41876-58-8

Basic information

• Product Name: Benzene, 1-cyclohexyl-3-methoxy-
• CAS NO: 41876-58-8
• Molecular Formula: C13H18O
• Molecular Weight: 190.285
• Mol File: 41876-58-8.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: Benzene, 1-cyclohexyl-3-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-cyclohexyl-3-methoxy-(41876-58-8)
• EPA Substance Registry System: Benzene, 1-cyclohexyl-3-methoxy-(41876-58-8)

Safety Data

• Hazardous Substances Data: 41876-58-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 626-62-0 Cyclohexyl iodide 
• 100-66-3 methoxybenzene 
• 2398-37-0 3-methoxyphenyl bromide 
• 110-82-7 cyclohexane 
• 108-85-0 1-bromocyclohexane 
• 1003858-50-1 2-(3-methoxyphenyl)-5, 5-dimethyl-1,3,2-dioxaborinane 
• 2845-89-8 1-chloro-3-methoxy-benzene 
• 256390-55-3 cyclohexylzinc chloride 
• 931-50-0 cyclohexylmagnesium bromide 
• 110-83-8 cyclohexene 
• 446065-11-8 cyclohexyltrifluoro-λ⁴-borane potassium salt 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 
• 108-94-1 cyclohexanone 

Downstream Products

• 57568-38-4 1-(4-cyclohexyl-2-methoxyphenyl)ethan-1-one 
• 1943-95-9 meta-cyclohexylphenol 
• 79380-76-0 ethyl 5-chloro-4-cyclohexyl-2-methoxyphenylacetate 
• 79380-77-1 ethyl 5-chloro-4-cyclohexyl-2-methoxy-α-methylphenylacetate 
• 60986-92-7 6-cyclohexyl-2,3-dihydro-5-nitrobenzofuran-2-one 
• 79380-79-3 4-cyclohexyl-2-methoxy-5-(hydroxymethyl)phenylacetic acid 
• 79380-78-2 4-cyclohexyl-5-formyl-2-methoxyphenylacetic acid 
• 79380-74-8 ethyl 4-cyclohexyl-2-methoxyphenylacetate 
• 79380-75-9 ethyl 4-cyclohexyl-2-methoxy-α-methylphenylacetate 
• 79380-80-6 4-cyclohexyl-2-methoxy-5-methylphenylacetic acid 
• 60986-90-5 5-bromo-6-cyclohexyl-2,3-dihydrobenzofuran-2-one 
• 60986-89-2 5-chloro-6-cyclohexyl-2,3-dihydrobenzofuran-2-one 
• 60986-93-8 5-chloro-6-cyclohexyl-2,3-dihydro-3-methylbenzofuran-2-one 
• 60986-96-1 6-cyclohexyl-2,3-dihydro-5-methylbenzofuran-2-one 

Relevant articles and documents

Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross-Coupling Enabled by Well-Defined Precatalysts with L,X-Type Ligands

Cobalt(II) halides in combination with phenoxyimine (FI) ligands generated efficient precatalysts in situ for the C(sp2)-C(sp3) Suzuki-Miyaura cross-coupling between alkyl bromides and neopentylglycol (hetero)arylboronic esters. The protocol enabled efficient C-C bond formation with a host of nucleophiles and electrophiles (36 examples, 34-95%) with precatalyst loadings of 5 mol %. Studies with alkyl halide electrophiles that function as radical clocks support the intermediacy of alkyl radicals during the course of the catalytic reaction. The improved performance of the FI-cobalt catalyst was correlated with decreased lifetimes of cage-escaped radicals as compared to those of diamine-type ligands. Studies of the phenoxyimine-cobalt coordination chemistry validate the L,X interaction leading to the discovery of an optimal, well-defined, air-stable mono-FI-cobalt(II) precatalyst structure.

Coupling of Reformatsky Reagents with Aryl Chlorides Enabled by Ylide-Functionalized Phosphine Ligands

The coupling of aryl chlorides with Reformatsky reagents is a desirable strategy for the construction of α-aryl esters but has so far been substantially limited in the substrate scope due to many challenges posed by various possible side reactions. This limitation has now been overcome by the tailoring of ylide-functionalized phosphines to fit the requirements of Negishi couplings. Record-setting activities were achieved in palladium-catalyzed arylations of organozinc reagents with aryl electrophiles using a cyclohexyl-YPhos ligand bearing an ortho-tolyl-substituent in the backbone. This highly electron-rich, bulky ligand enables the use of aryl chlorides in room temperature couplings of Reformatsky reagents. The reaction scope covers diversely functionalized arylacetic and arylpropionic acid derivatives. Aryl bromides and chlorides can be converted selectively over triflate electrophiles, which permits consecutive coupling strategies.

Visible-Light-Promoted Iron-Catalyzed C(sp2)–C(sp3) Kumada Cross-Coupling in Flow

A continuous-flow, visible-light-promoted method has been developed to overcome the limitations of iron-catalyzed Kumada–Corriu cross-coupling reactions. A variety of strongly electron rich aryl chlorides, previously hardly reactive, could be efficiently coupled with aliphatic Grignard reagents at room temperature in high yields and within a few minutes’ residence time, considerably enhancing the applicability of this iron-catalyzed reaction. The robustness of this protocol was demonstrated on a multigram scale, thus providing the potential for future pharmaceutical application.