82815
Pyridinium p-toluenesulfonate
puriss., ≥99.0% (T)
Synonym(s):
p-Toluenesulfonic acid pyridine salt, PPTS, Pyridine p-toluenesulfonate
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About This Item
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grade
puriss.
Quality Level
Assay
≥99.0% (T)
form
crystals
mp
117-120 °C
functional group
tosylate
SMILES string
c1ccncc1.Cc2ccc(cc2)S(O)(=O)=O
InChI
1S/C7H8O3S.C5H5N/c1-6-2-4-7(5-3-6)11(8,9)10;1-2-4-6-5-3-1/h2-5H,1H3,(H,8,9,10);1-5H
InChI key
ZDYVRSLAEXCVBX-UHFFFAOYSA-N
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Application
Pyridinium p-toluenesulfonate is a mild and efficient catalyst for the formation and cleavage of acetals. This method has been adapted in the completely symmetric synthesis of tetrahydrolipstatin. It is also capable of selectively cleaving tert-butyldimethylsilyl (TBDMS) ethers in the presence of tert-butyldiphenlysilyl (TBDPS) ethers.
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Journal of the American Chemical Society, 103, 6526-6526 (1981)
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The Journal of Organic Chemistry, 46, 3368-3368 (1981)
Synthetic Communications, 13, 1021-1021 (1983)
Synthesis, 724-724 (1979)
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