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.

reaction suitability

reagent type: catalyst
reagent type: oxidant
reaction type: C-H Activation

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

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

Zhuozhou Wenxi import and Export Co., Ltd

Product: 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) 140681-55-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

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

NITRONIUM TETRAFLUOROBORATE AZURE B TETRAFLUOROBORATE Lead(II) tetrafluoroborate N-OCTANE Potassium tetrafluoroborate Fluoroboric acid Sodium tetrafluoroborate LITHIUM PERIODATE BLOCKING REAGENT GE (Chloromethylene)dimethyliminium chloride 1-Bromopentane Bromoacetonitrile PotassiuM triMethylacetate, 95% Androstenedione ZINC-COPPER COUPLE Fluorine 1,2-Dianilinoethane Tetramethylammonium borohydride

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

Selectfluor(R) fluorinating reagent >95% in F+ active