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Merck
CN

791571

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
MDL number:
UNSPSC Code:
12352100
EC Number:
218-989-4
NACRES:
NA.22
Assay:
97%
Form:
liquid
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Quality Level

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Design, Synthesis and Antimicrobial Evaluation of Novel Tricyclic Benzoxazine Fluoroquinolones under Conventional and Microwave Methods
Guruswamy B, et al.
Journal of Heterocyclic Chemistry, 52, 532-538 (2015)
J de Armas et al.
Organic letters, 3(13), 2097-2100 (2001-06-22)
[reaction: see structure] The first examples of efficient electrophilic Zr-catalyzed carbomagnesations are disclosed, where in contrast to previous catalytic carbomagnesations the alkyl moiety of the electrophile is transferred (vs that of the Grignard reagent). The identity of the Grignard reagent
Satsuki Chikura et al.
Mutation research, 811, 110-116 (2016-12-10)
As part of a collaborative study in the Mammalian Mutagenicity Study group of the Japanese Environmental Mutagen Society, we evaluated the in vivo mutagenicity of isopropyl p-toluenesulfonate (IPTS) using a peripheral blood Pig-a assay in rats. Pig-a mutant frequency (MF)



Global Trade Item Number

SKUGTIN
791571-1G04061832949918