Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

43088

Sigma-Aldrich

Diphenyliodonium chloride

≥98.0% (AT)

Synonym(s):

DPI, NSC 134275

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(C6H5)2I+Cl-
CAS Number:
Molecular Weight:
316.57
Beilstein/REAXYS Number:
3574977
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98.0% (AT)

reaction suitability

reagent type: oxidant

mp

233-235 °C (subl.) (lit.)

SMILES string

[Cl-].[I+](c1ccccc1)c2ccccc2

InChI

1S/C12H10I.ClH/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;/h1-10H;1H/q+1;/p-1

InChI key

RSJLWBUYLGJOBD-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

Application

Reactant for:
  • Copper-catalyzed cross coupling reactions of purines and diaryliodonium salts
  • Synthesis of acetylenic arylselenides
  • Sonogashira coupling reactions for the preparation of aryl alkynes
  • C-H functionalization for synthesis of (arylmethylene)oxindoles
  • Arylation of anilines
  • Studies on the visible-light photosensitive system-dlourescein yellow-bis(di-Ph iodonium)
  • Investigating the properties of direct and sensitized photolysis of dispersed photoacid generators

Other Notes

Reagent used for electrophilic phenylation, e.g. of malonates and dithiocarboxylates

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Z.-C. Chen et al.
The Journal of Organic Chemistry, 52, 4115-4115 (1987)
The Journal of Organic Chemistry, 4117-4117 (1987)
Synthesis, 723-723 (1988)
Susana Castro et al.
Chemical communications (Cambridge, England), 48(72), 9089-9091 (2012-08-03)
A novel metal-free direct arylation of unbiased arenes with diaryliodonium triflates in a process where the use of solvents and additives is not required has been established.
Tao Ma et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(15), 5589-5595 (2011-04-15)
Generation of reactive oxygen species (ROS) causes cellular oxidative damage and has been implicated in the etiology of Alzheimer's disease (AD). In contrast, multiple lines of evidence indicate that ROS can normally modulate long-term potentiation (LTP), a cellular model for

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