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103063

Sigma-Aldrich

N-(3-Hydroxypropyl)phthalimide

95%

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About This Item

Empirical Formula (Hill Notation):
C11H11NO3
CAS Number:
Molecular Weight:
205.21
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

solid

mp

74-76 °C (lit.)

functional group

hydroxyl
imide

SMILES string

OCCCN1C(=O)c2ccccc2C1=O

InChI

1S/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

InChI key

BSMILTTURCQDGJ-UHFFFAOYSA-N

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.

Application

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Rapid and clean synthesis of phthalimide derivatives in high-temperature, high-pressure H2O/EtOH mixtures.
Fraga-Dubreuil J, et al.
Green Chemistry, 9(10), 1067-1072 (2007)
Improvement of accuracy in flow immunosensor system by introduction of poly-2-[3-(methacryloylamino) propylammonio] ethyl 3-aminopropyl phosphate.
Fuchiwaki Y, et al.
Journal of Sensors null
Anna W Pierwocha et al.
Carbohydrate research, 343(15), 2680-2686 (2008-09-02)
We report a simple, efficient, and mild method for the synthesis of omega-aminoalkyl 2-deoxy-d-arabino/lyxo-hexopyranoside and 2,3-dideoxy-alpha-d-erythro-hexopyranoside. The total synthesis is accomplished in two sequential reactions. The first step consists of an addition reaction of N-(omega-hydroxyalkyl)phthalimide and N-(omega-hydroxyalkyl)succinimide to peracetylated d-glycals

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