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(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE is an N-heterocyclic carbene (NHC) organocatalyst with a complex chemical structure, featuring a pentafluorophenyl group and a trizolo-oxazinium core. Its unique properties make it a promising candidate for various applications in organic synthesis.

872143-57-2

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  • (5aR,10bS)-(+)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]trizolo[4,3-d][1,4]oxaziniuM tetrafluoroborate

    Cas No: 872143-57-2

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  • (5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE

    Cas No: 872143-57-2

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  • (5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE

    Cas No: 872143-57-2

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  • (5aR,10bS)-(+)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate, min. 98%

    Cas No: 872143-57-2

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872143-57-2 Usage

Uses

Used in Organic Synthesis:
(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE is used as an N-heterocyclic carbene (NHC) organocatalyst for various organic synthesis reactions.
Used in Benzoin Reactions of Aldehydes:
In the field of organic chemistry, (5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE is used as an NHC organocatalyst for benzoin reactions of aldehydes, enabling the formation of α-hydroxy ketones through a carbonyl-ene reaction.
Used in Total Synthesis of Natural Products:
(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE is utilized as a key organocatalyst in the total synthesis of natural products, such as isodarparvinol B, showcasing its potential in the development of complex molecular structures with biological activities.
Used in Synthesis of Spirocyclic Oxindole-Dihydropyranones:
In the pharmaceutical industry, (5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE is employed as an NHC organocatalyst for the synthesis of spirocyclic oxindole-dihydropyranones. This reaction involves the coupling of α-bromo-α,β-unsaturated aldehydes with isatin derivatives, leading to the formation of biologically relevant spirocyclic compounds.
Used in Synthesis of 1,4-Dicarbonyl Compounds:
(5AR,10BS)-(+)-5A,10B-DIHYDRO-2-(PENTAFLUOROPHENYL)-4H,6H-INDENO[2,1-B][1,2,4]TRIZOLO[4,3-D][1,4]OXAZINIUM TETRAFLUOROBORATE is also used as an NHC organocatalyst in the intramolecular Stetter reaction, facilitating the synthesis of 1,4-dicarbonyl compounds. These compounds are valuable synthetic intermediates and have potential applications in the preparation of pharmaceuticals and agrochemicals.

Reaction

Reagent used in the highly enantioand diastereoselective, catalytic intramolecular Stetter reaction. Direct synthesis of α-protio and α-deuterio α-chloro and α-fluoro carboxylic acids via asymmetric hydration. Chemoselective conversion of α-unbranched aldehydes to amides.

Check Digit Verification of cas no

The CAS Registry Mumber 872143-57-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,7,2,1,4 and 3 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 872143-57:
(8*8)+(7*7)+(6*2)+(5*1)+(4*4)+(3*3)+(2*5)+(1*7)=172
172 % 10 = 2
So 872143-57-2 is a valid CAS Registry Number.
InChI:InChI=1/C18H11F5N3O.BF4/c19-12-13(20)15(22)18(16(23)14(12)21)26-7-25-11(24-26)6-27-10-5-8-3-1-2-4-9(8)17(10)25;2-1(3,4)5/h1-4,7,10,17H,5-6H2;/q+1;-1/t10-,17+;/m1./s1

872143-57-2 Well-known Company Product Price

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  • Aldrich

  • (674788)  5a(R),10b(S)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxaziniumtetrafluoroborate  97%

  • 872143-57-2

  • 674788-250MG

  • 1,471.86CNY

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872143-57-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Pentafluorophenyl-6,10b-dihydro-4H,5aH-5-oxo-3,10c-diaza-2-azoniacyclopenta[c]fluorine tetrafluoroborate

1.2 Other means of identification

Product number -
Other names 5a(R),10b(S)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

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