BENZO[D]ISOXAZOL-3-OL Chemical Properties

Melting point:

140-142°C

Density 

1.323±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

13.55±0.20(Predicted)

form 

powder

color 

Pale orange

CAS DataBase Reference

21725-69-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

WGK Germany 

3

RTECS 

DE4933500

HazardClass 

IRRITANT

HS Code 

2934999090

MSDS

• Language:English Provider:ALFA

BENZO[D]ISOXAZOL-3-OL Usage And Synthesis

Uses

benzo[d]isoxazol-3-ol is a useful research chemical.

Definition

ChEBI: Benzo[d]isoxazol-3-ol is a benzisoxazole.

Synthesis

The general procedure for the synthesis of benzo[D]isoxazol-3-ol from salicylhydroxamic acid is as follows: intermediate 1 (1.92 M in THF solution) was placed in a reaction vial and stirred at 60 °C. CDI (3.84 M, THF solution) was added slowly over 30 minutes. The reaction mixture was heated to reflux and reflux was continued at 60 °C for 2 hours. Upon completion of the reaction, the mixture was cooled to 40 °C and subsequently evaporated to remove the solvent. The residue was quenched with water and the pH was adjusted to 2 with 12 N HCl. The mixture was stirred for 30 min followed by filtration at 10-15 °C to collect the precipitate. The precipitate was washed with ice water and finally dried under reduced pressure at 90 °C to give 3-hydroxybenzisoxazole (Intermediate 2) in quantitative yield.

References

[1] Patent: WO2005/89753, 2005, A2. Location in patent: Page/Page column 27
[2] Tetrahedron Letters, 2016, vol. 57, # 48, p. 5301 - 5303
[3] Tetrahedron: Asymmetry, 1995, vol. 6, # 2, p. 321 - 324
[4] Bulletin of the Chemical Society of Japan, 1983, vol. 56, # 8, p. 2485 - 2489

BENZO[D]ISOXAZOL-3-OL(21725-69-9)Related Product Information

• 6-CHLOROBENZO[D]ISOXAZOL-3-OL
• BENZO[D]ISOXAZOL-3-OL
• 7-METHYLBENZO[D]ISOXAZOL-3-OL
• 3-METHYL-1,2-BENZISOXAZOL-6-OL
• 1,2-Benzisoxazol-6-ol,benzo[d]isoxazol-6-ol
• 1,2-Benzisoxazol-5-ol,4-amino-3-methyl-(9CI)
• 1,2-Benzisoxazol-4-ol,3-amino-(9CI)
• 3-(4-CHLORO-PHENYL)-BENZO[D]ISOXAZOL-6-OL
• 1,2-Benzisoxazol-3-ol,acetate(ester)(9CI)
• 3-(4-METHOXYPHENYL)-1,2-BENZISOXAZOL-6-OL,3-(4-METHOXY-PHENYL)-BENZO[D]ISOXAZOL-6-OL
• BENZO[D]ISOXAZOL-3-YL DIPHENYL PHOSPHATE
• 1,2-Benzisoxazol-5-ol,3-chloro-(9CI)
• 1,2-Benzisoxazol-4-ol, 6,7-dihydro-3-methyl- (9CI)
• 1,2-Benzisoxazol-5-ol,6-chloro-(9CI)
• 1,2-Benzisoxazol-6-ol,5-amino-3-methyl-(9CI)
• BENZO[D]ISOXAZOL-7-OL
• 1,2-Benzisoxazol-7-ol,3-chloro-(9CI)
• 1,2-Benzisoxazol-5-ol, 3-methyl- (9CI)