| Identification | More | [Name]
N-(3-HYDROXYPROPYL)PHTHALIMIDE | [CAS]
883-44-3 | [Synonyms]
3-PHTHALIMIDO-1-PROPANOL
AURORA 4786
N-(3-HYDROXYPROPYL)PHTHALIMIDE
2-(3-Hydroxypropyl)-1H-isoindole-1,3(2H)-dione
2-(3-Hydroxypropyl)-2H-isoindole-1,3-dione
2-(3-Hydroxypropyl)isoindoline-1,3-dione | [EINECS(EC#)]
212-931-1 | [Molecular Formula]
C11H11NO3 | [MDL Number]
MFCD00023097 | [Molecular Weight]
205.21 | [MOL File]
883-44-3.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline powder | [Melting point ]
74-76 °C (lit.) | [Boiling point ]
376.5±25.0 °C(Predicted) | [density ]
1.331±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Crystalline Powder | [pka]
14.88±0.10(Predicted) | [color ]
White | [BRN ]
158489 | [CAS DataBase Reference]
883-44-3(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
White crystalline powder | [Uses]
N-(3-Hydroxypropyl)phthalimide was used as standard in the synthesis of phthalimide derivatives at high-temperature, high-pressure and H2O/EtOH mixtures as the solvent. It may be used in the synthesis of hydrophilic phosphorylcholine-containing polymer, poly-2-[3-(methacryloylamino)propylammonio] ethyl 3-aminopropyl phosphate. | [Definition]
ChEBI: N-(3-Hydroxypropyl)phthalimide is a member of phthalimides. | [General Description]
N-(3-Hydroxypropyl)phthalimide is ω-Hydroxyalkylphthalimide and is prepared by mixing phthalic anhydride and propanolamine and by heating at 160-180 °C for 4 hours. | [Synthesis]
3-Amino-1-propanol (10.0 g, 133.1 mmol) was dissolved in anhydrous toluene (100 mL). Phthalic anhydride (19.7 g, 133.1 mmol) was added to the solution under argon protection. The reaction mixture was heated with stirring at 125 °C for 6.5 hours. Upon completion of the reaction, it was cooled to room temperature and the solvent was removed by vacuum evaporation to afford the white powdery product 2-(3-hydroxypropyl)isodihydroindole-1,3-dione (31.7 g, quantitative yield), which could be used in subsequent steps without further purification. | [References]
[1] Beilstein Journal of Organic Chemistry, 2017, vol. 13, p. 644 - 647
[2] Organic and Biomolecular Chemistry, 2014, vol. 12, # 32, p. 6094 - 6104
[3] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 16, p. 5903 - 5914
[4] Chemistry - A European Journal, 2014, vol. 20, # 44, p. 14256 - 14260
[5] Chemical Papers, 2017, vol. 71, # 11, p. 2293 - 2299 |
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