Potassium Phthalimide

Potassium phthalimide
Identifiers
CAS Number	1074-82-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	10627162 ;
PubChem CID	3356745;
UNII	X6KKA27DIL ;
	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 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 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).
	verify (what is ?)
	Infobox references

Potassium phthalimide is a chemical compound of formula C₈H₄KNO₂. It is the potassium salt of phthalimide, and usually presents as fluffy, very pale yellow crystals. It can be prepared by adding a hot solution of phthalimide in ethanol to a solution of potassium hydroxide in ethanol; the desired product precipitates.^[1]

This compound is a commercially available reagent used in the Gabriel synthesis of amines.

Gabriel Synthesis Scheme.png

References

↑ P. L. Salzberg and J. V. Supniewski (1941). "β-Bromoethylphthalimide". Organic Syntheses. http://www.orgsyn.org/demo.aspx?prep=cv1p0119. ; Collective Volume, 1, pp. 119

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[1] P. L. Salzberg and J. V. Supniewski (1941). "β-Bromoethylphthalimide". Organic Syntheses. http://www.orgsyn.org/demo.aspx?prep=cv1p0119. ; Collective Volume, 1, pp. 119

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).
N verify (what is ^YN ?)
Infobox references