The IUPAC name of N-(Bromomethyl)phthalimide is 2-(bromomethyl)isoindole-1,3-dione. With the CAS registry number 5332-26-3, it is also named as Phthalimide, N-(bromomethyl)-. The product's categories are N-Substituted Maleimides, Succinimides & Phthalimides; N-Substituted Phthalimides. Besides, it is white powder, which should be sealed in a dark, cool and dry place. In addition, its molecular formula is C₉H₆BrNO₂ and molecular weight is 240.05.

The other characteristics of this product can be summarized as: (1)EINECS: 226-239-2; (2)ACD/LogP: 2.25; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.25; (5)ACD/LogD (pH 7.4): 2.25; (6)ACD/BCF (pH 5.5): 30.36; (7)ACD/BCF (pH 7.4): 30.36; (8)ACD/KOC (pH 5.5): 400.59; (9)ACD/KOC (pH 7.4): 400.59; (10)#H bond acceptors: 3; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 1; (13)Index of Refraction: 1.652; (14)Molar Refractivity: 50.06 cm³; (15)Molar Volume: 136.8 cm³; (16)Surface Tension: 60.7 dyne/cm; (17)Density: 1.754 g/cm³; (18)Flash Point: 146.7 °C; (19)Melting Point: 152-155 °C; (20)Enthalpy of Vaporization: 56.05 kJ/mol; (21)Boiling Point: 318.9 °C at 760 mmHg; (22)Vapour Pressure: 0.00035 mmHg at 25 °C.

Preparation of N-(Bromomethyl)phthalimide: this chemical can be prepared by N-Hydroxymethyl phthalimide.



This reaction needs chloroform and HBr. The yield is 91.5%.

Uses of N-(Bromomethyl)phthalimide: this chemical is used as an intermediate of pesticide and pharmaceutical. Moreover, it can react with N-bromo-succinimide to get 2-(2,5-dioxo-pyrrolidin-1-ylmethyl)-isoindole-1,3-dione.



This reaction needs nitrobenzene at temperature of 80 °C for 10 min. The yield is 96 %.

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 contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CBr
(2)InChI: InChI=1S/C9H6BrNO2/c10-5-11-8(12)6-3-1-2-4-7(6)9(11)13/h1-4H,5H2
(3)InChIKey: UUSLLECLCKTJQF-UHFFFAOYSA-N