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Merck
CN

43088

Diphenyliodonium chloride

≥98.0% (AT)

Synonym(s):

DPI, NSC 134275

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About This Item

Linear Formula:
(C6H5)2I+Cl-
CAS Number:
1483-72-3
Molecular Weight:
316.57
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
57650143
EC Number:
216-049-8
Beilstein/REAXYS Number:
3574977
MDL number:
MFCD00011909
Assay:
≥98.0% (AT)

Key Documents

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InChI key

RSJLWBUYLGJOBD-UHFFFAOYSA-M

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

SMILES string

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

assay

≥98.0% (AT)

reaction suitability

reagent type: oxidant

mp

233-235 °C (subl.) (lit.)

functional group

iodo

Quality Level

200

Related Categories

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
GHS06

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN4005
BCCL7101
BCCJ8743
BCCF7000
BCCB1671

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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)
T Franck et al.
Veterinary immunology and immunopathology, 130(3-4), 243-250 (2009-03-31)
Neutrophil (PMN) contribution to the acute inflammatory processes may lead to an excessive generation of reactive oxygen metabolites species (ROS) and secretion of granule enzymes. We compared the effects of either phorbol myristate acetate (PMA) or N-formyl-methionyl-leucyl-phenylalanine (fMLP) in combination
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.
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