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779563

Sigma-Aldrich

3-(2,6-Diisopropylphenyl)-5,6,7,8-tetrahydro-4H-cycloheptathiazol-3-ium perchlorate

≥98% (HPLC)

Sinónimos:

3-[2,6-Bis(1-methylethyl)phenyl]-5,6,7,8-tetrahydro-4H-cycloheptathiazolium perchlorate

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About This Item

Fórmula empírica (notación de Hill):
C20H28ClNO4S
Número de CAS:
1062158-66-0
Peso molecular:
413.96
Beilstein/REAXYS Number:
19104994
MDL number:
MFCD19443640
UNSPSC Code:
12352201
PubChem Substance ID:
329768049

assay

≥98% (HPLC)

impurities

7.55-7.93% sulfur content

SMILES string

[O-]Cl(=O)(=O)=O.CC(C)c1cccc(C(C)C)c1-[n+]2csc3CCCCCc23

InChI

1S/C20H28NS.ClHO4/c1-14(2)16-9-8-10-17(15(3)4)20(16)21-13-22-19-12-7-5-6-11-18(19)21;2-1(3,4)5/h8-10,13-15H,5-7,11-12H2,1-4H3;(H,2,3,4,5)/q+1;/p-1

InChI key

KFZZMNXIPAZYPN-UHFFFAOYSA-M

Application

Catalyst

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
BCBF2913
BCBF2913V

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Akkattu T Biju et al.
Journal of the American Chemical Society, 132(17), 5970-5971 (2010-04-14)
The N-heterocyclic carbene (NHC)-catalyzed hydroacylation of unactivated alkynes to provide alpha,beta-unsaturated ketones is reported. In addition, a rare case of an efficient and selective dually NHC-catalyzed cascade reaction involving the hydroacylation of alkynes and a subsequent intermolecular Stetter reaction allows
Keiichi Hirano et al.
Journal of the American Chemical Society, 131(40), 14190-14191 (2009-10-08)
An intramolecular N-heterocyclic carbene (NHC)-catalyzed hydroacylation of unactivated double bonds is reported. Systematic variation of the catalyst structure revealed an N-mesitylthiazolylidene annulated with a seven-membered ring to be especially reactive. This NHC enables a unique C-C bond-forming reaction to afford
Diastereoselective Synthesis of Trifluoromethylated γ-Butyrolactones via N-Heterocyclic Carbene-catalyzed Conjugated Umpolung of a,?-unsaturated Aldehydes.
Hirano, K., et al.
Advanced Synthesis & Catalysis, 350, 984-988 (2008)
Raphaël Lebeuf et al.
Organic letters, 10(19), 4243-4246 (2008-09-04)
A large range of benzoins was successfully applied as C-nucleophiles in the palladium-catalyzed allylic alkylation with several allyl acetates, resulting in functionalized tertiary homoallylic alcohols. A number of unsymmetrical benzoins can be coupled with high levels of regio- and chemoselectivity.

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