Isoquinoline N-oxide

Base Information

• Chemical Name: Isoquinoline N-oxide
• CAS No.: 1532-72-5
• Molecular Formula: C9H7NO
• Molecular Weight: 145.161
• Hs Code.: 2933499090
• European Community (EC) Number: 216-242-7
• NSC Number: 153684
• DSSTox Substance ID: DTXSID80165282
• Nikkaji Number: J113.972J
• ChEMBL ID: CHEMBL192697
• Mol file: 1532-72-5.mol

Synonyms:Isoquinoline N-oxide;1532-72-5;Isoquinoline 2-oxide;Isoquinoline, 2-oxide;Isoquinoline oxide;Isoquinoline-N-oxide;2-oxidoisoquinolin-2-ium;Isoquinolin-N-oxide;ISOQUINOLINEN-OXIDE;EINECS 216-242-7;MFCD00006903;NSC 153684;isoquinolin-2-ium-2-olate;2-oxido-isoquinolin-2-ium;Isoquinoline N-oxide, 98%;2-oxidanidylisoquinolin-2-ium;SCHEMBL232638;AMY604;CHEMBL192697;DTXSID80165282;CHEBI:185907;NSC153684;AKOS015840872;NSC-153684;AS-17729;SY024667;FT-0627507;I0540;A809410;AC-907/25014238;J-650285

Chemical Property of Isoquinoline N-oxide

Chemical Property:

• Appearance/Colour: cream to brown powder or chunks
• Vapor Pressure: 6.69E-06mmHg at 25°C
• Melting Point: 103-105 °C(lit.)
• Refractive Index: 1.597
• Boiling Point: 388.788 °C at 760 mmHg
• PKA: 0.74±0.30(Predicted)
• Flash Point: 188.933 °C
• PSA: 25.46000
• Density: 1.131 g/cm³
• LogP: 2.26830
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 145.052763847
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

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

Isoquinoline N-Oxide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C=[N+](C=CC2=C1)[O-]
• Uses: Isoquinoline n-oxide an isoquinoline metabolite.

Technology Process of Isoquinoline N-oxide

There total 17 articles about Isoquinoline N-oxide 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%

isoquinoline (119-65-3) → isoquinoline N-oxide (1532-72-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00689

Reference yield: 98.0%

→ isoquinoline N-oxide (1532-72-5)

Guidance literature:

Reference yield: 97.0%

2-ethynyl-benzaldehyde oxime → isoquinoline N-oxide (1532-72-5)

Guidance literature:

With silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1055/s-2008-1042936

upstream raw materials:

isoquinoline

2-(2-oxoethyl)benzaldehyde

2-isoquinolinio-acetoxycarbonylcyanomethylide

2-Trimethylsilanylethynyl-benzaldehyde oxime

Downstream raw materials:

1-(2-phenylethynyl)isoquinoline

3-phenylisoquinoline 2-oxide

1,3-diphenylisoquinoline N-oxide

1-phenylisoquinoline 2-oxide

Refernces

• 1、 Al-Awadi, Nouria,Taylor, Roger. "The Mechanism of Thermal Eliminations. Part 21. Rate Data for Pyrolysis of 2-Ethoxyquinoline, 1-and 3-Ethoxyisoquinoline, and 1-Ethoxythiazole: Correlation of Reactivities with ?-Bond Order of the C=N Bond". . p. 1589 - 1592. Retrieved 1986.
• 2、 Biswas, Aniruddha,Pan, Subarna,Samanta, Rajarshi. "Cu(II)-Catalyzed Construction of Heterobiaryls using 1-Diazonaphthoquinones: A General Strategy for the Synthesis of QUINOX and Related P,N Ligands". . p. 1631 - 1636. Retrieved 2022/03/14.
• 3、 Liao, Xudong,Zhou, Yi,Ai, Chengmei,Ye, Cuijiao,Chen, Guanghui,Yan, Zhaohua,Lin, Sen. "SO2F2-mediated oxidation of primary and tertiary amines with 30% aqueous H2O2 solution". supporting information. . Retrieved 2021/11/01.