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: 3568023
• EC Number: 203-180-0
• MDL number: MFCD00142137
• UNSPSC Code: 12352100
• PubChem Substance ID: 24865132
• NACRES: NA.21
• grade: ACS reagent

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[1], is an inexpensive and easy to handle organic catalyst used in organic synthesis.[2] The study of its crystalline structure shows that it is monoclinic with P2₁/c space group.[1] Its solubility in aqueous sulfuric acid solutions has been studied.[3]

Application

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

• Unsymmetrical benzils.[4]
• Highly substituted piperidines.[2]
• 1,3,5-Trisubstituted benzenes by trimerization of alkynes.[5]
• Triazoloquinazolinone and benzimidazoquinazolinone derivatives.[6]
• 1,3,5-Trisubstituted pyrazoles derivatives.[7]
• Selenated ketene dithioacetals.[8]

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: 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 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