402885

p-Toluenesulfonic acid monohydrate

ACS reagent, ≥98.5%

• Synonym(s): 4-Methylbenzenesulfonic acid monohydrate, 4-Toluenesulfonic acid monohydrate, PTSA monohydrate, TsOH monohydrate
• Linear Formula: CH₃C₆H₄SO₃H · H₂O
• CAS Number: 6192-52-5
• Molecular Weight: 190.22
• Beilstein/REAXYS Number: 3568023
• EC Number: 203-180-0
• MDL number: MFCD00142137
• UNSPSC Code: 12352100
• PubChem Substance ID: 24865132
• NACRES: NA.21

Properties

• grade: ACS reagent
• Quality Level: 200
• vapor density: 5.9 (vs air)
• assay: ≥98.5%
• form: solid
• clarity of soln: passes test
• impurities: 9.5-11.5% water
• ign. residue: ≤0.1%
• mp: 103-106 °C (lit.)
• solubility: H₂O: 10g + 50 mL, clear, colorless
• anion traces: sulfate (SO₄^2-): ≤0.3%
• cation traces: Fe: ≤0.01%; Na: ≤0.002%; heavy metals (as Pb): ≤0.001%
• 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
• InChI key: KJIFKLIQANRMOU-UHFFFAOYSA-N

Description

General description

p-Toluenesulfonic acid monohydrate, an oxonium salt, is an inexpensive and easy to handle organic catalyst used in organic synthesis. The study of its crystalline structure shows that it is monoclinic with P2₁/c space group. Its solubility in aqueous sulfuric acid solutions has been studied.

Application

p-Toluenesulfonic acid monohydrate (p-TsOH·H₂O) may be used as a catalyst in the synthesis of the following:

• Unsymmetrical benzils.
• Highly substituted piperidines.
• 1,3,5-Trisubstituted benzenes by trimerization of alkynes.
• Triazoloquinazolinone and benzimidazoquinazolinone derivatives.
• 1,3,5-Trisubstituted pyrazoles derivatives.
• Selenated ketene dithioacetals.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Faceshields, Gloves