18714-34-6

Basic information

• Product Name: 2-NITROQUINOLINE
• Synonyms: 2-NITROQUINOLINE;BRN 1283514;Quinoline, 2-nitro-
• CAS NO: 18714-34-6
• Molecular Formula: C₉H₆N₂O₂
• Molecular Weight: 174.15614
• Mol File: 18714-34-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 125°C
• Boiling Point: 305.12°C (rough estimate)
• Flash Point: 163.4°C
• Appearance: /
• Density: 1.2190 (estimate)
• Vapor Pressure: 0.000114mmHg at 25°C
• Refractive Index: 1.6820 (rough estimate)
• CAS DataBase Reference: 2-NITROQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NITROQUINOLINE(18714-34-6)
• EPA Substance Registry System: 2-NITROQUINOLINE(18714-34-6)

Safety Data

• Hazardous Substances Data: 18714-34-6(Hazardous Substances Data)

Usage

Safety Profile

Questionable carcinogen withexperimental tumorigenic data. When heated todecomposition it emits toxic fumes of NOx.

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

Upstream product

• 6560-83-4 2-iodoquinoline 
• 15000-43-8 2,4-dihydroxyquinoline-3-carbonitrile 
• 93-10-7 quinoline-2-carboxylic acid 

Downstream Products

• 59-31-4 2-quinolone 
• 52430-43-0 N-methylquinoline-2-amine 

Relevant articles and documents

Frontier Orbital Interactions in the Regioselectivity of the Amination of Nitroquinolines by Liquid Ammonia/Potassium Permanganate

5-Nitro-,6-nitro-,7-nitro-,8-nitro-,and 2-nitroquinoline and 5,7-dinitro and 6,8-dinitroquinoline were aminated in a liquid ammonia solution of potassium permanganate. 8-Nitro and 2-nitroquinoline were found to be unreactive.The intermediary ?-adducts,formed between 5,7-dinitro- and 6,8-dinitroquinoline and liquid ammonia, could be detected by 1H NMR spectroscopy.FMO calculations nicely confirm the experimentally observed regioselectivity of the amination.

3-cyanoquinoline derivatives

A compound of the formula I STR1 where A is nitro, amino, halocarbonyl or halosulfonyl, R is hydrogen, halogen, nitro, cyano, C1 -C4 -alkanoylamino, hydroxyl, C1 -C4 -alkoxy phenoxy which is unsubstituted by methyl or chloro, mercapto, C1 -C4 -alkylthio, phenylthio which is unsubstituted or substituted by ethyl, fluoro, or methoxy, carboxyl, C1 -C4 -alkoxycarbonyl, phenoxycarbonyl which is unsubstituted or substituted by isopropyl, bromo, or methoxy, carbamoyl, hydroxysulfonyl, C1 -C4 -alkylsulfonyl, phenylsulfonyl which is unsubstituted or substituted by ethyl, chloro, or isopropoxy, sulfamoyl or trifluoromethyl or is C1 -C4 -alkyl which may be substituted by hydroxyl, C1 -C4 -alkoxy or halogen, and X and Y are each, independently of one another, halogen, hydroxysulfonyl, C1 -C4 -alkoxy or phenoxy which is unsubstituted or substituted by methyl or chloro, phenoxy, subject to the proviso that at least one of X and Y is halogen.