20758-60-5

Basic information

• Product Name: Anisole, p-1-cyclohexen-1-yl-
• Synonyms: Anisole, p-1-cyclohexen-1-yl-;1-(1-Cyclohexenyl)-4-methoxybenzene;1-Methoxy-4-(1-cyclohexenyl)benzene;4-(1-Cyclohexene-1-yl)-1-methoxybenzene;4-(1-Cyclohexenyl)anisole;p-(1-Cyclohexenyl)anisole;1-(cyclohexen-1-yl)-4-methoxybenzene
• CAS NO: 20758-60-5
• Molecular Formula: C₁₃H₁₆O
• Molecular Weight: 188.2655
• Mol File: 20758-60-5.mol
• Article Data: 35

Chemical Properties

• Melting Point: 37 °C
• Boiling Point: 288.2°Cat760mmHg
• Flash Point: 111.3°C
• Appearance: /
• Density: 1.012g/cm³
• Vapor Pressure: 0.0041mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: Anisole, p-1-cyclohexen-1-yl-(CAS DataBase Reference)
• NIST Chemistry Reference: Anisole, p-1-cyclohexen-1-yl-(20758-60-5)
• EPA Substance Registry System: Anisole, p-1-cyclohexen-1-yl-(20758-60-5)

Safety Data

• Hazardous Substances Data: 20758-60-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H16O/c1-14-13-9-7-12(8-10-13)11-5-3-2-4-6-11/h5,7-10H,2-4,6H2,1H3

Upstream product

• 696-62-8 para-iodoanisole 
• 110-83-8 cyclohexene 
• 66107-29-7 4-methoxyphenyl triflate 
• 150-76-5 4-methoxy-phenol 
• 768-60-5 4-methoxyphenylacetylen 
• 22718-22-5 cyclohex-1-en-1-yl dimethylcarbamate 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 28075-50-5 cyclohex-1-en-1-yl trifluoromethane sulfonate 
• 17497-53-9 1-iodo-1-cyclohexene 
• 4545-18-0 N'-cyclohexylidene-4-methylbenzene-1-sulfonohydrazide 
• 108-94-1 cyclohexanone 
• 93131-74-9 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonic acid 4-methoxyphenyl ester 
• 7570-92-5 cyclohexyl phenyl sulphide 

Downstream Products

• 5537-76-8 6-(4-methoxyphenyl)-6-oxohexanoic acid 
• 129353-32-8 1-(4'-Methoxyphenyl)-7-methylenebicyclo<4.1.0>heptane 
• 127047-36-3 3-thiocyanato-2-(4-methoxyphenyl)cyclohexene 
• 37087-68-6 2-(4-methoxyphenyl)cyclohexanone 
• 101471-06-1 2-azido-1-iodo-1-(4-methoxyphenyl)cyclohexane 
• 43050-23-3 1-p-Anisylcyclohexan-1,2-cis-diol 
• 43050-23-3 (1S,2S)-1-(4-Methoxy-phenyl)-cyclohexane-1,2-diol 
• 1321159-57-2 6-(4-nitrophenylamino)-1-(4-methoxyphenyl)cyclohexene 
• 1422016-65-6 6-oxo-6-[4-(methoxy)phenyl]hexanal 
• 52689-06-2 exo-6-(4-Anisyl)bicyclo<3.1.1>heptan-endo-6-ol 

Relevant articles and documents

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Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution

The triazole heterocycle has been widely adopted as an isostere for the amide bond. Many native amides are α-chiral, being derived from amino acids. This makes α-N-chiral triazoles attractive building blocks. This report describes the first enantioselective triazole synthesis that proceeds via nickel-catalyzed alkyne-azide cycloaddition (NiAAC). This dynamic kinetic resolution is enabled by a spontaneous [3,3]-sigmatropic rearrangement of the allylic azide. The 1,4,5-trisubstituted triazole products, derived from internal alkynes, are complementary to those commonly obtained by the related CuAAC reaction. Initial mechanistic experiments indicate that the NiAAC reaction proceeds through a monometallic Ni complex, which is distinct from the CuAAC manifold.

Electro-Olefination—A Catalyst Free Stereoconvergent Strategy for the Functionalization of Alkenes

Conventional methods carrying out C(sp2)?C(sp2) bond formations are typically mediated by transition-metal-based catalysts. Herein, we conceptualize a complementary avenue to access such bonds by exploiting the potential of electrochemistry in combination with organoboron chemistry. We demonstrate a transition metal catalyst-free electrocoupling between (hetero)aryls and alkenes through readily available alkenyl-tri(hetero)aryl borate salts (ATBs) in a stereoconvergent fashion. This unprecedented transformation was investigated theoretically and experimentally and led to a library of functionalized alkenes. The concept was then carried further and applied to the synthesis of the natural product pinosylvin and the derivatization of the steroidal dehydroepiandrosterone (DHEA) scaffold.