1,2-BENZISOXAZOL-3(2H)-ONE, 6-BROMO-

1,2-BENZISOXAZOL-3(2H)-ONE, 6-BROMO- Property

Melting point:

219-221°

Density 

1.809±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

13.36±0.20(Predicted)

Appearance

White to yellow Solid

Safety

HazardClass 

IRRITANT

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H272May intensify fire; oxidizer

H314Causes severe skin burns and eye damage

Precautionary statements

P221Take any precaution to avoid mixing with combustibles/…

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P363Wash contaminated clothing before reuse.

P370+P380+P375in case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.

P380Evacuate area.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

1,2-BENZISOXAZOL-3(2H)-ONE, 6-BROMO- Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 6-bromobenzo[d]isoxazol-3(2H)-ones from 4-bromo-N,2-dihydroxybenzenecarboxamides: (12) A solution of Γ-alkynyl diimidazole (2.0 eq.) in THF (0.1 M) was slowly added dropwise to a solution of 4-bromo-2-hydroxybenzoic acid (1.0 eq.) in THF (0.15 M). The reaction mixture was stirred under reflux conditions for 2 hours. Upon completion of the reaction, THF was removed by rotary evaporator under reduced pressure and the residue was suspended in water. H2O2 (2 equiv.) was added slowly and dropwise at room temperature. The precipitate formed in the reaction mixture was collected by filtration, washed with deionized water and dried overnight in a vacuum drying oven to afford 6-bromobenzo[d]isoxazol-3(2H)-one in 95% yield.

References

[1] Patent: WO2016/115282, 2016, A1. Location in patent: Page/Page column 76; 77
[2] Tetrahedron Letters, 2016, vol. 57, # 48, p. 5301 - 5303
[3] Patent: WO2004/10995, 2004, A1. Location in patent: Page/Page column 37