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Sigma-Aldrich

Diphenyliodonium nitrate

Synonym(s):

DPIN

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About This Item

Linear Formula:
(C6H5)2INO3
CAS Number:
722-56-5
Molecular Weight:
343.12
Beilstein:
3922747
EC Number:
211-962-8
MDL number:
MFCD00031704
UNSPSC Code:
12352300
PubChem Substance ID:
24847778
NACRES:
NA.23

mp

150-154 °C (lit.)

λmax

203 nm
226 nm (2nd)

SMILES string

[O-][N+]([O-])=O.[I+](c1ccccc1)c2ccccc2

InChI

1S/C12H10I.NO3/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;2-1(3)4/h1-10H;/q+1;-1

InChI key

CQZCVYWWRJDZBO-UHFFFAOYSA-N

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General description

Diphenyliodonium nitrate (DPIN) is a photoacid generator (PAG) that goes through photolysis reaction which can be used in the lithographic formation of UV reactive polymers. It can also be used in forming a light tuned self-assembled polyelectrolytic structures.

Application

Cationic photoinitiator. Photoacid generator.
DIPN can be used in the photo patterning of UV tuned shape memory hydrogels which can potentially be used in 3D printing.

Pictograms

Flame over circle
GHS03

Signal Word

Danger

Hazard Statements

H272

Hazard Classifications

Ox. Sol. 2

Storage Class Code

5.1B - Oxidizing hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Royal Society of Chemistry Advances, 5(100), 81784-81789 (2015)
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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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