17024-17-8

Basic information

• Product Name: 1-NITROPHENANTHRENE
• Synonyms: 1-NITROPHENANTHRENE;Ccris 7646;Phenanthrene, 1-nitro-
• CAS NO: 17024-17-8
• Molecular Formula: C14H9NO2
• Molecular Weight: 223.23
• Mol File: 17024-17-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 73.5 °C
• Boiling Point: 364.52°C (rough estimate)
• Flash Point: 207.5°C
• Appearance: /
• Density: 1.1814 (rough estimate)
• Vapor Pressure: 1.16E-06mmHg at 25°C
• Refractive Index: 1.4700 (estimate)
• CAS DataBase Reference: 1-NITROPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-NITROPHENANTHRENE(17024-17-8)
• EPA Substance Registry System: 1-NITROPHENANTHRENE(17024-17-8)

Safety Data

• Hazardous Substances Data: 17024-17-8(Hazardous Substances Data)

Usage

Type of compound

Polycyclic aromatic hydrocarbon (PAH) derivative

Nitro group attachment

Attached to the phenanthrene structure

Primary use

Research chemical and synthesis of organic compounds

Mutagenic properties

Known to have mutagenic properties

Carcinogenic properties

Known to have carcinogenic properties

InChI:InChI=1/C14H9NO2/c16-15(17)14-7-3-6-12-11-5-2-1-4-10(11)8-9-13(12)14/h1-9H

Upstream product

• 85-01-8 phenanthrene 
• 7697-37-2 nitric acid 
• 108-24-7 acetic anhydride 
• 91-22-5 quinoline 
• 10034-09-0 1-methoxy-1,3-butadiene 
• 605-71-0 1,5-dinitronaphthalene 
• 609-73-4 o-nitroiodobenzene 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 7154-66-7 2-bromobenzoic acid chloride 

Downstream Products

• 4176-53-8 1-aminophenanthrene 

Relevant articles and documents

Reactions of gas-phase phenanthrene under simulated atmospheric conditions

Rate constants for the gas-phase reactions of phenanthrene with OH radicals, NO3 radicals, and O3 have been determined at 296 ± 2 K and atmospheric pressure of air. The rate constants obtained (in cm3 molecule- 1 s-1 units) were (1.27 ± 0.23) x 10-11 for the OH radical reaction, (1.2 ± 0.4) x 10-13 for the NO3 radical reaction under atmospheric conditions, and (4.0 ± 1.0) x 10-19 for the O3 reaction. These rate constants indicate that the OH radical and NO3 radical reactions will be the dominant atmospheric loss processes for phenanthrene and that the overall atmospheric lifetime of gas-phase phenanthrene will be ≤1 day. Mutagenicity bioassays and chemical analyses of the products of the NO3 radical reaction and NO(x)-air photooxidation of phenanthrene were also conducted.

A novel and efficient synthesis of phenanthrene derivatives via palladium/norbornadiene-catalyzed domino one-pot reaction

Herein we report a novel palladium-catalyzed reaction that results in phenanthrene derivatives using aryl iodides, ortho-bromoben-zoyl chlorides and norbornadiene in one pot. This dramatic transformation undergoes ortho-C–H activation, decarbonylation and subsequent a retro-Diels–Alder process. Pleasantly, this protocol has a wider substrate range, shorter reaction times and higher yields of products than previously reported methods.

The Formation of Monomeric and Dimeric Nitro Nitrates in the Reaction of Phenanthrene with Nitrogen Dioxide; X-Ray Crystal Structure of trans-10-Nitro-9,10-dihydrophenanthren-9-yl Nitrate

Reaction of phenanthrene (1) with nitrogen dioxide in benzene solution gives the dimeric nitro nitrate (3), trans and cis nitro nitrates (7) and (8), and 9-nitro- (4), 3-nitro- (5) and 1-nitro-pnenanthrene (6).The X-ray crystal structure of the trans nitro nitrate (7) is reported.The effect of the phenanthrene (1) concentration on product yields is reported.Gas-liquid chromatography results for the nitro nitrates (3) and (7) point to difficulties in using this technique for product analyses in reactions of phenanthrene (1) with nitrogen dioxide.