94823-85-5

Basic information

• Product Name: cyclohexyl(naphthalen-1-yl)methanol
• Synonyms: cyclohexyl(naphthalen-1-yl)methanol
• CAS NO: 94823-85-5
• Molecular Weight: 240.345
• Mol File: 94823-85-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: cyclohexyl(naphthalen-1-yl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: cyclohexyl(naphthalen-1-yl)methanol(94823-85-5)
• EPA Substance Registry System: cyclohexyl(naphthalen-1-yl)methanol(94823-85-5)

Safety Data

• Hazardous Substances Data: 94823-85-5(Hazardous Substances Data)

Upstream product

• 36140-19-9 dicyclohexylboron chloride 
• 66-77-3 1-naphthaldehyde 
• 90-14-2 1-Iodonaphthalene 
• 100-49-2 cyclohexylmethyl alcohol 
• 2043-61-0 cyclohexanecarbaldehyde 
• 86-53-3 1-Cyanonaphthalene 
• 10378-55-9 1-(diazomethyl)naphthalene 
• 2936-65-4 cyclohexyl α-naphthyl ketone 
• 931-51-1 cyclohexylmagnesiumchloride 

Downstream Products

• 64833-56-3 1-(methylcyclohexyl)naphthaldehyde 

Relevant articles and documents

Catalytic Aldehyde and Alcohol Arylation Reactions Facilitated by a 1,5-Diaza-3,7-diphosphacyclooctane Ligand

We report a catalytic method to access secondary alcohols by the coupling of aryl iodides. Either aldehydes or alcohols can be used as reaction partners, making the transformation reductive or redox-neutral, respectively. The reaction is mediated by a Ni catalyst and a 1,5-diaza-3,7-diphosphacyclooctane. This P2N2ligand, which has previously been unrecognized in cross-coupling and related reactions, was found to avoid deleterious aryl halide reduction pathways that dominate with more traditional phosphines and NHCs. An interrupted carbonyl-Heck type mechanism is proposed to be operative, with a key 1,2-insertion step forging the new C-C bond and forming a nickel alkoxide that may be turned over by an alcohol reductant. The same catalyst was also found to enable synthesis of ketone products from either aldehydes or alcohols, demonstrating control over the oxidation state of both the starting materials and products.

Alkylation of aromatic aldehydes with alkylboron chloride derivatives

The reaction of aryl aldehydes with alkylboron chlorides has been investigated. Monoalkylboron dichlorides react with aryl aldehydes in hexane under reflux conditions to give a mixture of dichloroarylmethane and benzyl chloride. Under the same reaction conditions, dialkylboron chlorides lead to formation of a mixture of benzyl chloride and the chloroalkylation product. In the presence of a base such as 2,6-lutidine, the reactions of monoalkylboron dichlorides with aryl aldehydes yield small amounts of the desired alkylation products at room temperature. Dialkylboron chlorides react with aryl aldehydes in hexane in the presence of base to generate the corresponding arylalkylmethanols in good yields.