1984-04-9

Basic information

• Product Name: Naphthalene, 1-isocyano- (9CI)
• Synonyms: Naphthalene, 1-isocyano- (9CI);α-naphthy Isocyanate;(1-Naphtyl) isocyanide;1-Naphtyl isocyanide
• CAS NO: 1984-04-9
• Molecular Formula: C₁₁H₇N
• Molecular Weight: 153.18
• Mol File: 1984-04-9.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 267ºC
• Flash Point: 110ºC
• Appearance: colorless to light yellow liquid.
• Density: 1.177
• CAS DataBase Reference: Naphthalene, 1-isocyano- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 1-isocyano- (9CI)(1984-04-9)
• EPA Substance Registry System: Naphthalene, 1-isocyano- (9CI)(1984-04-9)

Safety Data

• Hazardous Substances Data: 1984-04-9(Hazardous Substances Data)

Usage

Description

Naphthalene, 1-isocyano(9CI) is a chemical compound belonging to the naphthalene family, characterized by the molecular formula C11H7N. It features a nitrogen atom attached to a carbon atom within the naphthalene structure, endowing it with unique chemical properties that make it valuable in various industrial and research applications.

Uses

Used in Chemical Synthesis:
Naphthalene, 1-isocyano(9CI) serves as a precursor in the synthesis of other organic compounds, contributing to the development of new chemical entities and materials.
Used in Research and Development:
In the chemical industry, Naphthalene, 1-isocyano(9CI) is utilized in research and development processes, where its unique properties are explored and harnessed for innovative applications.
Used in Pharmaceutical Applications:
Due to its distinctive chemical structure, Naphthalene, 1-isocyano(9CI) may have potential uses in the pharmaceutical sector, potentially leading to the creation of new drugs or drug delivery systems.
Used in Materials Science:
Naphthalene, 1-isocyano (9CI)'s unique properties also suggest possible applications in materials science, where it could be employed to develop novel materials with specific characteristics for various industries.
It is crucial to handle Naphthalene, 1-isocyano(9CI) with care and follow safety guidelines to ensure the safe and effective use of this chemical compound in its various applications.

InChI:InChI=1/C11H7N/c1-12-11-8-4-6-9-5-2-3-7-10(9)11/h2-8H

Upstream product

• 134-32-7 1-amino-naphthalene 
• 67-66-3 chloroform 
• 86-84-0 1-Naphthyl isocyanate 
• 5449-00-3 methyl 1-naphthylcarbamate 
• 64-18-6 formic acid 
• 6330-51-4 1-naphthylformamide 
• 86-53-3 1-Cyanonaphthalene 

Downstream Products

• 1448523-50-9 (Z)-N-(3-isopropyl-5-phenyl-1,3-selenazolidin-2-ylidene)naphthalen-1-amine 
• 60379-87-5 2-(methyl(phenyl)amino)-N-(naphthalen-1-yl)acetamide 

Relevant articles and documents

Structural chirality of cholesteric liquid crystal produces atropisomerism: Chiroptical polyisocyanides from achiral monomer in cholesteric liquid crystal matrix

1-Naphthyl isocyanide was polymerized with Ni(II) catalyst in a cholesteric matrix at the liquid crystal (LC) temperature range. The resultant polymers showed optical activity. In this reaction, the structural chirality of cholesteric LC effectively functions to impart one-handed helicity on the corresponding polymers as an optically active atropisomer.

Palladium-catalyzed secondary benzylic imidoylative reactions

Reported herein is a palladium-catalyzed secondary benzylic imidoylative Negishi reaction leveraging the sterically bulky aromatic isocyanides as the imine source. This method allows the facile access of alkyl-, (hetero)aryl-, and alkynylzinc reagents to afford various α-substituted phenylacetone products under mild acidic hydrolysis, which are ubiquitous motifs in many pharmaceuticals and biologically active compounds. The diastereoselective reduction of imine can be accomplished to provide the expedient conversion of secondary benzylic halide into α-substituted phenethylamine derivatives with high atom economy.

Visible-light-induced radical cascade cyclization of oxime esters and aryl isonitriles: Synthesis of cyclopenta[: B] quinoxalines

A visible-light-induced radical cascade cyclization of aryl isonitriles and cyclobutanone oxime esters for the synthesis of cyclopenta[b]quinoxalines has been accomplished for the first time. The key to the success of this process was the integration of the in situ-formed nitrile radical followed by the cascade radical isonitrile/nitrile insertion-cyclization. The easy introduction of substituents for both substrates and the high functional group tolerance of the reaction make it an efficient strategy to give various quinoxaline derivatives in moderate to good yields.