| Identification | More | [Name]
BENZO[D]ISOXAZOL-3-OL | [CAS]
21725-69-9 | [Synonyms]
3-HYDROXY-1,2-BENZISOXAZOLE
3-HYDROXYBENZISOXAZOLE
BENZO[D]ISOXAZOL-3-OL
BUTTPARK 43\57-21
1,2-benzisoxazol-3(2h)-one
1,2-benzisoxazol-3-ol
1,2-benzisoxazolin-3-one
1,2-Benzisoxazole-3(2H)-one | [Molecular Formula]
C7H5NO2 | [MDL Number]
MFCD00125030 | [Molecular Weight]
135.12 | [MOL File]
21725-69-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
140-142°C | [density ]
1.323±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
powder | [pka]
13.55±0.20(Predicted) | [color ]
Pale orange | [InChI]
1S/C7H5NO2/c9-7-5-3-1-2-4-6(5)10-8-7/h1-4H,(H,8,9) | [InChIKey]
QLDQYRDCPNBPII-UHFFFAOYSA-N | [SMILES]
Oc1noc2ccccc12 | [CAS DataBase Reference]
21725-69-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3 | [RTECS ]
DE4933500 | [HazardClass ]
IRRITANT | [HS Code ]
2934999090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [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 |
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