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Merck

T35920

p-Toluenesulfonic acid monohydrate

≥98%, solid, ReagentPlus®

Synonym(s):

4-Methylbenzenesulfonic acid monohydrate, 4-Toluenesulfonic acid monohydrate, PTSA monohydrate, TsOH monohydrate

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About This Item

Linear Formula:
CH3C6H4SO3H · H2O
CAS Number:
6192-52-5
Molecular Weight:
190.22
UNSPSC Code:
12352100
PubChem Substance ID:
57654665
NACRES:
NA.21
EC Number:
203-180-0
MDL number:
MFCD00142137
Beilstein/REAXYS Number:
3568023
Assay:
≥98%
Form:
solid

Key Documents

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Product Name

p-Toluenesulfonic acid monohydrate, ReagentPlus®, ≥98%

InChI key

[KJIFKLIQANRMOU-UHFFFAOYSA-N], KJIFKLIQANRMOU-UHFFFAOYSA-N

InChI

[1S/C7H8O3S.H2O/c1-6-2-4-7(5-3-6)11(8,9)10;/h2-5H,1H3,(H,8,9,10);1H2], 1S/C7H8O3S.H2O/c1-6-2-4-7(5-3-6)11(8,9)10;/h2-5H,1H3,(H,8,9,10);1H2

SMILES string

[H]O[H].Cc1ccc(cc1)S(O)(=O)=O

vapor density

5.9 (vs air)

product line

ReagentPlus®

assay

≥98%

form

solid

mp

103-106 °C ((lit.)), 103-106 °C (lit.)

functional group

tosylate

Quality Level

200

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This Item
27815898661.09613
p-Toluenesulfonic acid monohydrate ReagentPlus®, ≥98%

Sigma-Aldrich

T35920

p-Toluenesulfonic acid monohydrate

p-Toluenesulfonic acid monohydrate ≥99% (calc. to H2O free subst.)

Sigma-Aldrich

27815

p-Toluenesulfonic acid monohydrate

p-Toluenesulfonic acid monohydrate analytical standard

Supelco

89866

p-Toluenesulfonic acid monohydrate

Toluene-4-sulfonic acid monohydrate for analysis EMSURE® ACS

Supelco

1.09613

Toluene-4-sulfonic acid monohydrate

assay

≥98%

assay

≥99% (calc. to H2O free subst.)

assay

95.0-105.0% (anhydrous basis, T)

assay

≥99.0% anhydrous basis (acidimetric)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

300

form

solid

form

solid

form

solid

form

crystals

mp

103-106 °C ((lit.)), 103-106 °C (lit.)

mp

-

mp

103-106 °C (lit.)

mp

56 °C (Elimination of water of crystallisation)

vapor density

5.9 (vs air)

vapor density

-

vapor density

5.9 (vs air)

vapor density

-

product line

ReagentPlus®

product line

-

product line

-

product line

EMSURE®

Application

p-toluenesulfonic acid monohydrate may be used as a better alternative to Friedel-Crafts catalysts for the alkylation of the aromatic nucleus with activated alkyl halides, alkenes, or tosylates under mild conditions.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1C - STOT SE 3

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP3149
BCCP3148
BCCP1761
BCCP1762
BCCP1758

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Detailed characterization of p-toluenesulfonic acid monohydrate as a convenient, recoverable, safe, and selective catalyst for alkylation of the aromatic nucleus.
Mahindaratne MPD and Wimalasena K.
The Journal of Organic Chemistry, 63(9), 2858-2866 (1998)
Ljupčo Pejov et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 79(1), 27-34 (2011-03-23)
The 1:1 p-toluenesulfonic acid-water complex, p-toluenesulfonic acid itself and the p-toluenesulfonate anion were studied at HF and B3LYP/6-31+G(d,p) levels of theory. Full geometry optimizations of the aforementioned species reveal non-existence of ionic minima on the explored 1:1 p-toluenesulfonic acid-water complex
Abdullah S Al-Bogami et al.
Ultrasonics sonochemistry, 20(5), 1194-1202 (2013-04-18)
The present paper deal with the multi-component condensation of 8-hydroxy quinoline, aromatic aldehydes, and sulfone derivatives catalyzed by p-toluenesulfonic acid for the synthesis of a series of 4H-pyrano[3,2-h]quinoline derivatives in ethanol under ultrasonic irradiations. We provide a series of quinoline
Chika Taniguchi et al.
International journal of pharmaceutics, 434(1-2), 148-154 (2012-05-31)
This study was undertaken to develop new dipyridamole (DP) formulations with acidic microenvironmental pH-modifiers for improving dissolution and absorption under hypochlorhydric conditions. Dipyridamole granules (DPG) with ten acidic pH-modifiers were prepared with conventional wet granulation, and their manufacturability, stability and
Francis Gosselin et al.
The Journal of organic chemistry, 75(12), 4154-4160 (2010-05-22)
Practical, chromatography-free syntheses of 5-lipoxygenase inhibitor MK-0633 p-toluenesulfonate (1) are described. The first route used an asymmetric zincate addition to ethyl 2,2,2-trifluoropyruvate followed by 1,3,4-oxadiazole formation and reductive amination as key steps. An improved second route features an inexpensive diastereomeric
View All Related Papers

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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