515906
Mercury(II) trifluoromethanesulfonate
≥95% trace metals basis
Synonym(s):
Hg(OTf)2
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About This Item
Linear Formula:
(CF3SO3)2Hg
CAS Number:
Molecular Weight:
498.73
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352300
MDL number:
assay
≥95% trace metals basis
reaction suitability
core: mercury, reagent type: catalyst
mp
>350 °C (lit.)
SMILES string
[Hg++].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F
InChI
1S/2CHF3O3S.Hg/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2
InChI key
BPVYMDMPLCOQPJ-UHFFFAOYSA-L
Application
Efficient olefin cyclization agent, effective for the preparation of polycyclic terpenoids.
Polyene cyclization, oxymercuration, catalytic hydration of alkynes, catalytic hydrative enyne cyclization, catalytic arylyne cyclization, catalytic biomimetic tandem cyclization, catalyticketoalkyne cyclization leading to furans, catalytic cyclization of propargyl tert-butyl carbonates leading to cyclic carbonates, catalytic cycloisomerization of alkynyl aniline derivatives leading toindoles, catalytic alkynoic acid cyclization leading to lactones, catalytic glycosylation
Disclaimer
For U.S. Customers: Contains mercury; Do not place in trash - dispose according to local, state, or federal laws.
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Danger
Hazard Classifications
Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - STOT RE 2
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Mugio Nishizawa et al.
Organic letters, 5(10), 1609-1611 (2003-05-09)
[reaction: see text] Hg(OTf)(2) exhibits remarkable catalytic activity for the hydroxylative cyclization of 1,6-enynes. The present procedure should involve a sequence of mercuration of a terminal alkyne, carbocyclization, hydration, and protodemercuration that regenerates the catalyst.
Nishizawa, M. et al.
Tetrahedron Letters, 40, 1153-1153 (1999)
Nishizawa, M.; Morikuni, E. et al.
Synlett, 169-169 (1995)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 515906-25G | 04061832508481 |