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Key Documents

232238

Sigma-Aldrich

Pyridinium p-toluenesulfonate

98%

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
Beilstein:
3764305
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

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

As a co-catalyst with L-proline improved both yield and enantioselectivity of an asymmetric aldol condensation between dioxanones and aldehydes.
Efficient catalyst for the preparation of tetrahydropyranyl ethers (for OH-protection using DHP, cat. no. D106208).

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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Synlett, 2387-2387 (2006)
The Journal of Organic Chemistry, 57, 1722-1722 (1992)
Journal of the American Chemical Society, 114, 5086-5086 (1992)
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