Skip to Content
MilliporeSigma
All Photos(1)

Documents

425583

Sigma-Aldrich

p-Tolyl trifluoromethanesulfonate

97%

Synonym(s):

p-Tolyl triflate

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CF3SO3C6H4CH3
CAS Number:
29540-83-8
Molecular Weight:
240.20
MDL number:
MFCD00192507
UNSPSC Code:
12352100
PubChem Substance ID:
24866645

assay

97%

refractive index

n20/D 1.441 (lit.)

bp

115 °C/50 mmHg (lit.)

density

1.342 g/mL at 25 °C (lit.)

SMILES string

Cc1ccc(OS(=O)(=O)C(F)(F)F)cc1

InChI

1S/C8H7F3O3S/c1-6-2-4-7(5-3-6)14-15(12,13)8(9,10)11/h2-5H,1H3

InChI key

XXSBXVHIYGQWDV-UHFFFAOYSA-N

General description

p-Tolyl trifluoromethanesulfonate (p-tolyl triflate) is an aryl triflate.

Application

p-Tolyl trifluoromethanesulfonate (p-tolyl triflate) may be used in the asymmetric α-arylation of ketones and arylation of pyridine N-oxide.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 2 - Skin Corr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

192.2 °F - closed cup

flash_point_c

89 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Xuebin Liao et al.
Journal of the American Chemical Society, 130(1), 195-200 (2007-12-14)
The asymmetric alpha-arylation of ketones with aryl triflates is described, and the use of this electrophile with nickel and palladium catalysts containing a segphos derivative increases substantially the scope of highly enantioselective arylations of ketone enolates. The combination of aryl
Direct arylation of azine N-oxides with aryl triflates.
Schipper DJ, et al.
Tetrahedron, 65(26), 4977-4983 (2009)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service