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

General Description

Naphthalene, 1-isocyano- (9CI) is a chemical compound with the molecular formula C11H7N. It is a member of the naphthalene family and contains a nitrogen atom attached to a carbon atom in the naphthalene structure. Naphthalene, 1-isocyano- (9CI) is used in various industrial applications, including as a precursor in the synthesis of other organic compounds. It is also used in research and development processes in the chemical industry. Naphthalene, 1-isocyano- (9CI) may have potential uses in pharmaceuticals, materials science, and other fields due to its unique chemical properties. However, it is important to handle this chemical with care and adhere to safety guidelines when working with it.

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

Downstream Products

• 22914-93-8 1-Hydroxycyclohexan-1-carbonsaeure-(1-naphthylamid) 
• 1448523-50-9 (Z)-N-(3-isopropyl-5-phenyl-1,3-selenazolidin-2-ylidene)naphthalen-1-amine 
• 69807-62-1 (Z)-3-(naphthalen-1-ylamino)-1-phenylprop-2-en-1-one 
• 102028-25-1 [1]naphthyl-carbamic acid o-tolyl ester 
• 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.