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N-Phenylphthalimide

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Name

N-Phenylphthalimide

EINECS 208-282-9
CAS No. 520-03-6 Density 1.338 g/cm3
PSA 37.38000 LogP 2.55220
Solubility 295 mg/L at 25 °C in water Melting Point 204-207 °C
Formula C14H9NO2 Boiling Point 388.8 °C at 760 mmHg
Molecular Weight 223.231 Flash Point 182.6 °C
Transport Information N/A Appearance white crystalline powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 520-03-6 (N-PHENYLPHTHALIMIDE) Hazard Symbols N/A
Synonyms

Phthalimide,N-phenyl- (6CI,7CI,8CI);2-Phenyl-1,3-isoindolinedione;2-Phenyl-1H-isoindole-1,3(2H)dione;N-Phenylphthalimide;NSC 2769;Phthalanil;

Article Data 299

N-Phenylphthalimide Specification

The IUPAC name of N-Phenylphthalimide is 2-phenylisoindole-1,3-dione. With the CAS registry number 520-03-6, it is also named as 1H-Isoindole-1,3(2H)-dione, 2-phenyl-. The product's categories are Heterocyclic Compounds; Derivatives of Phthalimide; Carbonyl Compounds; Cyclic Imides; Organic Building Blocks. Besides, it is white crystalline powder, which should be stored in a cool, dry, well ventilated warehouse. In addition, its molecular formula is C14H9NO2 and molecular weight is 223.23.

The other characteristics of this product can be summarized as: (1)EINECS: 208-282-9; (2)ACD/LogP: 2.40; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.4; (5)ACD/LogD (pH 7.4): 2.4; (6)ACD/BCF (pH 5.5): 39.26; (7)ACD/BCF (pH 7.4): 39.26; (8)ACD/KOC (pH 5.5): 481.5; (9)ACD/KOC (pH 7.4): 481.5; (10)#H bond acceptors: 3; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 1; (13)Index of Refraction: 1.667; (14)Molar Refractivity: 62.08 cm3; (15)Molar Volume: 166.7 cm3; (16)Surface Tension: 59.3 dyne/cm; (17)Density: 1.338 g/cm3; (18)Flash Point: 182.6 °C; (19)Melting Point: 204-207 °C; (20)Water Solubility: 295 mg/L at 25 °C; (21)Enthalpy of Vaporization: 63.8 kJ/mol; (22)Boiling Point: 388.8 °C at 760 mmHg; (23)Vapour Pressure: 2.99E-06 mmHg at 25 °C.

Preparation of N-Phenylphthalimide: this chemical can be prepared by the reaction of Phthalic anhydride with Aniline.



This reaction will occur by microwave irradiation for 3 min. The yield is 93 %.

Uses of N-Phenylphthalimide: this chemical is the intermediate of Indoprofen. Additionally,  it can be used to get 3-Hydroxy-2-phenyl-2,3-dihydro-isoindol-1-one.



This reaction needs NaBH4, Methanol, Tetrahydrofuran at temperature of 0-5 °C for 2 hours. The yield is 90 %.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C2c1ccccc1C(=O)N2c3ccccc3
(2)InChI: InChI=1/C14H9NO2/c16-13-11-8-4-5-9-12(11)14(17)15(13)10-6-2-1-3-7-10/h1-9H
(3)InChIKey: MFUPLJQNEXUUDW-UHFFFAOYAY

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD intraperitoneal > 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 23, 1953.

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