ChemicalBook > CAS DataBase List > 5-Nitroquinoline

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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N23807
Product name
5-Nitroquinoline
Purity
99%
Packaging
5g
Price
$83.8
Updated
2023/06/20
TCI Chemical
Product number
N0344
Product name
5-Nitroquinoline
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$39
Updated
2025/07/31
TCI Chemical
Product number
N0344
Product name
5-Nitroquinoline
Purity
>98.0%(GC)(T)
Packaging
250g
Price
$225
Updated
2025/07/31
TRC
Product number
N520148
Product name
5-Nitroquinoline
Packaging
250mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
J51928
Product name
5-Nitroquinoline
Packaging
25g
Price
$45
Updated
2021/12/16
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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

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
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
Henan Aochuang Chemical Co.,Ltd.
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
Shanghai Rlavie Technology Co ltd
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

607-34-1, 5-NitroquinolineRelated Search:


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