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791571

Sigma-Aldrich

Isopropyl p-toluenesulfonate

97%

Synonym(s):

Isopropyl p-tosylate

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About This Item

Empirical Formula (Hill Notation):
C10H14O3S
CAS Number:
Molecular Weight:
214.28
EC Number:
MDL number:
UNSPSC Code:
12352100
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.503

density

1.142 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[S](=O)(=O)(Oc1ccc(cc1)C)C(C)C

InChI

1S/C10H14O3S/c1-8(2)14(11,12)13-10-6-4-9(3)5-7-10/h4-8H,1-3H3

InChI key

MUTOLSSCMLECRU-UHFFFAOYSA-N

Application

Isopropyl p-toluenesulfonate can be used as a reactant:
  • For the alkylation of amines in the presence of triethylamine.
  • For the O-alkylation of cyclic thiohydroxamic acids in the presence of tetrabutylammonium hydroxide.
  • To synthesize 3-methyl-2-phenyl-1-butanol by reacting with styrene in the presence of bromo(2-cyclohexylethyl)magnesium and zirconocene dichloride.
Isopropyl p-toluenesulfonate can be used:
  • as a thermal acid generator that synthesizes inherently stretchable p-conjugated polymer
  • as a catalyst for the deprotection of PBHEMA [Poly(2-(tert-butoxycarbonyloxy)ethyl methacrylate)] on heating

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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