p-Toluenesulfonic acid monohydrate

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MedKoo CAT#: 111508

CAS#: 6192-52-5

Description: p-Toluenesulfonic acid (PTSA), or tosylic acid (TsOH), is a solid, strong, organic acid.

Chemical Structure

p-Toluenesulfonic acid monohydrate
CAS# 6192-52-5

Theoretical Analysis

MedKoo Cat#: 111508
Name: p-Toluenesulfonic acid monohydrate
CAS#: 6192-52-5
Chemical Formula: C7H10O4S
Exact Mass: 0.00
Molecular Weight: 190.210
Elemental Analysis: C, 44.20; H, 5.30; O, 33.64; S, 16.85

Price and Availability

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25g USD 250 2 Weeks
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Synonym: AI3-26478; AI326478; AI3 26478; Cyzac 4040; Eltesol; HSDB 2026; HSDB2026; HSDB-2026; Nacure 1040; NSC 167068; NSC167068; NSC-167068; Tosic acid; TSA-HP; TSA-MH; tosylic acid; TsOH;

IUPAC/Chemical Name: 4-methylbenzenesulfonic acid monohydrate


InChi Code: InChI=1S/C7H8O3S.H2O/c1-6-2-4-7(5-3-6)11(8,9)10;/h2-5H,1H3,(H,8,9,10);1H2

SMILES Code: CC1=CC=C(S(=O)(O)=O)C=C1.[H]O[H]

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 190.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Gao G, Zhao Q, Yang C, Jiang T. p-Toluenesulfonic acid functionalized imidazole ionic liquids encapsulated into bismuth SBA-16 as high-efficiency catalysts for Friedel-Crafts acylation reaction. Dalton Trans. 2021 May 4;50(17):5871-5882. doi: 10.1039/d1dt00355k. PMID: 33949506.

2: Sajid M, Rizwan Dilshad M, Saif Ur Rehman M, Liu D, Zhao X. Catalytic Conversion of Xylose to Furfural by p-Toluenesulfonic Acid (pTSA) and Chlorides: Process Optimization and Kinetic Modeling. Molecules. 2021 Apr 12;26(8):2208. doi: 10.3390/molecules26082208. PMID: 33921241; PMCID: PMC8070381.

3: Gutiérrez-Hernández A, Richaud A, Chacón-García L, Cortés-García CJ, Méndez F, Contreras-Celedón CA. Deep Eutectic Solvent Choline Chloride/p-toluenesulfonic Acid and Water Favor the Enthalpy-Driven Binding of Arylamines to Maleimide in Aza-Michael Addition. J Org Chem. 2021 Jan 1;86(1):223-234. doi: 10.1021/acs.joc.0c02039. Epub 2020 Nov 24. PMID: 33232142.

4: Kamarudin AF, Hizaddin HF, El-Blidi L, Ali E, Hashim MA, Hadj-Kali MK. Performance of p-Toluenesulfonic Acid-Based Deep Eutectic Solvent in Denitrogenation: Computational Screening and Experimental Validation. Molecules. 2020 Nov 3;25(21):5093. doi: 10.3390/molecules25215093. PMID: 33152997; PMCID: PMC7662348.

5: Chen H, Jiang B, Wu W, Jin Y. Comparison of enzymatic saccharification and lignin structure of masson pine and poplar pretreated by p-Toluenesulfonic acid. Int J Biol Macromol. 2020 May 15;151:861-869. doi: 10.1016/j.ijbiomac.2020.02.242. Epub 2020 Feb 22. PMID: 32097741.

6: Cao SL, Gu WM, Ou-Yang WD, Chen DC, Yang BY, Lai LH, Wu YD, Liu YJ, Zhu J, Chen WJ, Gai ZQ, Hou XD, Ma YZ, An YX. Preparation, characterization and application of rod-like chitin nanocrystal by using p-toluenesulfonic acid/choline chloride deep eutectic solvent as a hydrolytic media. Carbohydr Polym. 2019 Jun 1;213:304-310. doi: 10.1016/j.carbpol.2019.02.092. Epub 2019 Feb 27. PMID: 30879673.

7: Tang SZ , Bian HL , Zhan ZS , Chen ME , Lv JW , Xie S , Zhang FM . p-Toluenesulfonic acid catalysed fluorination of α-branched ketones for the construction of fluorinated quaternary carbon centres. Chem Commun (Camb). 2018 Oct 30;54(87):12377-12380. doi: 10.1039/c8cc06643d. PMID: 30328417.

8: Liu W, Wang F. p-Toluenesulfonic Acid-based Deep Eutectic Solvent as Transesterification Catalyst for Biodiesel Production. J Oleo Sci. 2018 Sep 1;67(9):1163-1169. doi: 10.5650/jos.ess18018. Epub 2018 Aug 14. PMID: 30111675.

