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| CAS No.: | 1613-37-2 |
|---|---|
| Name: | Quinoline-N-oxide |
| Molecular Structure: | |
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| Formula: | C9H7NO |
| Molecular Weight: | 145.161 |
| Synonyms: | Quinoline oxide;Quinoline-N-oxide; |
| EINECS: | 216-560-6 |
| Density: | 1.131 g/cm3 |
| Melting Point: | 48-53 °C |
| Boiling Point: | 299.897 °C at 760 mmHg |
| Flash Point: | 135.173 °C |
| Appearance: | ochre to brown crystalline powder and chunks |
| Safety: | 24/25 |
| PSA: | 25.46000 |
| LogP: | 2.26830 |
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Chemistry
Molecular Structure of Quinoline-N-oxide (CAS NO.1613-37-2):
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IUPAC Name: 1-Oxidoquinolin-1-ium
Molecular Formula: C9H7NO
Molecular Weight: 145.16
EINECS: 216-560-6
Melting Point: 48-53 °C
Index of Refraction: 1.597
Molar Refractivity: 43.72 cm3
Molar Volume: 128.3 cm3
Surface Tension: 44.7 dyne/cm
Density: 1.13 g/cm3
Flash Point: 135.2 °C
Enthalpy of Vaporization: 51.83 kJ/mol
Boiling Point: 299.9 °C at 760 mmHg
Vapour Pressure: 0.00206 mmHg at 25 °C
Classification Code: Mutation data
Appearance: ochre to brown crystalline powder and chunks
Canonical SMILES: C1=CC=C2C(=C1)C=CC=[N+]2[O-]
InChI: InChI=1S/C9H7NO/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H
InChIKey: GIIWGCBLYNDKBO-UHFFFAOYSA-N
Product Categories: Quinolinecarboxylic Acids, etc.; Quinolines
Uses
Quinoline-N-oxide (CAS NO.1613-37-2) belongs to Quinoline-N-oxides. The direct cross-coupling of Quinoline-N-oxides with olefin derivatives is used to palladium acetate as the catalyst in the absence of external ligand and oxidant to give the corresponding 2-alkenylated quinolines and 1-alkenylated isoquinolines chemo- and regioselectively in 27-95% yield. The catalytic process is proposed to proceed via direct C-H bond activation of the quinoline-N-oxide with Pd(OAc)(2) followed by Heck coupling with the olefin. The resultant N-oxide of the alkenylated quinoline can oxidize the reduced Pd(0) to regenerate the Pd(II) active species and simultaneously release the 2-alkenylated quinoline without using any external oxidants and reductants.
Safety Profile
Safety Information of Quinoline-N-oxide (CAS NO.1613-37-2):
Safety Statements: 24/25
S24/25:Avoid contact with skin and eyes.
RTECS: VC2335000
Specification
Quinoline-N-oxide (CAS NO.1613-37-2), its Synonyms are Quinoline oxide ; Quinoline 1-oxide ; Quinoline, 1-oxide, dihydrate .