Skip to Content
Merck
All Photos(1)

Key Documents

79790

Sigma-Aldrich

Phthalimide potassium salt

purum, ≥99.0% (NT)

Synonym(s):

PPI, 1,3-Dihydro-1,3-dioxoisoindole potassium salt, Potassium phthalimide

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C8H4KNO2
CAS Number:
Molecular Weight:
185.22
Beilstein:
3598719
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

purum

Quality Level

Assay

≥99.0% (NT)

form

powder

impurities

≤0.5% water

mp

>300 °C (lit.)

functional group

imide

SMILES string

[K]N1C(=O)c2ccccc2C1=O

InChI

1S/C8H5NO2.K/c10-7-5-3-1-2-4-6(5)8(11)9-7;/h1-4H,(H,9,10,11);/q;+1/p-1

InChI key

FYRHIOVKTDQVFC-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Phthalimide potassium salt (PPI) is widely used for the synthesis of primary amines from corresponding alkyl halides, known as Gabriel synthesis. Some of the other applications are:
  • Preparation of phthalimidogold precatalyst for gold catalysis.
  • It can be used in the palladium-catalyzed enantioselective synthesis of α- and β-amino acids.
  • Potassium phthalimide is as an effective organocatalyst for the cyanosilylation of carbonyl compounds to synthesize cyanohydrin trimethylsilyl ethers.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

346.3 °F - closed cup

Flash Point(C)

174.6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

A facile one-pot synthesis of N-substituted phthalimides using a catalytic amount of crown ether.
Soai K, et al.
Bulletin of the Chemical Society of Japan, 55(5), 1671-1672 (1982)
γ?Aminobutyric Acid
DeWitt C C
Organic Syntheses, 4-4 (1943)
One-pot synthesis of core-expanded naphthalene diimides: enabling N-substituent modulation for diverse n-type organic materials.
Hu Y, et al.
Organic Letters, 14(1), 292-295 (2011)
Activation of trimethylsilyl cyanide by potassium phthalimide for facile synthesis of TMS-protected cyanohydrins.
Dekamin MG and Karimi Z.
Journal of Organometallic Chemistry, 694(12), 1789-1794 (2009)
Palladium-catalysed asymmetric allylic substitution: synthesis of α-and β-amino acids.
Bower J F, et al.
Journal of the Chemical Society. Perkin Transactions 1, 9, 1411-1420 (1997)

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