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N-(3-HYDROXYPROPYL)PHTHALIMIDE

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N-(3-HYDROXYPROPYL)PHTHALIMIDE Basic information
Product Name:N-(3-HYDROXYPROPYL)PHTHALIMIDE
Synonyms:3-PHTHALIMIDO-1-PROPANOL;AURORA 4786;N-(3-HYDROXYPROPYL)PHTHALIMIDE;2-(3-hydroxypropyl)-2,3-dihydro-1H-isoindole-1,3-dione;2-(3-Hydroxypropyl)-1H-isoindole-1,3(2H)-dione;2-(3-Hydroxypropyl)-2H-isoindole-1,3-dione;N-(3-Hydroxypropyl)phthalimide,99%;1H-Isoindole-1,3(2H)-dione, 2-(3-hydroxypropyl)-
CAS:883-44-3
MF:C11H11NO3
MW:205.21
EINECS:212-931-1
Product Categories:Carbonyl Compounds;Cyclic Imides;Organic Building Blocks
Mol File:883-44-3.mol
N-(3-HYDROXYPROPYL)PHTHALIMIDE Structure
N-(3-HYDROXYPROPYL)PHTHALIMIDE Chemical Properties
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
pka14.88±0.10(Predicted)
form Crystalline Powder
color White
BRN 158489
InChI1S/C11H11NO3/c13-7-3-6-12-10(14)8-4-1-2-5-9(8)11(12)15/h1-2,4-5,13H,3,6-7H2
InChIKeyBSMILTTURCQDGJ-UHFFFAOYSA-N
SMILESOCCCN1C(=O)c2ccccc2C1=O
CAS DataBase Reference883-44-3(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29251900
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
N-(3-HYDROXYPROPYL)PHTHALIMIDE Usage And Synthesis
Chemical PropertiesWhite crystalline powder
UsesN-(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.
DefinitionChEBI: N-(3-Hydroxypropyl)phthalimide is a member of phthalimides.
General DescriptionN-(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
Phthalic anhydride

85-44-9

3-Aminopropanol

156-87-6

N-(3-HYDROXYPROPYL)PHTHALIMIDE

883-44-3

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
Tag:N-(3-HYDROXYPROPYL)PHTHALIMIDE(883-44-3) Related Product Information
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