuang Chemical Co.,Ltd.
Product
1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) 140681-55-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-09

140681-55-6, 1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)Related Search:


  • N-FLUORO-N'-(CHLOROMETHYL)TRIETHYLENEDIAMINE BIS(TETRAFLUOROBORATE)
  • N-CHLOROMETHYL-N'-FLUOROTRIETHYLENEDIAMMONIUM BIS (TETRAFLUOROBORATE)
  • SELECTFLUOR F-TEDA-BF4
  • SELECTFLUOR(R) REAGENT
  • SELECTFLUOR(TM) FLUORINATING REAGENT
  • 1-CHLOROMETHYL-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE BIS
  • f-teda-bf_4
  • selectfluor fluorinating reagent
  • 4-(chloromethyl)-1-fluoro-1,4-diazoniabicyclo[2,2,2]octane
  • tetrafluoroboron
  • N-Fluoro-N'-chloromethyltriethylenediamine
  • 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), 98+%
  • F-TEDA, 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), N-Chloromethyl-Nμ-fluorotriethylenediammonium bis(tetrafluoroborate)
  • Selectfluor(R) fluorinating reagent
  • F-TEDA, N-Chloromethyl-Nμ-fluorotriethylenediammonium bis(tetrafluoroborate)
  • 1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane ditetrafluoroborate
  • 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo2.2.2 aoctane bis(tetrafluoroborate), 96%
  • 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo2.2.2üoctane bis(tetrafluoroborate), 98+%
  • 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate),96%
  • 1-chloromethy 1-4-fluoro-1, 4-diazoniabicyclo〔2.2.2〕octanebis(tetrafluoroborate)
  • 1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]oc
  • Selectfluoro
  • F-TEDA F-TEDA-BF4 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) N-Chloromethyl-N′-fluorotriethylenediammonium bis(tetrafluoroborate) 1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo
  • SELECTFLUOR I
  • Selectfluor (Air Prods. Chem.)
  • 1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), min. 97% SelectFluor(R)
  • 1-(CHLOROMETHYL)-4-FLUORO-1,4-DIAZABICYCLO[2.2.2]OCTANE-1,4-DIIUM; BIS(TETRAFLUOROBORANUIDE)
  • bis(tetrafluoroboranuide)
  • 1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), min. 97% SelectFluor
  • SELECTFLUOR(TM)
  • Selecetfluor
  • o[2.2.2]octane bis(tetrafL
  • uoro-1,4-diazoniabicycL
  • 4-diazoniabicyclo[2.2.2]octane,1-(chloromethyl)-4-fluoro-bis[tetrafluorobo
  • 4-diazoniabicyclo[2.2.2]octane,1-(chloromethyl)-4-fluoro-bis[tetrafluoroborate(1-)]
  • rate(1-)]
  • 1-CHLOROMETHYL-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE BIS(TETRAFLUOROBORATE)
  • N-Fluoro-N'-chloromethyltriethylenediaminebis(tetrafluoroborate)(SELECTFLUORTM)
  • 1-chlorome.-4-fluoro-1,4-diazoniabicyclo octane bis(bf4)
  • F-TEDA-BF_4~SELECTFLUOR(rg Fluorinating
  • selectfluor fluorinating
  • Selectfluor
  • 1-CHLOROME.-4-FLUORO-1,4-DIAZONIABICYCLO
  • SELECTFLUOR FLUORINATING REAGENT, >95% F + ACTIVE
  • Selectfluor fluorinating reagent,1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), N-Chloromethyl-N′-fluorotriethylenediammonium bis(tetrafluoroborate), F-TEDA
  • 2-(chloroMethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diiuM
  • diboranuide
  • 1-CHLOROMETHYL-4-FLUORO-1,4-DIAZONIABICYCLO[2.2.2]OCTANE BIS(TETRAFLUOROB+) T
  • 1-(Chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane Bis(tetrafluoroborate) F-TEDA-BF4
  • fluorinating reagent
  • Selectfluor&reg
  • N-Fluoro-N-chloroMethyltriethylenediaMine bis(tetrafluoroborate), (Selectfluor)
  • 1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]oCLane bis(tetrafluoroborate)
  • 1,4-Diazoniabicyclo2.2.2octane, 1-(chloromethyl)-4-fluoro-, bistetrafluoroborate(1-)
  • 1-(chloroMethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diiuM
  • 1-CHLOROMETHYL-4-FLUOR-1,4-DIAZONIABICYCLO 2.2.2. OCTANE BIS (TETRAFLUOROBORATE)
  • 1-ChloroMethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane
  • FTB Selectfluor