3272-91-1

Basic information

• Product Name: 5-nitronaphthalen-1-amine
• Synonyms: 5-Nitronaphthalene-1-amine;5-Nitro-alpha-naphthylamine;NSC 5522;5-nitronaphthalen-1-amine;1-Amino-5-nitronaphthalene;5-Nitro-naphthalen-1-ylamine
• CAS NO: 3272-91-1
• Molecular Formula: C₁₀H₈N₂O₂
• Molecular Weight: 188.19
• Mol File: 3272-91-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 114-116 °C
• Boiling Point: 385.3°Cat760mmHg
• Flash Point: 186.8°C
• Appearance: /
• Density: 1.366g/cm³
• Vapor Pressure: 3.84E-06mmHg at 25°C
• Refractive Index: 1.728
• PKA: 2.73±0.10(Predicted)
• CAS DataBase Reference: 5-nitronaphthalen-1-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-nitronaphthalen-1-amine(3272-91-1)
• EPA Substance Registry System: 5-nitronaphthalen-1-amine(3272-91-1)

Safety Data

• Hazardous Substances Data: 3272-91-1(Hazardous Substances Data)

Usage

General Description

5-nitronaphthalen-1-amine, also known as 5-nitro-1-naphthylamine, is a chemical compound with the molecular formula C10H8N2O2. It is a yellow to brown crystalline powder and is primarily used in the production of dyes and pigments. It is also used in the synthesis of pharmaceuticals and other organic compounds. 5-nitronaphthalen-1-amine is classified as a hazardous substance and is toxic if ingested, inhaled, or absorbed through the skin. It is important to handle this chemical with care and follow proper safety precautions when working with it.

InChI:InChI=1/C10H8N2O2/c11-9-5-1-4-8-7(9)3-2-6-10(8)12(13)14/h1-6H,11H2

Upstream product

• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 134-32-7 1-amino-naphthalene 
• 5333-99-3 2-(naphthalen-1-yl)isoindoline-1,3-dione 
• 605-71-0 1,5-dinitronaphthalene 

Downstream Products

• 327059-90-5 N-(5-nitro-[1]naphthyl)-benzenesulfonamide 
• 854634-98-3 N-(5-nitro-[1]naphthyl)-toluene-4-sulfonamide 
• 61761-32-8 5-fluoronaphthalen-1-ol 
• 61735-55-5 5-Fluoro-1-methoxy-naphthalin 
• 22360-89-0 2-anilino-3-chloro-5-nitro-1,4-naphthoquinone 
• 22360-86-7 2,3-dichloro-5-nitro-1,4-naphthoquinone 
• 102153-48-0 6-bromo-1-nitro-naphthalene 
• 91494-27-8 N-(4,5-dinitro-[1]naphthyl)-acetamide 
• 93327-48-1 2,4,5-Trinitro-1-p-toluolsulfonylaminonaphthalin 
• 860601-17-8 3-nitro-benzenesulfonic acid-(5-nitro-[1]naphthylamide) 
• 2243-62-1 1,5-naphthalenediamine 
• 605-71-0 1,5-dinitronaphthalene 
• 64567-10-8 1-Iodo-5-nitronaphthalene 
• 5328-76-7 1-bromo-5-nitronaphthalene 

Relevant articles and documents

Synthesis of 1,5-naphthylethynyl nanostructure networks with extended π-conjugation. Effective heterocoupling catalyzed by palladium under a compatible CO2 atmosphere

The synthesis of a new extended π-conjugated 5-N,N-dimethylaminonaphthyl family was undertaken by palladium-catalyzed cross-coupling reaction between a protected 5-iodonaphthylethynyl and 1-ethynyl-5-(N,N-dimethylamino)naphthalene. Under an argon atmosphere, only the homocoupling product 1,4-(N,N-dimethylamino)naphthyl-1,3-butadiyne was isolated, in excellent yield. However, under a compatible and pure carbon dioxide atmosphere, the cross-coupling product was obtained in excellent yield.

PARTIAL REDUCTION OF DINITROARENES TO NITROANILINES WITH HYDRAZINE HYDRATE.

Dinitroarenes containing substituents such as hydroxyl and amine groups could be conveniently reduced with 3 molar equivalents of hydrazine hydrate in presence of Raney nickel catalyst in ethanol/1,2-dichloro-ethane solvent mixture to give a product wherein one of the two nitro groups was reduced to the amino group. The yields of the partial reduction products are good. Under similar conditions alkoxyl substitutes in the o,p-position to the nitro groups were displaced by the hydrazine to give 2,4-dinitrophenyl-hydrazine as the main product. The details of the reduction reaction are described.