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Merck
모든 사진(2)

문서

439479

Sigma-Aldrich

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

greener alternative

>95% in F+ active

동의어(들):

N-Chloromethyl-N′-fluorotriethylenediammonium bis(tetrafluoroborate), F-TEDA

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About This Item

실험식(Hill 표기법):
C7H14B2ClF9N2
CAS Number:
Molecular Weight:
354.26
Beilstein:
5368649
MDL number:
UNSPSC 코드:
12352101
PubChem Substance ID:
NACRES:
NA.22

형태

powder

반응 적합성

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

환경친화적 대안 제품 특성

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

농도

>95% in F+ active

mp

260 °C (lit.)

환경친화적 대안 카테고리

저장 온도

2-8°C

SMILES string

F[B-](F)(F)F.F[B-](F)(F)F.F[N+]12CC[N+](CCl)(CC1)CC2

InChI

1S/C7H14ClFN2.2BF4/c8-7-10-1-4-11(9,5-2-10)6-3-10;2*2-1(3,4)5/h1-7H2;;/q+2;2*-1

InChI key

TXRPHPUGYLSHCX-UHFFFAOYSA-N

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일반 설명

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is a fluorine donor also called Selectfluor and has been enhanced for catalysis. Find details here.

애플리케이션

1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) is an electrophilic fluorinating reagent used for greener fluorination of acetoacetamides in PEG-400.
Catalyst-free and highly selective electrophilic mono-fluorination of acetoacetamides: facile and efficient preparation of 2-fluoroacetoacetamides in PEG-400

It can be used:
  • As a highly effective and versatile source of electrophilic fluorine.
  • As a fluorinating reagent that effects oxidative ring opening of 2,5-diarylfurans to cis-1,4-enediones.
  • For direct fluorination of silyl ketene acetals leading to the formation of α-fluoro-α-arylcarboxylic acids.
  • As an electrophilic fluorinating reagent used. e.g. in the preparation of fluorinated acylsilanes.

문헌인용

A review.

픽토그램

CorrosionExclamation mark

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

개인 보호 장비

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


시험 성적서(COA)

제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.

이 제품을 이미 가지고 계십니까?

문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Rajendra P Singh et al.
Accounts of chemical research, 37(1), 31-44 (2004-01-21)
Synthetic and structural aspects of organofluorine compounds continue to be the focal points of vigorous research activities, as evidenced by the appearance of a large number of publications. Among the various useful methodologies for the introduction of fluorine into organic
Oxidative ring opening of 2, 5-diarylfurans by Selectfluor
Blank SJ and Stephens CE
Tetrahedron Letters, 47(38), 6849-6850 (2006)
A general method for synthesis of trifluoroacetyltrialkyl (aryl) silanes and the Sakurai reaction of fluorinated acylsilanes with allyl silanes
Chung WJ and Welch JT
Journal of Fluorine Chemistry, 125(4), 543-548 (2004)
Paul T Nyffeler et al.
Angewandte Chemie (International ed. in English), 44(2), 192-212 (2004-12-04)
The replacement of hydrogen atoms with fluorine substituents in organic substrates is of great interest in synthetic chemistry because of the strong electronegativity of fluorine and relatively small steric footprint of fluorine atoms. Many sources of nucleophilic fluorine are available
A novel general method for preparation of a-fluoro-a-arylcarboxylic acid. Direct fluorination of silyl ketene acetals with Selectfluor
Zhang F and Song JZ
Tetrahedron Letters, 47(43), 7641-7644 (2006)

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