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Phthalimide
Organic Compound / From Wikipedia, the free encyclopedia
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Not to be confused with Thalidomide.
Phthalimide is the organic compound with the formula C6H4(CO)2NH. It is the imide derivative of phthalic anhydride. It is a sublimable white solid that is slightly soluble in water but more so upon addition of base. It is used as a precursor to other organic compounds as a masked source of ammonia.[2]
Quick Facts Names, Identifiers ...
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Names | |
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Preferred IUPAC name
1H-Isoindole-1,3(2H)-dione | |
Other names
1,3-dioxoisoindoline Phthalimidoyl (deprotonated) | |
Identifiers | |
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3D model (JSmol) |
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ChEBI | |
ChEMBL | |
ChemSpider |
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ECHA InfoCard | 100.001.458 ![]() |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties[1] | |
C8H5NO2 | |
Molar mass | 147.133 g·mol−1 |
Appearance | White solid |
Melting point | 238 °C (460 °F; 511 K) |
Boiling point | 336 °C (637 °F; 609 K) sublimes |
<0.1 g/100 ml (19.5 °C) | |
Acidity (pKa) | 8.3 |
Basicity (pKb) | 5.7 |
−78.4×10−6 cm3/mol | |
Related compounds | |
Related Amides |
Maleimide |
Related compounds |
Phthalic anhydride |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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