5-Nitroquinoline
- Product Name
- 5-Nitroquinoline
- CAS No.
- 607-34-1
- Chemical Name
- 5-Nitroquinoline
- Synonyms
- AKOS 92273;5-NitroquinoL;5-Nitrochinolin;5-nitro-quinolin;5-NITROQUINOLINE;Quinoline,5-nitro-;5-Nitroquinoline>5-Nitroquinoline,99%;5-NITROQUINOLINE 98+%;5-Nitro-1-azanaphthalene
- CBNumber
- CB4484970
- Molecular Formula
- C9H6N2O2
- Formula Weight
- 174.16
- MOL File
- 607-34-1.mol
5-Nitroquinoline Property
- 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
- form
- powder to crystal
- pka
- 2.80±0.12(Predicted)
- 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)
Safety
- 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
- Toxicity
- mmo-sat 10 mg/plate MUREAV 92,29,82
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H351Suspected of causing cancer
- Precautionary statements
-
P201Obtain special instructions before use.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P308+P313IF exposed or concerned: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- N23807
- Product name
- 5-Nitroquinoline
- Purity
- 99%
- Packaging
- 5g
- Price
- $83.8
- Updated
- 2023/06/20
- Product number
- N0344
- Product name
- 5-Nitroquinoline
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $39
- Updated
- 2025/07/31
- Product number
- N0344
- Product name
- 5-Nitroquinoline
- Purity
- >98.0%(GC)(T)
- Packaging
- 250g
- Price
- $225
- Updated
- 2025/07/31
- Product number
- N520148
- Product name
- 5-Nitroquinoline
- Packaging
- 250mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- J51928
- Product name
- 5-Nitroquinoline
- Packaging
- 25g
- Price
- $45
- Updated
- 2021/12/16
5-Nitroquinoline Chemical Properties,Usage,Production
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
91-22-5
607-35-2
607-34-1
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
Raw materials
Preparation Products
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View Lastest Price from 5-Nitroquinoline manufacturers
- Product
- 5-Nitroquinoline 607-34-1
- Price
- US $3.00-9.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2025-06-25
- Product
- 5-Nitroquinoline 607-34-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-12
- Product
- 5-Nitroquinoline 607-34-1
- Price
- US $0.00-0.00/KG
- Min. Order
- 1g
- Purity
- 98%min
- Supply Ability
- 100kgs/month
- Release date
- 2022-01-03