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'''Potassium phthalimide''' is a chemical compound of formula C<sub>8</sub>H<sub>4</sub>KNO<sub>2</sub>. It is commercially available, and usually presents as fluffy, very pale yellow crystals. It is the potassium salt of [[phthalimide]]. If desired, it may be prepared by adding a hot solution of phthalimide to a solution of [[potassium hydroxide]]; the desired product precipitates.<ref>{{OrgSynth | title = &beta;-Bromoethylphthalimide | collvol = 1 | collvolpages = 119 | prep = cv1p0119 | year = 1941 | author = P. L. Salzberg and J. V. Supniewski}}</ref>
'''Potassium phthalimide''' is a chemical compound of formula C<sub>8</sub>H<sub>4</sub>KNO<sub>2</sub>. It is commercially available, and usually presents as fluffy, very pale yellow crystals. It is the potassium salt of [[phthalimide]]. If desired, it may be prepared by adding a hot solution of phthalimide in ethanol to a solution of [[potassium hydroxide]] in ethanol; the desired product precipitates.<ref>{{OrgSynth | title = &beta;-Bromoethylphthalimide | collvol = 1 | collvolpages = 119 | prep = cv1p0119 | year = 1941 | author = P. L. Salzberg and J. V. Supniewski}}</ref>


This compound is a reagent used in the [[Gabriel synthesis]] of [[amine]]s.
This compound is a reagent used in the [[Gabriel synthesis]] of [[amine]]s.

Revision as of 20:50, 11 November 2018

Potassium phthalimide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.012.770 Edit this at Wikidata
UNII
  • 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 checkY
    Key: FYRHIOVKTDQVFC-UHFFFAOYSA-N checkY
  • 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
  • C1=CC=C2C(=C1)C(=O)[N-]C2=O.[K+]
Properties
C8H4KNO2
Molar mass 185.221 g/mol
Appearance Light yellow solid
Melting point > 300 °C (572 °F; 573 K)
Soluble in water,
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
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 checkY☒N ?)

Potassium phthalimide is a chemical compound of formula C8H4KNO2. It is commercially available, and usually presents as fluffy, very pale yellow crystals. It is the potassium salt of phthalimide. If desired, it may 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 reagent used in the Gabriel synthesis of amines.

References

  1. ^ P. L. Salzberg and J. V. Supniewski (1941). "β-Bromoethylphthalimide". Organic Syntheses; Collected Volumes, vol. 1, p. 119.