3-Bromophthalide

The 1(3H)-Isobenzofuranone,3-bromo- with CAS registry number of 6940-49-4 is also known as Phthalidyl bromide. The IUPAC name is 3-Bromo-3H-2-benzofuran-1-one. It belongs to product categories of Phthalides . Its EINECS registry number is 230-084-6. In addition, the formula is C₈H₅BrO₂ and the molecular weight is 213.03. This chemical is a light yellow solid.

Physical properties about 1(3H)-Isobenzofuranone,3-bromo- are: (1)ACD/LogP: 1.43; (2)ACD/LogD (pH 5.5): 1.43; (3)ACD/LogD (pH 7.4): 1.43; (4)ACD/BCF (pH 5.5): 7.16; (5)ACD/BCF (pH 7.4): 7.16; (6)ACD/KOC (pH 5.5): 142.47; (7)ACD/KOC (pH 7.4): 142.47; (8)#H bond acceptors: 2; (9)Index of Refraction: 1.639; (10)Molar Refractivity: 43.33 cm³; (11)Molar Volume: 120.4 cm³; (12)Surface Tension: 55.5 dyne/cm; (13)Density: 1.768 g/cm³; (14)Flash Point: 139.4 °C; (15)Enthalpy of Vaporization: 54.74 kJ/mol; (16)Boiling Point: 306.9 °C at 760 mmHg; (17)Vapour Pressure: 0.000751 mmHg at 25 °C.

Preparation of 1(3H)-Isobenzofuranone,3-bromo-. Firstly, add phthalide to the reactor and the reaction is heated to melt. Then pass into bromine under stirring at the temperature of 135-145 °C. Secondly, the reaction mixture is stirred for 30 minutes, then cooled to 70 °C and passed into carbon dioxide. At last, add carbon tetrachloride and appropriate amount of activated carbon to reaction mixture under stirring. Then the mixture is filtrated, cooled and dried to obtain the product. The yield is about 80%.

Uses of 1(3H)-Isobenzofuranone,3-bromo-: it is used as intermediate of phthalocyanine ampicillin penicillin and pizotifen. It is used to produce 3-morpholin-4-yl-3H-isobenzofuran-1-one by reaction with morpholine. The reaction occurs with reagent triethylamine and solvent toluene at the temperature of 60-70 °C for 12 hours. The yield is about 43%.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to skin and has risk of serious damage to eyes. During using it, wear suitable protective clothing, gloves and eye/face protection. 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. Canonical SMILES: C1=CC=C2C(=C1)C(OC2=O)Br
2. InChI: InChI=1S/C8H5BrO2/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4,7H
3. InChIKey: CLMSHAWYULIVFQ-UHFFFAOYSA-N