N-Vinylphthalimide

The N-Vinylphthalimide, with the CAS registry number 3485-84-5, is also known as 2-Vinylisoindoline-1,3-dione. It belongs to the product categories of N-Substituted Maleimides, Succinimides & Phthalimides; N-Substituted Phthalimides; Fused Ring Systems; High Refractive Index Monomers Polymer Science; Monomers; Photonic and Optical Materials; Vinyl Halides, Amines, Amides, and Other Vinyl Monomers; Waveguide Materials. Its EINECS number is 222-473-4. This chemical's molecular formula is C₁₀H₇NO₂ and molecular weight is 173.17. What's more, its systematic name is 2-ethenylisoindole-1,3-dione. It is stable at common pressure and temperature, and it should be sealed and stored in a cool, ventilated and dry place. What's more, it should be protected from light.

Physical properties of N-Vinylphthalimide are: (1)ACD/LogP: 1.15; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.15; (4)ACD/BCF (pH 5.5): 4.39; (5)ACD/KOC (pH 5.5): 100.42; (6)#H bond acceptors: 3; (7)#H bond donors: 0; (8)#Freely Rotating Bonds: 1; (9)Polar Surface Area: 37.38 Å²; (10)Index of Refraction: 1.713; (11)Molar Refractivity: 48.42 cm³; (12)Molar Volume: 123.4 cm³; (13)Surface Tension: 71 dyne/cm; (14)Density: 1.402 g/cm³; (15)Flash Point: 140.5 °C; (16)Enthalpy of Vaporization: 54.5 kJ/mol; (17)Boiling Point: 304.6 °C at 760 mmHg; (18)Vapour Pressure: 0.000866 mmHg at 25°C.

Preparation: this chemical can be prepared by N-(2-bromo-ethyl)-phthalimide at the temperature of 25 °C. This reaction will need reagent P(CH₃NCH₂CH₂)₃N and solvent acetonitrile with the reaction time of 5 min. The yield is about 85%.

Uses of N-Vinylphthalimide: it can be used to produce N-trans-cinnamyl-phthalimide at the temperature of 110 °C. It will need reagent n-Bu₃N with the reaction time of 10 hours. This reaction will also need catalyst Pd(OAc)₂. The yield is about 65%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C=CN1C(=O)C2=CC=CC=C2C1=O
(2)InChI: InChI=1S/C10H7NO2/c1-2-11-9(12)7-5-3-4-6-8(7)10(11)13/h2-6H,1H2
(3)InChIKey: IGDLZDCWMRPMGL-UHFFFAOYSA-N