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Safety Information

683701

Sigma-Aldrich

6,7-Dihydro-2-pentafluorophenyl-5H-pyrrolo[2,1-c]-1,2,4-triazolium tetrafluoroborate

97%

Synonym(s):

2-(Pentafluorophenyl)-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium tetrafluoroborate 

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About This Item

Empirical Formula (Hill Notation):
C11H7BF9N3
CAS Number:
862095-91-8
Molecular Weight:
362.99
MDL number:
MFCD08459335
UNSPSC Code:
12352005
PubChem Substance ID:
329760869
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

reagent type: catalyst

mp

245 °C

SMILES string

F[B-](F)(F)F.Fc1c(F)c(F)c(c(F)c1F)-[n+]2cn3CCCc3n2

InChI

1S/C11H7F5N3.BF4/c12-6-7(13)9(15)11(10(16)8(6)14)19-4-18-3-1-2-5(18)17-19;2-1(3,4)5/h4H,1-3H2;/q+1;-1

InChI key

KIWCIWCCQVTPOY-UHFFFAOYSA-N

Related Categories

Application

This triazolium catalyst is used for intermolecular homodimerization of aryl aldehydes, intramolecular aldehyde-ketone benzoin cyclizations, and intramolecular Stetter reations.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PDSCL

Deleterious substance

PRTR

Class I Designated Chemical Substances

JAN Code

683701-100MG:4548173287355
683701-500MG:4548173287362
683701-BULK:
683701-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD5787V
WXBD4306V
WXBD3996V
WXBD3295V
WXBD2905V

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Ming He et al.
Journal of the American Chemical Society, 128(26), 8418-8420 (2006-06-29)
Highly enantioselective, N-heterocyclic carbene (NHC)-catalyzed aza-Diels-Alder reactions are described. A novel chiral triazolium salt based on the cis-1,2-aminoindanol platform serves as an efficient precatalyst for the NHC-catalyzed redox generation of enolate dienophiles that undergo LUMOdiene-controlled Diels-Alder reactions with N-sulfonyl-alpha,beta-unsaturated imines

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