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N-Isopropylphthalimide

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Name

N-Isopropylphthalimide

EINECS 206-150-5
CAS No. 304-17-6 Density 1.223 g/cm3
PSA 37.38000 LogP 1.62890
Solubility N/A Melting Point 82-84 °C
Formula C11H11NO2 Boiling Point 287.2 °C at 760 mmHg
Molecular Weight 189.214 Flash Point 121.1 °C
Transport Information N/A Appearance slight yellow liquid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 304-17-6 (N-Isopropylphthalimide) Hazard Symbols N/A
Synonyms

Phthalimide,N-isopropyl- (6CI,7CI,8CI);NSC 406141;

Article Data 34

N-Isopropylphthalimide Specification

The IUPAC name of N-Isopropylphthalimide is 2-propan-2-ylisoindole-1,3-dione. With the CAS registry number 304-17-6, it is also named as Isopropyl phthalimide. The product's category is Derivatives of Phthalimide. Besides, it is slight yellow liquid. In addition, its molecular formula is C11H11NO2 and molecular weight is 189.22.

The other characteristics of N-Isopropylphthalimide can be summarized as: (1)EINECS: 206-150-5; (2)ACD/LogP: 2.44; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.43; (5)ACD/LogD (pH 7.4): 2.43; (6)ACD/BCF (pH 5.5): 41.72; (7)ACD/BCF (pH 7.4): 41.72; (8)ACD/KOC (pH 5.5): 502.84; (9)ACD/KOC (pH 7.4): 502.84; (10)#H bond acceptors: 3; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 1; (13)Index of Refraction: 1.58; (14)Molar Refractivity: 51.5 cm3; (15)Molar Volume: 154.6 cm3; (16)Surface Tension: 48 dyne/cm; (17)Density: 1.223 g/cm3; (18)Flash Point: 121.1 °C; (19)Melting Point: 82-84 °C; (20)Enthalpy of Vaporization: 52.63 kJ/mol; (21)Boiling Point: 287.2 °C at 760 mmHg; (22)Vapour Pressure: 0.00253 mmHg at 25 °C.

Preparation of this chemical: this chemical can be prepared by the reaction of N-Hydroxy-phthalimide with Isopropylamine.



This reaction needs Ethanol for 4 hours. The yield is 79 %.

Uses of this chemical: it can react with Prop-2-ynyl-magnesium bromide to get 3-Hydroxy-2-isopropyl-3-prop-2-ynyl-2,3-dihydro-isoindol-1-one.



This reaction needs Tetrahydrofuran and Diethyl ether at temperature of 0 °C for 5 min. The yield is 94 %.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: CC(C)N1C(=O)C2=CC=CC=C2C1=O
(2)InChI: InChI=1S/C11H11NO2/c1-7(2)12-10(13)8-5-3-4-6-9(8)11(12)14/h3-7H,1-2H3
(3)InChIKey: VPLDXHDOGVIETL-UHFFFAOYSA-N 

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 3500mg/kg (3500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Farmaco, Edizione Scientifica. Vol. 20, Pg. 3, 1965.
rat LDLo oral 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 27, 1953.

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