p-Toluenesulfonic acid monohydrate
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Basic information
- CAS
6192-52-5- Standard SMILES
Cc1ccc(S(=O)(=O)O)cc1.O- InChIKey
KJIFKLIQANRMOU-UHFFFAOYSA-N- Molecular formula
- C7H8O3S.H2O
- Average molar mass
- 190.22 g/mol
- Monoisotopic mass
- 190.0299798
Names & identifiers
- Preferred name
- p-Toluenesulfonic acid monohydrate
- IUPAC
- 4-methylbenzenesulfonic acid;hydrate
- English name
- p-Toluenesulfonic acid monohydrate
- Molecular formula
- C7H10O4S
- Molecular weight
- 190.22
Names & synonyms
p-Toluenesulfonic acid monohydrate6192-52-54-methylbenzenesulfonic acid hydrateBenzenesulfonic acid, 4-methyl-, monohydrate4-toluenesulfonic acid monohydrateDTXSID50443163BTO78GAFFDTXCID3024316RefChem:169388612-715-04-Methylbenzenesulfonic acid monohydratep-Toluenesulphonic acid monohydrate
Show more names
PTSATOLUENE-4-SULFONIC ACIDTSOH.H2OPTSA.H2OPTXTOLUENESULFONIC ACID MONOHYDRATETOLUENE-4-SULFONIC ACID MONOHYDRATEPTSA Monohydrate
p-Toluene sulfonic acid monohydrate4-methylbenzene-1-sulfonic acid hydrate4-methylbenzenesulfonic acid;hydratepara-toluenesulfonic acid monohydrateMFCD00142137p-toluenesulfonic acid hydrateC7H10O4S4-methylbenzenesulphonic acid hydrate
Database identifiers
- CAS
6192-52-5- PubChem CID
- 521998
- DTXSID
DTXSID5044316- ChEMBL
CHEMBL3183883- UNII
- 3BTO78GAFF
- EC Number
- 612-715-0、695-067-1、953-847-1
Properties
Computed structural propertiesFilling in
- Topological polar surface area
- 63.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 206
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Benzenesulfonic Acid Derivatives
Melting Point107 °C
Physical DescriptionWhite crystalline solid; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 96 · 96-99 °C(lit.)
- Boiling point
- 140 °C · 140°C 20mm
- Density
- 1 · 1,24 g/cm3
- bulk density
- 510 kg/m3 · 510kg/m3
- vapor density
- 5.9 · 5.9 (vs air)
- refractive index
- 1 · 1,382-1,384
- Flash point
- 180 °C · 180 °C
- storage temp.
- 5 °C · Store at +5°C to +30°C.
- solubility
- 2 O: · H2O: 0.1 g/mL, clear
- form
- Solid
- Colour Index
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H314 (20.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 924 reports by companies from 39 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Hazard information
Regulatory Information
Chemical: Benzenesulfonic acid, 4-methyl-, monohydrate
Toluene-4-sulphonic acid, monohydrate: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazards Summary
Causes skin burns and corneal damage; Causes effects on transaminases in acute inhalation studies of rats; Causes somnolence and effects on food intake in oral lethal-dose studies of rats and mice; [RTECS] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Alfa Aesar MSDS] See p-Toluenesulfonic acid.
Hazard Classes and Categories
Skin Corr. 1C (20.5%)
Skin Irrit. 2 (100%)
Acute Tox. 4 (100%)
Safety & protection
Chemistry & industry
Applications
UsesDerivitizing agent.
Usesp-Toluenesulfonic acid monohydrate is used as a catalyst in the synthesis of resveratrol, in oxane derivatives as an antimalarial agent, as substituted piperidine and unsymmetrical benzyl. It acts as a catalyst in the preparation of 1,3,5-trisubstituted pyrazoles derivatives, selenated ketene dithioacetals, triazoloquinazolinone and benzimidazoquinazolinone derivatives. It also serves as an intermediate in the esterification and in reductive amination reactions.
Usesp-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.
General Descriptionp-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.
Upstream & downstream products
Downstream products
Related reactions
5,668 records
Compound notes
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