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Merck
CN

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

Empirical Formula (Hill Notation):
C12H13NO3S
CAS Number:
Molecular Weight:
251.30
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
EC Number:
246-002-7
Beilstein/REAXYS Number:
3764305
MDL number:
Assay:
≥99.0% (T)
Form:
crystals
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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

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.


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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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R.S. Bhide et al.
Tetrahedron Letters, 27, 671-671 (1986)
L.A. Paquette et al.
The Journal of Organic Chemistry, 46, 3368-3368 (1981)
Pyridinium p-toluenesulfonate. A mild and efficient catalyst for the tetrahydropyranylation of alcohols
N. Miyashita et al.
The Journal of Organic Chemistry, 42, 3773-3773 (1977)



Global Trade Item Number

SKUGTIN
82815-100G04061833381472
82815-25G04061833005262