Benzo[d]isoxazol-3-ol

Base Information

• Chemical Name: Benzo[d]isoxazol-3-ol
• CAS No.: 21725-69-9
• Molecular Formula: C7H5 N O2
• Molecular Weight: 135.122
• Hs Code.: 2934999090
• European Community (EC) Number: 672-845-9
• NSC Number: 683715
• DSSTox Substance ID: DTXSID80176116
• Nikkaji Number: J307.751I
• Wikidata: Q70000112
• Pharos Ligand ID: 3282AF1QJW65
• Metabolomics Workbench ID: 134189
• ChEMBL ID: CHEMBL444173
• Mol file: 21725-69-9.mol

Synonyms:3-hydroxy-1,2-benzisoxazole

Chemical Property of Benzo[d]isoxazol-3-ol

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 140-142°C
• Boiling Point: 299.867ºC at 760 mmHg
• PKA: 13.55±0.20(Predicted)
• Flash Point: 135.155ºC
• PSA: 46.26000
• Density: 1.379g/cm3
• LogP: 1.53340
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 135.032028402
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

99.5% ^*data from raw suppliers

Benzo[d]isoxazol-3-ol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)NO2
• Uses: benzo[d]isoxazol-3-ol is a useful research chemical.

Technology Process of Benzo[d]isoxazol-3-ol

There total 13 articles about Benzo[d]isoxazol-3-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

salicylhydroxamic acid (89-73-6) → 3-hydroxybenzisoxazole (21725-69-9)

Guidance literature:

salicylhydroxamic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 60 ℃; for 2.5h; Heating / reflux;

With hydrogenchloride; In water; at 10 - 15 ℃; for 0.5h; pH=2;

Reference yield: 82.0%

salicylhydroxamic acid (89-73-6) → 1,2-benz-4-isooxazolin-3-one (21725-69-9)

Guidance literature:

With sodium hypochlorite; In methanol; at 20 ℃; for 0.00833333h;

Reference yield: 10.0%

salicylhydroxamic acid (89-73-6) + conc. HCl (aq.) → 3-hydroxybenzisoxazole (21725-69-9)

Guidance literature:

With 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; water;

upstream raw materials:

salicylhydroxamic acid

C₉H₉NO₄

salicylic acid

aspirin

Downstream raw materials:

3-benzyloxy-benzo[d]isoxazole

2-benzylbenzo[d]isoxazol-3(2H)-one

2-Phenyl-2,3-dihydro-benzo[e][1,3]oxazin-4-one

3-chloro-7-methyl-1,2-benzisoxazole

Refernces

• 1、 -. "Preparation method of 1,2-benzisothiazole-3-ketone". Paragraph 0014; 0015; 0016. . Retrieved 2016/11/14.
• 2、 Van Eker, Daniel,Chauhan, Jay,Murphy, William A.,Conlon, Ivie L.,Fletcher, Steven. "Chromatography-free, Mitsunobu-triggered heterocyclizations of salicylhydroxamic acids to 3-hydroxybenzisoxazoles". . p. 5301 - 5303. Retrieved 2016/11/16.