9: Bian H, Gao Y, Yang Y, Fang G, Dai H. Improving cellulose nanofibrillation of waste wheat straw using the combined methods of prewashing, p-toluenesulfonic acid hydrolysis, disk grinding, and endoglucanase post-treatment. Bioresour Technol. 2018 May;256:321-327. doi: 10.1016/j.biortech.2018.02.038. Epub 2018 Feb 10. PMID: 29459318.

10: Huang H, Wu Y, Zhang W, Feng C, Wang BQ, Cai WF, Hu P, Zhao KQ, Xiang SK. Copper-Catalyzed Regioselective C-H Sulfonyloxylation of Electron-Rich Arenes with p-Toluenesulfonic Acid and Sulfonyloxylation of Aryl(mesityl)iodonium Sulfonates. J Org Chem. 2017 Mar 17;82(6):3094-3101. doi: 10.1021/acs.joc.7b00081. Epub 2017 Mar 7. PMID: 28230367.

11: Mohan Raj R, Balasubramanian KK, Easwaramoorthy D. Diels-Alder trapping of in situ generated dienes from 3,4-dihydro-2H-pyran with p-quinone catalysed by p-toluenesulfonic acid. Org Biomol Chem. 2017 Feb 1;15(5):1115-1121. doi: 10.1039/c6ob02006b. PMID: 28101551.

12: Tashiro S, Yonezawa H, Kubota R, Umeki T, Shionoya M. Non-covalent immobilisation of p-toluenesulfonic acid in a porous molecular crystal for size- specific acid-catalysed reactions. Chem Commun (Camb). 2016 Jun 8;52(49):7657-60. doi: 10.1039/c6cc02621d. PMID: 27142193.

13: Shinde VV, Jeong YS, Jeong YT. A metal-free tandem C-C/C-O bond formation approach to densely functionalized indolyl 4H-chromenes catalyzed by polystyrene-supported p-toluenesulfonic acid under solvent-free conditions. Mol Divers. 2015 May;19(2):367-83. doi: 10.1007/s11030-015-9579-1. Epub 2015 Mar 24. PMID: 25802172.

14: Qiu YF, Ye YY, Song XR, Zhu XY, Yang F, Song B, Wang J, Hua HL, He YT, Han YP, Liu XY, Liang YM. Convenient and highly efficient routes to 2 H-chromene and 4-chromanone derivatives: iodine-promoted and p-toluenesulfonic acid catalyzed cascade cyclizations of propynols. Chemistry. 2015 Feb 16;21(8):3480-7. doi: 10.1002/chem.201406100. Epub 2015 Jan 14. PMID: 25589448.

15: Miró Sabaté C, Delalu H. Synthesis and characterization of secondary nitrosamines from secondary amines using sodium nitrite and p-toluenesulfonic acid. Chem Asian J. 2015 Mar;10(3):674-8. doi: 10.1002/asia.201403182. Epub 2015 Jan 12. PMID: 25582458.

16: Quan XJ, Ren ZH, Wang YY, Guan ZH. p-Toluenesulfonic acid mediated 1,3-dipolar cycloaddition of nitroolefins with NaN3 for synthesis of 4-aryl- NH-1,2,3-triazoles. Org Lett. 2014 Nov 7;16(21):5728-31. doi: 10.1021/ol5027975. Epub 2014 Oct 24. Erratum in: Org Lett. 2015 Jan 16;17(2):393. PMID: 25343314.

17: Mukherjee S, Singh R, Gopinathan S, Murugan S, Gawali S, Saha B, Biswas J, Lodha S, Kumar A. Solution-processed poly(3,4-ethylenedioxythiophene) thin films as transparent conductors: effect of p-toluenesulfonic acid in dimethyl sulfoxide. ACS Appl Mater Interfaces. 2014 Oct 22;6(20):17792-803. doi: 10.1021/am504150n. Epub 2014 Oct 1. PMID: 25230160.

18: Salimon J, Abdullah BM, Yusop RM, Salih N, Yousif E. Synthesis and optimization ring opening of monoepoxide linoleic acid using p-toluenesulfonic acid. Springerplus. 2013 Sep 2;2:429. doi: 10.1186/2193-1801-2-429. PMID: 24083099; PMCID: PMC3786081.

19: Pejov L, Ristova M, Soptrajanov B. Quantum chemical study of p-toluenesulfonic acid, p-toluenesulfonate anion and the water-p-toluenesulfonic acid complex. Comparison with experimental spectroscopic data. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Jun;79(1):27-34. doi: 10.1016/j.saa.2011.01.007. Epub 2011 Jan 12. PMID: 21420350.