17104-67-5

Basic information

• Product Name: 5,6,7,8-Tetrahydronaphthalene-2-carbonitrile
• Synonyms: 5,6,7,8-Tetrahydro-2-naphthalenecarbonitrile;5,6,7,8-Tetrahydronaphthalene-2-carbonitrile;6-Cyano-1,2,3,4-tetrahydronaphthalene;6-Cyanotetralin
• CAS NO: 17104-67-5
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.21
• Mol File: 17104-67-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 20 °C
• Boiling Point: 103-104 °C(Press: 4 Torr)
• Appearance: /
• Density: 1.07±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 5,6,7,8-Tetrahydronaphthalene-2-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-Tetrahydronaphthalene-2-carbonitrile(17104-67-5)
• EPA Substance Registry System: 5,6,7,8-Tetrahydronaphthalene-2-carbonitrile(17104-67-5)

Safety Data

• Hazardous Substances Data: 17104-67-5(Hazardous Substances Data)

Upstream product

• 7647-01-0 hydrogenchloride 
• 7446-70-0 aluminium trichloride 
• 119-64-2 tetralin 
• 545-06-2 trichloroacetonitrile 
• 108-90-7 chlorobenzene 
• 86164-70-7 2-methyl-2-phenylmalononitrile 
• 109-74-0 propyl cyanide 
• 125286-11-5 5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate 
• 1125-78-6 5,6,7,8-Tetrahydro-2-naphthol 
• 23194-33-4 methyl 5,6,7,8-tetrahydronaphthalene-2-carboxylate 
• 1131-63-1 1,2,3,4-tetrahydro-2-naphthoic acid 
• 75-36-5 acetyl chloride 
• 110-52-1 1,4-dibromo-butane 
• 623-26-7 terephthalonitrile 

Downstream Products

• 15402-69-4 C-(5,6,7,8-tetrahydro-[2]naphthyl)-methylamine 
• 1131-63-1 1,2,3,4-tetrahydro-2-naphthoic acid 

Relevant articles and documents

Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation

Herein, we report a Ni-catalyzed reductive coupling for the synthesis of benzonitriles from aryl (pseudo)halides and an electrophilic cyanating reagent, 2-methyl-2-phenyl malononitrile (MPMN). MPMN is a bench-stable, carbon-bound electrophilic CN reagent that does not release cyanide under the reaction conditions. A variety of medicinally relevant benzonitriles can be made in good yields. Addition of NaBr to the reaction mixture allows for the use of more challenging aryl electrophiles such as aryl chlorides, tosylates, and triflates. Mechanistic investigations suggest that NaBr plays a role in facilitating oxidative addition with these substrates.

Nickel-Catalyzed Cyanation of Aryl Chlorides and Triflates Using Butyronitrile: Merging Retro-hydrocyanation with Cross-Coupling

We describe a nickel-catalyzed cyanation reaction of aryl (pseudo)halides that employs butyronitrile as a cyanating reagent instead of highly toxic cyanide salts. A dual catalytic cycle merging retro-hydrocyanation and cross-coupling enables the conversion of a broad array of aryl chlorides and aryl/vinyl triflates into their corresponding nitriles. This new reaction provides a strategically distinct approach to the safe preparation of aryl cyanides, which are essential compounds in agrochemistry and medicinal chemistry.

A PROCESS FOR THE PREPARATION OF 3-CYANO-1-NAPHTHOIC ACID AND SOME ANALOGUES THEREOF

The present invention is related to a process for the preparation of 3-cyano-1-naphthoic acid and some analogues thereof of formula (1), the intermediate 1-halo-3-cyano naphthalene and some analogues thereof used in this process and a process for the preparation of said intermediate.