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402885

Sigma-Aldrich

acido p-toluenesolfonico

ACS reagent, ≥98.5%

Sinonimo/i:

4-Methylbenzenesulfonic acid monohydrate, 4-Toluenesulfonic acid monohydrate, PTSA monohydrate, TsOH monohydrate

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About This Item

Formula condensata:
CH3C6H4SO3H · H2O
Numero CAS:
Peso molecolare:
190.22
Beilstein:
3568023
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.21

Grado

ACS reagent

Livello qualitativo

Densità del vapore

5.9 (vs air)

Saggio

≥98.5%

Forma fisica

solid

Limpidezza della soluzione

passes test

Impurezze

9.5-11.5% water

Residuo alla calcinazione

≤0.1%

Punto di fusione

103-106 °C (lit.)

Solubilità

H2O: 10g + 50 mL, clear, colorless

Anioni in tracce

sulfate (SO42-): ≤0.3%

Cationi in tracce

Fe: ≤0.01%
Na: ≤0.002%
heavy metals (as Pb): ≤0.001%

Stringa SMILE

[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
KJIFKLIQANRMOU-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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.

Applicazioni

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.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Catalytic systems containing p-toluenesulfonic acid monohydrate catalyzed the synthesis of triazoloquinazolinone and benzimidazoquinazolinone derivatives.
Mousavi MR and Maghsoodlou MT.
Monatshefte fur Chemie / Chemical Monthly, 145(12), 1967-1973 (2014)
Solubilities of p-Toluenesulfonic Acid Monohydrate and Sodium p-Toluenesulfonate in Aqueous Sulfuric Acid Solutions and Its Application for Preparing Sodium p-Toluenesulfonate.
Zhao W, et al.
Industrial & Engineering Chemistry Research, 52(51), 18466-18471 (2013)
One-pot synthesis of unsymmetrical benzils from aryl methyl ketones and arenes in the presence of selenous acid catalysed by p-toluenesulfonic acid monohydrate.
Kharkongor I, et al.
Tetrahedron Letters, 53(23), 2837-2841 (2012)
An efficient approach to the cyclotrimerisation of alkynes: solvent-free synthesis of 1, 3, 5-trisubstituted benzenes using p-toluenesulfonic acid monohydrate.
Gao Q, et al.
ARKIVOC (Gainesville, FL, United States), 3, 49-60 (2013)
Br?nsted acid-catalyzed phenylselenenylation of internal olefins.
Wu P, et al.
Tetrahedron Letters, 56(19), 2488-2491 (2015)

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