1,2-Benzisoxazole

Base Information

• Chemical Name: 1,2-Benzisoxazole
• CAS No.: 271-95-4
• Molecular Formula: C7H5NO
• Molecular Weight: 119.123
• Hs Code.: 2934999090
• European Community (EC) Number: 205-983-1
• UNII: D879RKM5NQ
• DSSTox Substance ID: DTXSID20181567
• Nikkaji Number: J193.695F
• Wikipedia: Benzisoxazole
• Wikidata: Q791818
• Metabolomics Workbench ID: 57784
• ChEMBL ID: CHEMBL314871
• Mol file: 271-95-4.mol

Synonyms:1,2-benzisoxazole

Chemical Property of 1,2-Benzisoxazole

Chemical Property:

• Vapor Pressure: 0.309mmHg at 25°C
• Melting Point: 139 °C
• Refractive Index: n20/D 1.561(lit.)
• Boiling Point: 208.4 °C at 760 mmHg
• PKA: -2.03±0.30(Predicted)
• Flash Point: 86.1 °C
• PSA: 26.03000
• Density: 1.196 g/cm³
• LogP: 1.82780
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water. 4.1 mg/mL in water at 25°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 119.037113783
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2-Benzisoxazole ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=NO2
• Uses: 1,2-Benzisoxazole derivative zonisamide is a novel antiepileptic drug and is effective for the treatment of partial seizures. 1,2-Benzisoxazole is a potential substrates of rabbit liver aldehyde oxidase. It is used to produce 5-nitro-benzo[d]isoxazole. It is involved in manufacturing medicines ( antiepileptics and antipsychotics).

Technology Process of 1,2-Benzisoxazole

There total 21 articles about 1,2-Benzisoxazole 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: 96.0%

salicylaldehyde-oxime (94-67-7) → 1,2-benzisoxazole (271-95-4)

Guidance literature:

With trifluoromethylsulfonic anhydride; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1080/00397911.2013.821617

Reference yield: 95.0%

2-hydroxybenzaldehyde oxime hydrogen sulfate potassium salt (144447-19-8) → 1,2-benzisoxazole (271-95-4)

Guidance literature:

With sodium hydrogencarbonate; In water; for 1h; Ambient temperature;

Reference yield: 66.0%

(E)-2-hydroxylbenzaldehyde oxime (21013-96-7) → 1,2-benzisoxazole (271-95-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 4 ℃; for 5h;

upstream raw materials:

salicylaldehyde

2-(acetoxyiminomethyl)phenol

salicylaldehyde-oxime

2,2-dimethyl-1,3-dioxane-4,5,6-trione O-phenyloxime

Downstream raw materials:

3-(4-chloro-phenyl)-7-methyl-benzo[d]isoxazole

methyl 2-phenyl-2H-benzo[e][1,3]oxazine-2-carboxylate

C₂₅H₂₁NO₅

2-cyanophenoxide ion

Refernces

• 1、 Sun, Li,Liu, Yi,Wang, Yankai,Li, Yuanyuan,Liu, Zhiwen,Lu, Tao,Li, Wenhai. "An efficient synthesis of oxazolines: Via a cascade reaction between azaoxyallyl cations and 1,2-benzisoxazoles". supporting information. p. 7526 - 7530. Retrieved 2019/08/20.
• 2、 Lei, Xiaoqiang,Gao, Mohan,Tang, Yefeng. "Rh(II)-Catalyzed Transannulation of N-Sulfonyl-1,2,3-Triazoles with 2,1-Benzisoxazoles or 1,2-Benzisoxazoles". supporting information. p. 4990 - 4993. Retrieved 2016/10/14.