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T35920

Sigma-Aldrich

p-Toluenesulfonic acid monohydrate

ReagentPlus®, ≥98%

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
Beilstein:
3568023
EC Number:
203-180-0
MDL number:
MFCD00142137
UNSPSC Code:
12352100
PubChem Substance ID:
57654665
NACRES:
NA.21
Pricing and availability is not currently available.

grade

reagent

Quality Level

200

vapor density

5.9 (vs air)
5.9 (vs air)

product line

ReagentPlus®

Assay

≥98%

form

solid

mp

103-106 °C ((lit.))
103-106 °C (lit.)

functional group

tosylate

SMILES string

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

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

InChI key

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

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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.[1]

Legal Information

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

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H290,H314,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9497
BCCM7190
BCCM7189
BCCM3636
BCCM3634

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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)
G Shanmugam et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 95, 177-183 (2012-05-29)
Bulk crystals of newly identified organic nonlinear optical material 4-methylanilinium p-toluenesulfonate (PMPT) were grown by slow evaporation solution growth method using ethanol as a solvent. It crystallizes in monoclinic system with a noncentrosymmetric space group P2(1). The formation of the
Hans H Adomat et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 902, 84-95 (2012-07-24)
Androgens are key mediators of prostate development and function, a role that extends to the development of prostate diseases such as benign prostatic hyperplasia (BPH) and prostate cancer. In prostate, DHT is the major androgen and reduction and glucuronidation are
Mild C-H halogenation of anilides and the isolation of an unusual palladium(I)-palladium(II) species.
Robin B Bedford et al.
Angewandte Chemie (International ed. in English), 50(24), 5524-5527 (2011-05-14)
Pei Liu et al.
Organic & biomolecular chemistry, 10(24), 4696-4698 (2012-05-18)
A convenient one-pot Mannich-type-cyclization-oxidation tandem process has been developed for the synthesis of 1,3,5-trisubstituted pyrazoles derivatives from aldehydes, hydrazines and alkynes using p-toluenesulfonic acid monohydrate (PTSA) as a multifunctional catalyst. This method provides a flexible and rapid route to 1,3,5-trisubstituted
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Questions

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  1. 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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  2. 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/449/386/product-dating-information-mk.pdf

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