ISOQUINOLINE N-OXIDE CAS 1532-72-5

Introduction：Basic information about ISOQUINOLINE N-OXIDE CAS 1532-72-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

ISOQUINOLINE N-OXIDE Basic information

• Product Name: ISOQUINOLINE N-OXIDE
• Synonyms: Isoquinoline oxide;isoquinoline-oxide;ISOQUINOLINE 2-OXIDE;ISOQUINOLINE N-OXIDE;ISOQUINOLIN-N-OXIDE;ISOQUINOLINE N-OXIDE: 50% W/V IN WATER;Isoquinoline N-oxide, min 50% w/v in water;2-Oxylatoisoquinoline-2-ium
• CAS: 1532-72-5
• MF: C9H7NO
• MW: 145.16
• EINECS: 216-242-7
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Isoquinolines
• Mol File: 1532-72-5.mol

ISOQUINOLINE N-OXIDE Chemical Properties

• Melting point: 103-105 °C(lit.)
• Boiling point: 170°C 3mm
• density: 1.1555 (rough estimate)
• refractive index: 1.4500 (estimate)
• Fp: 170°C/3mm
• storage temp.: Inert atmosphere,Room Temperature
• pka: 0.74±0.30(Predicted)
• form: powder to crystal
• color: Light yellow to Yellow to Orange
• Sensitive: Hygroscopic
• BRN: 114345
• InChI: 1S/C9H7NO/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H
• InChIKey: RZIAABRFQASVSW-UHFFFAOYSA-N
• SMILES: [O-][n+]1ccc2ccccc2c1
• CAS DataBase Reference: 1532-72-5(CAS DataBase Reference)

Safety Information

• Risk Statements: 36/38
• Safety Statements: 24/25
• WGK Germany: 3
• HS Code: 2933499090
• Storage Class: 11 - Combustible Solids

ISOQUINOLINE N-OXIDE Usage And Synthesis

Chemical Properties

cream to brown powder or chunks

Uses

Isoquinoline n-oxide an isoquinoline metabolite.

Definition

ChEBI: Isoquinoline N-oxide is a member of isoquinolines.

Synthesis Reference(s)

Tetrahedron, 50, p. 12185, 1994 DOI: 10.1016/S0040-4020(01)89569-7

General Description

Photochemical isomerization of isoquinoline N-oxide in methanol or water has been investigated by steady-light irradiation and flash spectroscopy. It is a useful intermediate for isoquinoline derivatives. It causes the oxidation of fullerene C₆₀ under ultrasonic irradiation in air.

Synthesis

119-65-3

1532-72-5

In a 50 mL round-bottomed flask, 1.29 g of isoquinoline, 1.1 g of 35% mass fraction of hydrogen peroxide, 5% mass fraction of perfluorosulfonic acid resin, and 10 mL of water as solvent were sequentially added. The resulting mixture was placed in a 30 W/20 kHz ultrasonic reactor for 15 min. After the reaction was completed, the perfluorosulfonic acid resin catalyst was removed from the system by filtration, the water in the solvent was removed by distillation under reduced pressure, and finally the target product was purified by recrystallization to give 1.39 g of isoquinoline-N-oxide in 96% yield.

References

[1] Organic Letters, 2018, vol. 20, # 8, p. 2346 - 2350
[2] Heterocyclic Communications, 2007, vol. 13, # 1, p. 25 - 28
[3] Chemistry - A European Journal, 2014, vol. 20, # 2, p. 559 - 563
[4] Patent: CN108003098, 2018, A. Location in patent: Paragraph 0085; 0086; 0087
[5] Journal of the American Chemical Society, 2009, vol. 131, p. 3291 - 3306

ISOQUINOLINE N-OXIDE Preparation Products And Raw materials

• Raw materials: Acetic acid-->Hydrogen peroxide-->Isoquinoline-->1,2,3,4-TETRAHYDROISOQUINOLINE-->Water
• Preparation Products: Isoquinolin-4-ol-->1-Bromoisoquinoline-->2-(ISOQUINOLIN-1-YL)ACETIC ACID