146744-28-7

Basic information

• Product Name: trans-2-(4-methoxyphenoxy)cyclohexanol
• Synonyms: trans-2-(4-methoxyphenoxy)cyclohexanol
• CAS NO: 146744-28-7
• Molecular Weight: 222.284
• Mol File: 146744-28-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: trans-2-(4-methoxyphenoxy)cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: trans-2-(4-methoxyphenoxy)cyclohexanol(146744-28-7)
• EPA Substance Registry System: trans-2-(4-methoxyphenoxy)cyclohexanol(146744-28-7)

Safety Data

• Hazardous Substances Data: 146744-28-7(Hazardous Substances Data)

Upstream product

• 29368-59-0 p-methoxyphenolate 
• 286-20-4 cyclohexane-1,2-epoxide 
• 150-76-5 4-methoxy-phenol 
• 286-20-4 cyclohexene oxide 
• 1122-95-8 sodium 4-methoxyphenolate 

Downstream Products

• 1072-86-2 (1R,2R)-trans-1,2-cyclohexanediol 
• 57794-08-8 (1S,2S)-trans-1,2-Cyclohexanediol 
• 132177-64-1 trans-2-(4-methoxyphenoxy)cyclohexyl 3,5-dinitrobenzoate 

Relevant articles and documents

Linking BINOL: C2-symmetric ligands for investigations on asymmetric catalysis

The synthesis of new C2-symmetric chiral ligands consisting of two binaphthol units linked by a short bridge is described. These ligands can be used for investigating catalytic asymmetric reactions which utilize BINOL or related ligands as was

Linked-BINOL: An Approach towards Practical Asymmetric Multifunctional Catalysis

The development and application of a novel linked-1,1′-binaphthol (linked-BINOL) as an approach towards practical asymmetric multifunctional catalysis is described. Linked-BINOL was first designed to increase the stability of a Ga-Li-BINOL complex against

Catalytic enantioselective meso-epoxide ring opening reaction with phenolic oxygen nucleophile promoted by gallium heterobimetallic multifunctional complexes

The catalytic enantioselective meso-epoxide ring opening reaction with phenolic oxygen nucleophile (4-methoxyphenol) is described for the first time herein. This reaction was first found to be promoted by (R)-GaLB (Ga = gallium, L = lithium, B = (R)-BINOL), giving a variety of epoxide opening products in good to high ee (67-93% ee). However, chemical yield was only modest (yield 31-75%), despite the use of more than 20 mol % GaLB. This was due to the undesired ligand exchange between BINOL and 4-methoxyphenol, which resulted in the decomplexation of GaLB. Application of various known chiral ligands such as 6,6'-bis((triethylsilyl)ethynyl)-BINOL and H8-BINOL were examined, but satisfactory results were not obtained. To overcome this problem a novel linked-BINOL containing coordinative oxygen atom in the linker has been developed. By linking two BINOL units in GaLB, the stability of the Ga-complex was greatly improved. Using 3-10 mol % (R,R)-Ga-Li-linked- BINOL complex, a variety of epoxide opening reactions were found to proceed smoothly, affording products in analogous ee (66-96% ee) and in much higher yield (yield 67-94%) compared to (R)-GaLB. The structure of the LiCl free Ga- Li-linked-BINOL complex was elucidated by X-ray analysis. This is the first X-ray data for an asymmetric catalyst containing gallium. The possible mechanism of the entitled reaction is also discussed, based on the X-ray structure of the Ga-complex.