77029-01-7

Basic information

• Product Name: 1-CYANO-6-METHOXYNAPHTHALENE
• Synonyms: 1-CYANO-6-METHOXYNAPHTHALENE;6-Methoxy-naphthalene-1-carbonitrile;1-Naphthalenecarbonitrile,6-methoxy
• CAS NO: 77029-01-7
• Molecular Formula: C₁₂H₉NO
• Molecular Weight: 183.21
• Mol File: 77029-01-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 79 °C
• Boiling Point: 348.2 °C at 760 mmHg
• Flash Point: 146.9 °C
• Appearance: /
• Density: 1.16 g/cm³
• Vapor Pressure: 5.11E-05mmHg at 25°C
• Refractive Index: 1.622
• CAS DataBase Reference: 1-CYANO-6-METHOXYNAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CYANO-6-METHOXYNAPHTHALENE(77029-01-7)
• EPA Substance Registry System: 1-CYANO-6-METHOXYNAPHTHALENE(77029-01-7)

Safety Data

• Hazardous Substances Data: 77029-01-7(Hazardous Substances Data)

Usage

Uses

1-Cyano-6-methoxynaphthalene is used as a reactant in the preparation of ferrocenyl selenazoles and diferrocenylselenadiazole as antibacterial agents.

InChI:InChI=1/C12H9NO/c1-14-11-5-6-12-9(7-11)3-2-4-10(12)8-13/h2-7H,1H3

Upstream product

• 5302-77-2 6-methoxynaphthylamine 
• 151-50-8 potassium cyanide 
• 98-95-3 nitrobenzene 
• 1078-19-9 6-methoxy-3,4-dihydro-1(2H)-naphthalenone 
• 63469-49-8 1-iodo-6-methoxynaphthalene 
• 6398-50-1 6-methoxy-3,4-dihydronaphthalene-1-carbonitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 1730-48-9 6-methoxy-1,2,3,4-tetrahydronaphthalene 

Downstream Products

• 2437-17-4 6-hydroxy-1-naphthoic acid 
• 77029-02-8 2-(6-methoxy-1-naphthyl)-1-phenyl-2-propanol 
• 58149-89-6 1-(6-methoxynaphthalen-1-yl)ethanone 
• 98977-62-9 (E)-N-methyl-N-(3-phenyl-2-propenyl)-6-methoxy-1-naphthalenemethanamine 
• 1071127-07-5 (6-Methoxy-naphthalen-1-ylmethyl)-((E)-3-phenyl-allyl)-amine 
• 192384-22-8 4-Fluoro-2-[1-(6-methoxy-naphthalen-1-yl)-ethyl]-benzoic acid 
• 192384-20-6 4-Fluoro-2-(6-methoxy-naphthalen-1-ylmethyl)-benzoic acid 
• 192384-04-6 4-fluoro-2-[1-(3-methoxynaphthoyl)]benzoic acid 
• 192384-21-7 1-[4-Fluoro-2-(6-methoxy-naphthalen-1-ylmethyl)-phenyl]-ethanone 
• 3597-42-0 6-methoxy-1-naphthalaldehyde 
• 130200-57-6 6-hydroxynaphthalene-1-carbonitrile 
• 57382-44-2 6-methoxy-1-naphthalenemethanamine 

Relevant articles and documents

Suzuki-Miyaura cross-coupling reaction of naphthyl triflate with indole boronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene-palladium complex catalyst: Synthesis of naphthalene-linked bis-heterocycles

In this study, the Suzuki-Miyaura cross-coupling reaction of naphthyl triflate with indole boronic acids catalyzed by a recyclable polymer-supported Pd-NHC complex catalyst is presented. The polymer-supported catalyst can be reused several times retaining high activity for the transformation. The structures of all the synthesized compounds were established by elemental analysis and from their mass, 1H-NMR, and 13C-NMR spectra.

Process for preparing 6-alkoxy-5-trifluoromethyl-1-naphtoic acids and novel 1-cyano-naphtalene intermediates

-

Substituted naphthoic acid process

6-Alkoxy-5-trifluoromethyl-1-naphthoic acids are prepared by (1) cyanating a 6-alkoxytetralone so as to form a 6-alkoxy-1-cyano-3,4-dihydronaphthalene, (2) converting the 6-alkoxy-1-cyano-3,4-dihydronaphthalene to a naphthoic acid precursor selected from a 6-alkoxy-1-cyanonaphthalene and a hydrocarbyl 6-alkoxy-1-naphthoate, (3) halogenating the naphthoic acid precursor to the corresponding 5-halo derivative, (4) trifluoromethylating the 5-halo derivative to replace the 5-halo substituent with a 5-trifluoromethyl group, and (5) hydrolyzing the resultant product to a 6-alkoxy-5-trifluoromethyl-1-naphthoic acid. In a preferred embodiment of the invention, the process is conducted so as to prepare 6-methoxy-5-trifluoromethyl-1-naphthoic acid, which, like the other products, is known to be useful as a pharmaceutical intermediate.