3-Phenylisoxazole-5-boronic acid

Base Information

• Chemical Name: 3-Phenylisoxazole-5-boronic acid
• CAS No.: 5868-54-2
• Molecular Formula: C9H8BNO3
• Molecular Weight: 188.978
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00400708
• Wikidata: Q82203726
• Mol file: 5868-54-2.mol

Synonyms:5868-54-2;3-PHENYLISOXAZOLE-5-BORONIC ACID;(3-phenyl-1,2-oxazol-5-yl)boronic Acid;(3-PHENYLISOXAZOL-5-YL)BORONIC ACID;3-Phenyl-isoxazole-5-boronic acid;BASICYELLOW40;SCHEMBL2651885;DTXSID00400708;VEJIQHRMIYFYPS-UHFFFAOYSA-N;MFCD04039036;AKOS004116510;AB17295;(3-PHENYLISOXAZOL-5-YL)BORONICACID;CS-0362898;FT-0690399;A831978

Chemical Property of 3-Phenylisoxazole-5-boronic acid

Chemical Property:

• Vapor Pressure: 4.38E-09mmHg at 25°C
• Refractive Index: 1.593
• Boiling Point: 455.4 °C at 760 mmHg
• Flash Point: 229.2 °C
• PSA: 66.49000
• Density: 1.32 g/cm³
• LogP: 0.02140
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 189.0597233
• Heavy Atom Count: 14
• Complexity: 185

Purity/Quality:

98%min ^*data from raw suppliers

3-Phenyl-isoxazole-5-boronicacid 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=NO1)C2=CC=CC=C2)(O)O

Technology Process of 3-Phenylisoxazole-5-boronic acid

There total 2 articles about 3-Phenylisoxazole-5-boronic acid 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:

benzonitrile oxide (873-67-6) + ethynylboronic acid dibutyl ester (24215-39-2) → (3-phenylisoxazol-5-yl)boronic acid (5868-54-2)

Guidance literature:

In diethyl ether; for 4h; Heating;

DOI:10.1016/S0022-328X(00)84177-7

Reference yield:

→ (3-phenylisoxazol-5-yl)boronic acid (5868-54-2)

Guidance literature:

Ph-C-=N->O, HC-=C-B(OBu)2;

Reference yield: 26.0%

(3-phenylisoxazol-5-yl)boronic acid (5868-54-2) + 3-bromo-5,5-dimethyl-2-(morpholin-4-yl)-5,6-dihydro-1-benzothiophen-7(4H)-one (959912-60-8) → 5,5-dimethyl-2-(morpholin-4-yl)-3-(3-phenylisoxazol-5-yl)-5,6-dihydro-1-benzothiophen-7(4H)-one

Guidance literature:

With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; at 65 - 85 ℃; for 24h;

upstream raw materials:

benzonitrile oxide

ethynylboronic acid dibutyl ester

Downstream raw materials:

(4-bromo-3-phenyl-isoxazol-5-yl)-boronic acid

2-(3-phenyl-isoxazol-5-yl)-[1,3,6,2]dioxazaborocane

C₁₈H₁₇ClN₄O₃S₂