- 5-Nitroquinoline
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- $1.10 / 1g
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2025-11-18
- CAS:607-34-1
- Min. Order: 1g
- Purity: 99.00%
- Supply Ability: 100 Tons
- 5-Nitroquinoline
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- $3.00 / 25KG
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2025-10-13
- CAS:607-34-1
- Min. Order: 0.1KG
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
- 5-Nitroquinoline
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- $0.00 / 1KG
-
2025-04-04
- CAS:607-34-1
- Min. Order: 1KG
- Purity: 98%
- Supply Ability: 1Ton
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| | 5-Nitroquinoline Basic information |
| | 5-Nitroquinoline Chemical Properties |
| Melting point | 71-73 °C (lit.) | | Boiling point | 70-73°C | | density | 1.2190 (estimate) | | refractive index | 1.6820 (rough estimate) | | storage temp. | Inert atmosphere,Room Temperature | | Water Solubility | Slightly soluble in water | | pka | 2.80±0.12(Predicted) | | form | powder to crystal | | color | Plates from EtOH (aq) | | InChI | InChI=1S/C9H6N2O2/c12-11(13)9-5-1-4-8-7(9)3-2-6-10-8/h1-6H | | InChIKey | NDDZXHOCOKCNBM-UHFFFAOYSA-N | | SMILES | N1C2C(=C([N+]([O-])=O)C=CC=2)C=CC=1 | | CAS DataBase Reference | 607-34-1(CAS DataBase Reference) | | NIST Chemistry Reference | Quinoline, 5-nitro-(607-34-1) | | EPA Substance Registry System | 5-Nitroquinoline (607-34-1) |
| Hazard Codes | Xn,Xi | | Risk Statements | 20/21/22-40-68-36/37/38 | | Safety Statements | 7-22-36-45-36/37/39-26 | | WGK Germany | 3 | | RTECS | VC1850000 | | Hazard Note | Irritant | | HS Code | 29334900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Carc. 2 | | Toxicity | mmo-sat 10 mg/plate MUREAV 92,29,82 |
| | 5-Nitroquinoline Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powder | | Safety Profile | Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx. Seealso other nitroquinoline entries. | | Synthesis | General procedure for the synthesis of 8-nitroquinoline and 5-nitroquinoline from quinoline: Pure sulfuric acid (H2SO4) was slowly added to 1 equivalent of quinoline at 0 °C. Subsequently, 3 equivalents of 65% nitric acid (HNO3) were added dropwise and the reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the mixture was poured sequentially into ice water, neutralized with sodium carbonate (Na2CO3) to pH neutral, and then extracted twice with dichloromethane (DCM). The organic layers were combined, washed with water, dried over anhydrous sodium sulfate (Na2SO4) and finally the solvent was evaporated under vacuum. 8-Nitroquinoline (compound 35) was obtained as a light yellow solid in 34% yield; melting point 90 °C, literature value: 89-90 °C [43].1H NMR (200 MHz, CDCl3) δ: 7.53-7.66 (m, 2H), 8.04 (d, J = 8.0 Hz, 2H), 8.27 (dd, J = 1.6 and 8.4 Hz, 1H). 9.70 (dd, J = 1.7 and 4.2 Hz, 1H). 13C NMR (50 MHz, CDCl3) δ: 122.8 (CH), 123.8 (CH), 125.3 (CH), 129.0 (C), 132.0 (CH), 136.1 (CH), 139.5 (C), 148.2 (C), 152.6 (CH ). Recrystallization by isopropanol afforded 5-nitroquinoline (compound 36) as a light yellow solid in 38% yield; melting point 71 °C, literature value: 71-72 °C [41].1H NMR (200 MHz, CDCl3) δ: 7.61-7.68 (m, 1H), 7.76-7.85 (m, 1H), 8.36-8.45 (m, 2H). 8.98-9.04 (m, 2H).13C NMR (50MHz, CDCl3) δ: 121.2 (C), 123.9 (CH), 124.6 (CH), 127.5 (CH), 131.9 (CH), 136.6 (CH), 145.5 (C), 148.2 (C), 151.6 (C). | | Purification Methods | Crystallise 5-nitroquinoline from pentane, then from *benzene. The hydrochloride has m 224o and the picrate has m 206o, 214o(from MeOH). [Beilstein 20 H 371, 20 II 235, 20 III/IV 3397.] | | References | [1] European Journal of Medicinal Chemistry, 2012, vol. 54, p. 75 - 86
[2] European Journal of Medicinal Chemistry, 2018, vol. 155, p. 135 - 152
[3] Journal of the Chemical Society, 1892, vol. 61, p. 788
[4] Chemische Berichte, 1885, vol. 18, p. 1243
[5] Journal fuer Praktische Chemie (Leipzig), 1896, vol. <2> 53, p. 392 |
| | 5-Nitroquinoline Preparation Products And Raw materials |
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