N-(2-CHLOROETHYL)PHTHALIMIDE

The 1H-Isoindole-1, 3(2H)-dione, 2-(2-chloroethyl)-, with the CAS registry number of 6270-06-0, is also known as 2-(2-Chloroethyl)-1H-isoindole-1, 3(2H)-dione. It belongs to the product categories of Carbonyl Compounds; Cyclic Imides; Organic Building Blocks. This chemical's molecular formula is C₁₀H₈ClNO₂ and molecular weight is 209.63. What's more, its IUPAC name is 2-(2-Chloroethyl)isoindole-1, 3-dione. In addition, it should be stored in dry, cool, airtight place. Ensure there has good ventilation. Meanwhile, it should avoid contact with oxidant, otherwise it would decompose.

Physical properties about 1H-Isoindole-1, 3(2H)-dione, 2-(2-chloroethyl)- are: (1)ACD/LogP: 2.16; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 37.38 Å²; (7)Index of Refraction: 1.599; (8)Molar Refractivity: 51.81 cm³; (9)Molar Volume: 151.5 cm³; (10)Polarizability: 20.54×10^-24 cm³; (11)Surface Tension: 52.6 dyne/cm; (12)Density: 1.383 g/cm³; (13)Flash Point: 152.3 °C; (14)Enthalpy of Vaporization: 57.06 kJ/mol; (15)Boiling Point: 328.2 °C at 760 mmHg; (16)Melting Point: 82-84 °C(lit. ); (17)Vapour Pressure: 0.000192 mmHg at 25 °C.

Preparation: this chemical is prepared by reaction of 2-Chloro-ethylamine with Phthalic acid anhydride at microwave irradiation. The reaction time is 15 seconds. The yield is about 77 %.

Uses: it is used to produce other chemicals. For example, it is used to produce N-Phenethyl-phthalimide.This reaction needs reagent IMes.HCl and catalyst Pd(OAc)₂. Meanwhile, it needs solvents Tetrahydrofuran and 1-Methyl-pyrrolidin-2-one. Other condition of this reaction is reaction time of 1 hour at 20 °C. The yield is about 45 %.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. In addition, this chemical may cause inflammation to the skin or other mucous membranes. During using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C2c1ccccc1C(=O)N2CCCl
(2) InChI: InChI=1/C10H8ClNO2/c11-5-6-12-9(13)7-3-1-2-4-8(7)10(12)14/h1-4H,5-6H2
(3) InChIKey: ZPHGARLYQHMNTB-UHFFFAOYAU