676132-35-7

Basic information

• Product Name: 1-broMocyclohexanecarbonitrile
• Synonyms: 1-broMocyclohexanecarbonitrile;1-broMocyclohexane-1-carbonitrile
• CAS NO: 676132-35-7
• Molecular Formula: C₇H₁₀BrN
• Molecular Weight: 188.065
• Mol File: 676132-35-7.mol

Chemical Properties

• Boiling Point: 114-117 °C(Press: 36 Torr)
• Appearance: /
• Density: 1.3891 g/cm3(Temp: 25 °C)
• CAS DataBase Reference: 1-broMocyclohexanecarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-broMocyclohexanecarbonitrile(676132-35-7)
• EPA Substance Registry System: 1-broMocyclohexanecarbonitrile(676132-35-7)

Safety Data

• Hazardous Substances Data: 676132-35-7(Hazardous Substances Data)

Upstream product

• 766-05-2 cyclohexane carbonitrile 

Downstream Products

• 7476-59-7 1-bromo-cyclohexanecarboxylic acid amide 
• 58920-80-2 methyl 1-cyanocyclohexane-1-carboxylate 
• 57527-71-6 1'-hydroxy-[1,1'-bi(cyclohexane)]-1-carbonitrile 
• 676132-37-9 1-allylcyclohexane-1-nitrile 
• 850011-76-6 1-(prop-2-yn-1-yl)cyclohexanecarbonitrile 
• 1433148-40-3 (1-cyanocyclohexyl)magnesium bromide 
• 1433148-44-7 (1-cyanocyclohexyl)(methyl)copper 
• 87740-87-2 1-(nitromethyl)-1-cyanocyclohexane 

Relevant articles and documents

Visible-Light-Driven N-Heterocyclic Carbene Catalyzed γ- and ?-Alkylation with Alkyl Radicals

The merging of photoredox catalysis and N-heterocyclic carbene (NHC) catalysis for γ- and ?-alkylation of enals with alkyl radicals was developed. The alkylation reaction of γ-oxidized enals with alkyl halides worked well for the synthesis γ-multisubstituted-α,β-unsaturated esters, including those with challenging vicinal all-carbon quaternary centers. The synthesis of ?-multisubstituted-α,β-γ,δ-diunsaturated esters by an unprecedented NHC-catalyzed ?-functionalization was also established.

Metalated nitriles: Organolithium, -magnesium? and -copper exchange of α-halonitriles

(Chemical Equation Presented) α-Halonitriles react with alkyllithium, organomagnesium, and lithium dimethylcuprate reagents generating reactive, metalated nitriles. The rapid halogen-metal exchange with alkyllithium and Grignard reagents allows selective exchange in the presence of reactive carbonyl electrophiles, including aldehydes, providing a high-yielding alkylation protocol. Lithiated and magnesiated nitriles react with propargyl bromide by SN2 displacement whereas organocopper nitriles react by S N2′ displacement, correlating with the formation of a C-metalated nitrile.

Metalated Nitriles: Halogen - Metal Exchange with α-Halonitriles

(Equation presented) α-Halonitriles react with organometallic reagents in a facile halogen-metal exchange. The halogen-metal exchange is extremely fast with Grignard and alkyllithium reagents, generating metalated nitriles in situ with aldehyde, ketone, a