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6-Nitroquinoline

CAS No.
613-50-3
Chemical Name:
6-Nitroquinoline
Synonyms
40 kg;6-NitroquinoL;6-Nitrochinolin;6-nitro-quinolin;6-Nitroquinoline;6-Nittroquinoline;Quinoline,6-nitro-;6-Nitroquinoline>6-Nitroquinoline98%;6-Nitro Quinoline - 50g
CBNumber:
CB2332655
Molecular Formula:
C9H6N2O2
Molecular Weight:
174.16
MDL Number:
MFCD00006799
MOL File:
613-50-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:50:37

6-Nitroquinoline Properties

Melting point 151-153 °C(lit.)
Boiling point 305.12°C (rough estimate)
Density 1.2190 (estimate)
refractive index 1.6820 (rough estimate)
storage temp. Sealed in dry,Room Temperature
Water Solubility Slightly soluble in water
form powder to crystal
pka 3.24±0.10(Predicted)
color Needles from water or alc
BRN 136138
InChI InChI=1S/C9H6N2O2/c12-11(13)8-3-4-9-7(6-8)2-1-5-10-9/h1-6H
InChIKey SMHPLBXIVNQFBA-UHFFFAOYSA-N
SMILES N1C2C(=CC([N+]([O-])=O)=CC=2)C=CC=1
CAS DataBase Reference 613-50-3(CAS DataBase Reference)
FDA UNII 7033583N3J
EPA Substance Registry System 6-Nitroquinoline (613-50-3)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
Signal word  Warning
Hazard statements  H302+H312+H332-H351
Precautionary statements  P201-P280-P301+P312-P302+P352+P312-P304+P340+P312-P308+P313
PPE Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes  Xn
Risk Statements  20/21/22-40
Safety Statements  7-22-36-45
WGK Germany  3
RTECS  VC1900000
HS Code  29339900
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Carc. 2
Toxicity mma-sat 100 mmol/plate MUREAV 58,11,78
NFPA 704
0
1 0

6-Nitroquinoline price More Price(61)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich N24005 6-Nitroquinoline 98% 613-50-3 25g $111 2026-04-30 Buy
TCI Chemical N0252 6-Nitroquinoline >98.0%(GC)(T) 613-50-3 5g $36 2026-04-30 Buy
TCI Chemical N0252 6-Nitroquinoline >98.0%(GC)(T) 613-50-3 25g $136 2026-04-30 Buy
Usbiological 285429 6-Nitroquinoline Asreported 613-50-3 10g $319 2026-06-03 Buy
Usbiological 285429 6-Nitroquinoline Asreported 613-50-3 25g $442 2026-06-03 Buy
Product number Packaging Price Buy
N24005 25g $111 Buy
N0252 5g $36 Buy
N0252 25g $136 Buy
285429 10g $319 Buy
285429 25g $442 Buy

6-Nitroquinoline Chemical Properties,Uses,Production

Chemical Properties

beige to light brown powder

Uses

6-Nitroquinoline serves as a precursor for synthesizing 6-hydroxylaminoquinoline via reduction with hydrazine hydrate in the presence of Raney nickel. It acts as a pro-fluorescent substrate that is converted to the fluorophore 6-aminoquinoline by xanthine/xanthine oxidase under hypoxic conditions, or to 6-nitroquinolin-2(1H)-one by xanthine oxidase under aerobic conditions. The compound is also employed for the quantitative determination and removal of palladium from solution using hot saturated aqueous conditions, and its electrochemical behavior allows for detection via polarographic and voltammetric methods[3][4][5].

Safety Profile

Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx. Seealso other nitroquinoline entries.

Synthesis

6-Bromoquinoline

5332-25-2

6-NITROQUINOLINE

613-50-3

GENERAL STEPS: 6-bromoquinoline (0.5 mmol), copper(II) trifluoromethanesulfonate (45 mg, 0.125 mmol), potassium nitrite (KNO2, 128 mg, 1.5 mmol), and anhydrous dimethylsulfoxide (DMSO, 0.6 mL) were sequentially added to a pre-dried oven-dried pressure tube under nitrogen protection. The pressure tube was sealed with a PTFE screw cap with a micro-valve and purged by nitrogen for 5 min to remove air. Subsequently, the reaction mixture was stirred at room temperature for 10 minutes and then gradually warmed up to 130°C and the reaction was continued at this temperature for 48 hours. Upon completion of the reaction, the mixture was cooled to room temperature, washed with excess ice water and extracted with ethyl acetate (3 x 10 mL). The organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography on silica gel (for entries 1-18 in Table 2) or basic alumina (for entries 19-23 in Table 2), using a solvent mixture of ethyl acetate and hexane as eluent, and the target product, 6-nitroquinoline, was finally obtained in good yield.

References

[1] Tetrahedron Letters,  2012,  vol. 53,  # 12,  p. 1511 - 1513
[2] Tetrahedron,  2013,  vol. 69,  # 31,  p. 6409 - 6414
[3] Rajapakse, A., Linder, C., Morrison, R. D., Sarkar, U., Leigh, N. D., Barnes, C. L., Daniels, J. S., Gates, K. S. (2013). Enzymatic Conversion of 6-Nitroquinoline to the Fluorophore 6-Aminoquinoline Selectively under Hypoxic Conditions. Chemical Research in Toxicology, 26(4), 555–563. https://doi.org/10.1021/tx300483z
[4] Vyskočil, V., Jiránek, I., Daňhel, A., Zima, J., Barek, J., Wang, J., Pecková, K. (2011). Polarographic and voltammetric determination of genotoxic nitro derivatives of quinoline using mercury electrodes. Collection of Czechoslovak Chemical Communications, 76(12), 1991–2004. https://doi.org/10.1135/cccc2011173
[5] Ogburn, S. C., Riesmeyer, A. H. (1928). THE QUANTITATIVE DETERMINATION OF PALLADIUM BY MEANS OF 6-NITROQUINOLINE. Journal of the American Chemical Society, 50(11), 3018–3022. https://doi.org/10.1021/ja01398a023

612-57-7
613-50-3
Synthesis of 6-Nitroquinoline from 6-Chloroquinoline
Global( 263)Suppliers
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Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
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View Lastest Price from 6-Nitroquinoline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-NITROQUINOLINE  pictures 2026-08-20 6-NITROQUINOLINE
613-50-3
$1.10 1g 99.00% 100 Tons Dideu Industries Group Limited
6-NITROQUINOLINE pictures 2025-04-04 6-NITROQUINOLINE
613-50-3
1KG 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
6-Nitroquinoline pictures 2022-02-25 6-Nitroquinoline
613-50-3
$2.00 1KG 99% 100kg Hong Kong Tiansheng New Material Trading Co., Ltd
  • 6-Nitroquinoline pictures
  • 6-Nitroquinoline
    613-50-3
  • $2.00
  • 99%
  • Hong Kong Tiansheng New Material Trading Co., Ltd
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