79790

Phthalimide potassium salt

purum, ≥99.0% (NT)

• Synonym(s): PPI, 1,3-Dihydro-1,3-dioxoisoindole potassium salt, Potassium phthalimide
• Empirical Formula (Hill Notation): C₈H₄KNO₂
• CAS Number: 1074-82-4
• Molecular Weight: 185.22
• Beilstein/REAXYS Number: 3598719
• EC Number: 214-046-6
• MDL number: MFCD00005887
• UNSPSC Code: 12352100
• PubChem Substance ID: 329768624
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 200
• assay: ≥99.0% (NT)
• form: powder
• impurities: ≤0.5% water
• mp: >300 °C (lit.)
• 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

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319
• pcodes: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 346.3 °F - closed cup
• flash_point_c: 174.6 °C - closed cup
• ppe: dust mask type N95 (US), Eyeshields, Gloves