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419087

Sigma-Aldrich

Barium trifluoromethanesulfonate

98%

Synonym(s):

Barium triflate, Trifluoromethanesulfonic acid barium salt

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About This Item

Linear Formula:
(CF3SO3)2Ba
CAS Number:
Molecular Weight:
435.47
Beilstein:
3729346
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

mp

>300 °C (lit.)

SMILES string

[Ba++].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F

InChI

1S/2CHF3O3S.Ba/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2

InChI key

DXJURUJRANOYMX-UHFFFAOYSA-L

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Application

Ba(CF3SO3) can be utilized as a precursor to synthesize:
  • Alkali metal and silver trifluoromethanesulfonates.
  • Sodium trifluoromethanesulfonate (sodium triflate) by reacting with sodium sulfate. Sodium triflate finds application in organic synthesis as an efficient catalyst as well as a reactant in catalytic asymmetric Mannich-type reactions, and Diels-Alder reactions.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Sodium 1, 1, 1-Trifluoromethanesulfonate
Surya Prakash GK and Mathew T
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Daniel Lundberg et al.
Physical chemistry chemical physics : PCCP, 20(21), 14525-14536 (2018-05-17)
The structures of the N,N-dimethylformamide (dmf), N,N-dimethylacetamide (dma), and N,N-dimethylpropionamide (dmp) solvated strontium and barium ions have been determined in solution using large angle X-ray scattering and EXAFS spectroscopy. The strontium ion has a mean coordination number (CN) between 6.2
Atsushi Kinbara et al.
The Journal of organic chemistry, 77(20), 8999-9005 (2012-09-26)
A cationic rhodium(I) complex- or In(OTf)(3)-catalyzed synthesis of phenol derivatives from cyclohex-2-enone having an ethoxycarbonyl-substituted alkyne has been achieved. This reaction proceeds via enolization and an intramolecular Alder-Rickert reaction.
Yasuyuki Muto et al.
Bioscience, biotechnology, and biochemistry, 76(11), 2162-2164 (2012-11-08)
Biotin is one of the most useful tags in (bio)analytical science due to its specific interaction with avidin, but is not easy to convert because of its low solubility in most solvents. Friedel-Crafts acylation of biotin acid chloride in triflic
B V Subba Reddy et al.
Organic letters, 15(3), 464-467 (2013-01-18)
A novel method has been devised for the synthesis of 2,4,5-trisubstituted pyrrole derivatives through the coupling of α-diazoketones with β-enaminoketones and esters using 10 mol % of Cu(OTf)(2). A wide range of 2,3-disubstituted indole derivatives were also prepared from α-diazoketones

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