Chemistry:Potassium phthalimide

Potassium phthalimide

Identifiers
CAS Number	1074-82-4 Y
3D model (JSmol)	Interactive image
ChemSpider	10627162 Y
PubChem CID	3356745
UNII	X6KKA27DIL N
InChI 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 Y Key: FYRHIOVKTDQVFC-UHFFFAOYSA-N Y 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 Key: FYRHIOVKTDQVFC-UHFFFAOYAD Key: FYRHIOVKTDQVFC-UHFFFAOYSA-N 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
SMILES C1=CC=C2C(=C1)C(=O)[N-]C2=O.[K+]
Properties
Chemical formula	C8H4KNO2
Molar mass	185.221 g/mol
Appearance	Light yellow solid
Melting point	> 300 °C (572 °F; 573 K)
Solubility in water	Soluble in water
Hazards
NFPA 704 (fire diamond)	1 2 0
Related compounds
Related compounds	Phthalimide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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Potassium phthalimide is an organic compound with the formula C
6H
4(CO)
2NK. It is the potassium salt of phthalimide, and usually presents as fluffy, very pale yellow crystals. It can be prepared by combining phthalimide and potassium hydroxide.:

This compound is a commercially available reagent used in the Gabriel synthesis of amines. It is a precursor to anthranilic acid, although sodium phthalimide is a more typical precursor.

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Structure

The structure of solid potassium phthalimide has been determined by X-ray crystallography. It is a salt, the K+ centers being bound to oxygen and nitrogen ligands.