221626-01-3

Basic information

• Product Name: 2-cyclohexyl-1-cyanobenzene
• Synonyms: 2-cyclohexyl-1-cyanobenzene
• CAS NO: 221626-01-3
• Molecular Weight: 185.269
• Mol File: 221626-01-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-cyclohexyl-1-cyanobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cyclohexyl-1-cyanobenzene(221626-01-3)
• EPA Substance Registry System: 2-cyclohexyl-1-cyanobenzene(221626-01-3)

Safety Data

• Hazardous Substances Data: 221626-01-3(Hazardous Substances Data)

Upstream product

• 5400-91-9 2-cyclohexyl-aniline; hydrochloride 
• 136-01-6 cyclohexanecarboxylic acid Na-salt 
• 85-01-8 phenanthrene 
• 91-15-6 phthalonitrile 
• 110-82-7 cyclohexane 
• 100-47-0 benzonitrile 
• 2042-37-7 o-cyanobromobenzene 
• 873-32-5 2-Chlorobenzonitrile 
• 931-51-1 cyclohexylmagnesiumchloride 
• 931-50-0 cyclohexylmagnesium bromide 
• 59734-92-8 1-bromo-2-cyclohexylbenzene 
• 557-21-1 dicyanozinc 
• 108-85-0 1-bromocyclohexane 

Downstream Products

• 1276042-20-6 4-(p-tolyl)-4H-spiro[benzo[d][1,2]dioxine-1,1’-cyclohexan]-4-amine 
• 1537171-20-2 4-phenyl-4H-spiro[benzo[d][1,2]dioxine-1,1'-cyclohexane]-4-amine 
• 1537171-29-1 CCDC 891331 
• 1537171-27-9 4-(3-chlorophenyl)-4H-spiro[benzo[d][1,2]dioxine-1,1'-cyclohexan]-4-amine 
• 1537171-26-8 4-(4-chlorophenyl)-4H-spiro[benzo[d][1,2]dioxine-1,1'-cyclohexan]-4-amine 
• 1537171-25-7 4-(naphthalen-2-yl)-4H-spiro[benzo[d][1,2]dioxine-1,1'-cyclohexan]-4-amine 
• 1537171-23-5 C₂₅H₂₅NO₃ 
• 1537171-22-4 4-(2-methoxyphenyl)-4H-spiro[benzo[d][1,2]dioxine-1,1'-cyclohexane]-4-amine 
• 1537171-21-3 4-(4-methoxyphenyl)-4H-spiro[benzo[d][1,2]dioxine-1,1'-cyclohexan]-4-amine 
• 854181-78-5 (2-cyclohexylphenyl)methanamine 
• 97023-48-8 2-cyclohexylbenzoic acid 

Relevant articles and documents

Direct synthesis of 2- and 4-alkylbenzonitriles from alkylation of aromatic nitriles in the presence of pyridine transition metal complexes

Alkylation of aromatic nitriles in the presence of pyridine transition metal complexes yields 2- and 4-alkylbenzonitriles.

Manganese-Catalyzed Cross-Coupling of Aryl Halides and Grignard Reagents by a Radical Mechanism

The substrate scope and the mechanism have been investigated for the MnCl2-catalyzed cross-coupling reaction between aryl halides and Grignard reagents. The transformation proceeds rapidly and in good yield when the aryl halide component is an aryl chloride containing a cyano or an ester group in the para position or a cyano group in the ortho position. A range of other substituents gave no conversion of the aryl halide or led to the formation of side products. A broader scope was observed for the Grignard reagents, where a variety of alkyl- and arylmagnesium chlorides participated in the coupling. Two radical-clock experiments were carried out, and in both cases an intermediate aryl radical was successfully trapped. The cross-coupling reaction is therefore believed to proceed by an SRN1 mechanism, with a triorganomanganate complex serving as the most likely nucleophile and single-electron donor. Other mechanistic scenarios were excluded based on the substrate scope of the aryl halide.

Copper-catalyzed benzylic C-H oxygenation under an oxygen atmosphere via N-H imines as an intramolecular directing group

Copper-catalyzed benzylic C-H oxygenation under an oxygen atmosphere was developed starting from carbonitriles and Grignard reagents via N-H imine intermediates. The present process is characterized by the following two-step sequence in a one-pot manner: (1) addition of Grignard reagents to carbonitriles to form N-H imines and (2) benzylic C-H oxygenation (C=O bond formation) triggered by 1,5-hydrogen atom transfer with transient iminyl copper species.