17576-53-3

Basic information

• Product Name: 3-Nitroquinoline
• Synonyms: Quinoline, 3-nitro-
• CAS NO: 17576-53-3
• Molecular Formula: C₉H₆N₂O₂
• Molecular Weight: 174.1561
• Mol File: 17576-53-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 128 °C
• Boiling Point: 317.4 °C at 760 mmHg
• Flash Point: 145.8 °C
• Appearance: /
• Density: 1.354 g/cm³
• Vapor Pressure: 0.000718mmHg at 25°C
• Refractive Index: 1.682
• Storage Temp.: 2-8°C
• PKA: 1.15±0.11(Predicted)
• CAS DataBase Reference: 3-Nitroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nitroquinoline(17576-53-3)
• EPA Substance Registry System: 3-Nitroquinoline(17576-53-3)

Safety Data

• Hazardous Substances Data: 17576-53-3(Hazardous Substances Data)

Usage

General Description

3-Nitroquinoline is a chemical compound most known for its use as a mutagen, which means it can stimulate the mutations or genetic alterations that might lead to cancer. The chemical structure of this compound, which includes a quinoline ring, can easily blend with DNA, leading to the substitution of nucleic acids during cell replication and causing genetic mutations. As a potent mutagen, 3-Nitroquinoline is often used in scientific research to study cancer and the process of genetic mutation. It should be handled with care due to its potential harm to human health.

InChI:InChI=1/C9H6N2O2/c12-11(13)8-5-7-3-1-2-4-9(7)10-6-8/h1-6H

Upstream product

• 40824-87-1 3-anilino-2-nitro-acrylaldehyde 
• 142-04-1 aniline hydrochloride 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 5653-21-4 metazonic acid 
• 529-23-7 o-aminobenzaldehyde 
• 580-17-6 3-aminoquinoline 
• 93-10-7 quinoline-2-carboxylic acid 
• 1613-37-2 Quinoline N-oxide 
• 191162-39-7 quinolin-3-ylboronic acid 
• 5332-24-1 3-bromoquinoline 
• 13721-17-0 1-benzoyl-1,2-dihydro-quinoline-2-carbonitrile 
• 3638-64-0 1-nitroethylene 
• 3156-51-2 3-[(E)-2-nitroeth-1-enyl]-1H-indole 

Downstream Products

• 79965-62-1 3-nitro-4-methylquinoline 
• 145297-30-9 3-Nitro-4-phenylquinoline 
• 42606-33-7 3-nitro-4-aminoquinoline 
• 99009-86-6 4-(methylamino)-3-nitroquinoline 
• 7433-86-5 3-nitroquinoline N-oxide 
• 580-17-6 3-aminoquinoline 

Relevant articles and documents

Regiospecific nitration of quinoline and isoquinoline through the Reissert compounds

Regiospecific nitration of quinoline and isoquinoline was achieved via the Reissert compounds by treatment with acetyl nitrate. Nitration of 1-benzoyl-2-cyanoquinoline (3) afforded the 3-nitro derivative, which was converted to 3-nitroquinoline by hydrolysis with concentrated HCl. Meanwhile, 2-benzoyl-1-cyano-1,2-dihydroisoquinoline (4) was converted ultimately into 4-nitroisequinoline-1-carboxylic acid (10) via 4-nitro-1-cyanoisoquinoline by the same procedure. A novel method for introducing a nitro group at the β-position of a heterocyclic moiety has thus been developed. Crystal structure determinations and molecular orbital calculations of the Reissert compounds, are consistent with the regiospecific nitration.

-

-

-

-

Bismuth nitrate as a source of nitro radical in ipso-nitration of carboxylic acids

Aromatic nitro compounds are extensively used in synthetic chemistry. We disclose a new approach to obtain nitroarenes regioselectively starting from carboxylic acids under acid-free reaction conditions.

Mechanical force under the action of the nitration of aromatic compounds of nitrate method (by machine translation)

The invention discloses a mechanical force under the action of the nitration of aromatic compounds of nitrate method. The invention provides a method for preparing aromatic nitro compounds, comprising the following steps: under the action of mechanical force, aromatic compound with a metal nitrate or its hydrate by the nitration reaction, to obtain the aromatic nitro compound; the mechanical fastener is machinery offers can cause material physical and/or chemical nature of the change of the external force. The mechanical force can be compression, shear, impact, friction, tensile, bending and vibration of any kind. The invention has the following advantages: without the use of any solvent, thereby avoiding the waste liquid produced; and without the use of the acidic substance, the reaction is complete after treatment is simple, without any damage to the apparatus; a very high conversion and selectivity, can be applied to the nitration of conventional aromatic compound. (by machine translation)