607-30-7

Basic information

• Product Name: N-hydroxy-1-naphthylamine
• Synonyms: N-hydroxy-1-naphthylamine;N-1-NAPHTHYLHYDROXYLAMINE;N-HYDROXY-1-AMINONAPHTHALENE;N-(1-Naphtyl)hydroxylamine;N-Hydroxy-1-naphthalenamine;(Z)-naphthalen-1(8aH)-one oxiMe;N-hydroxynaphthalen-1-amine
• CAS NO: 607-30-7
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.20
• Mol File: 607-30-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 79°C
• Boiling Point: 284.68°C (rough estimate)
• Flash Point: 174.9°C
• Appearance: /
• Density: 1.1202 (rough estimate)
• Vapor Pressure: 3.47E-05mmHg at 25°C
• Refractive Index: 1.5460 (estimate)
• PKA: 9.00±0.30(Predicted)
• CAS DataBase Reference: N-hydroxy-1-naphthylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-hydroxy-1-naphthylamine(607-30-7)
• EPA Substance Registry System: N-hydroxy-1-naphthylamine(607-30-7)

Safety Data

• Hazardous Substances Data: 607-30-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H9NO/c12-11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7,11-12H

Upstream product

• 86-57-7 1-Nitronaphthalene 

Downstream Products

• 72771-51-8 1-benzamido-2-naphthol 
• 84-86-6 4-amino-1-naphthalenesufonic acid 
• 6334-37-8 1-chloro-4-iodo-naphthalene 
• 85-12-1 N-(4-hydroxy-1-naphthalenyl)acetamide 
• 569344-73-6 3-phenyl-1H-benzo[g]indole 
• 1018810-43-9 C₂₈H₂₈N₂O₄ 
• 1018810-42-8 C₂₅H₂₄N₂O₄ 
• 69798-31-8 4-ethoxy-[1]naphthylamine 
• 571-60-8 1,4-Dihydroxynaphthalene 
• 2834-90-4 4-amino-1-naphthol 
• 21711-65-9 1-naphthylnitrosobenzene 
• 1013-20-3 N-hydroxy-N-nitroso-1-naphthaleneamine, ammonium salt 
• 80156-61-2 N-(guanin-C⁸-yl)-1-naphthylamine 
• 102543-55-5 N,O-dibenzoyl-N-[1]naphthyl-hydroxylamine 

Relevant articles and documents

Azo bond formation on metal surfaces

The formation of azo compounds via redox cross-coupling of nitroarenes and arylamines, challenging in solution phase chemistry, is achieved by on-surface chemistry. Reaction products are analyzed with a cryogenic scanning tunneling microscope (STM) and X-ray photoelectron spectroscopy (XPS). By using well-designed precursors containing both an amino and a nitro functionality, azo polymers are prepared on surface via highly efficient nitro-amino cross-coupling. Experiments conducted on other substrates and surface orientations reveal that the metal surface has a significant effect on the reaction efficiency. The reaction was further found to proceed from partially oxidized/reduced precursors in dimerization reactions, shedding light on the mechanism that was studied by DFT calculations.

Practical bromination of arylhydroxylamines with SOBr2 towards ortho-bromo-anilides

A facile approach for synthesizing ortho-bromoanilides from readily available aryhydroxylamines and thionyl bromide is demonstrated in this work. Mild reaction conditions and broad scope of substrates ranging from heterocyclic structures to pharmaceutics-potential motifs are used in the reactions of this paper. Efficient bromination of ortho C–H bonds of the aryhydroxylamines has been achieved. Ortho-bromoanilide products were obtained in good to excellent yields, and model scaled-up reactions of this synthetic approach are shown in this work.

A general and scalable synthesis of polysubstituted indoles

A consecutive 2-step synthesis of N-unprotected polysubstituted indoles bearing an electron-withdrawing group at the C-3 position from readily available nitroarenes is reported. The protocol is based on the [3,3]-sigmatropic rearrangement of N-oxyenamines generated by the DABCO-catalyzed reaction of N-arylhydroxylamines and conjugated terminal alkynes, and delivers indoles endowed with a wide array of substitution patterns and topologies.