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3-Bromophthalide

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3-Bromophthalide Basic information

Product Name:
3-Bromophthalide
Synonyms:
  • 3-BROMO-1(3H)-ISOBENZOFURANONE
  • 3-BROMOPHTHALIDE
  • 3-bromo-1(3h)-isobenzofuranon
  • 3-Bromophtalide
  • 3-Bromophthalide97%
  • 1(3H)-Isobenzofuranone, 3-bromo-
  • BROMOPHTHALIDE
  • 3-BROMOPHTHALIDE 98+%
CAS:
6940-49-4
MF:
C8H5BrO2
MW:
213.03
EINECS:
230-084-6
Product Categories:
  • Phthalides
  • bc0001
Mol File:
6940-49-4.mol
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3-Bromophthalide Chemical Properties

Melting point:
86°C
Boiling point:
138 °C / 3mmHg
Density 
1.768±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
soluble in Methanol
form 
powder to crystal
color 
White to Light yellow to Light orange
InChIKey
CLMSHAWYULIVFQ-UHFFFAOYSA-N
CAS DataBase Reference
6940-49-4(CAS DataBase Reference)
EPA Substance Registry System
1(3H)-Isobenzofuranone, 3-bromo- (6940-49-4)
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Safety Information

Risk Statements 
38-41
Safety Statements 
26-36/37/39
HS Code 
2932209090
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3-Bromophthalide Usage And Synthesis

Synthesis

3-Bromophthalide is produced by reacting phthalide with N-bromosuccinimide in carbon tetrachloride solution.
Ten grams (0.075 mole) of phthalide (Note 1), 13.3 g. (0.075 mole) of N-bromosuccinimide, and 200 ml. of dry carbon tetrachloride are refluxed for 30 minutes in a 500-ml. flask carrying a reflux condenser equipped with a drying tube containing Drierite. The reaction mixture is exposed to the light of an ordinary 100-watt unfrosted light bulb placed 6–8 in. from the flask. The end of the reaction is indicated by the disappearance of N-bromosuccinimide from the bottom of the flask and accumulation of succinimide at the top of the reaction mixture. The succinimide is removed by filtration and the filtrate concentrated under atmospheric pressure to 15–20 ml. Cooling of this concentrate followed by filtration gives 12–13 g. (75–81%) of crude 3-bromophthalide, m.p. 74–80°. The crude material, when recrystallized from cyclohexane, gives colorless plates, m.p. 78–80°.

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