14962-20-0

Basic information

• Product Name: Phenol, 4-(1-methylcyclohexyl)-
• CAS NO: 14962-20-0
• Molecular Formula: C13H18O
• Molecular Weight: 190.285
• Mol File: 14962-20-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Phenol, 4-(1-methylcyclohexyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 4-(1-methylcyclohexyl)-(14962-20-0)
• EPA Substance Registry System: Phenol, 4-(1-methylcyclohexyl)-(14962-20-0)

Safety Data

• Hazardous Substances Data: 14962-20-0(Hazardous Substances Data)

Upstream product

• 591-49-1 1-methylcyclohex-1-ene 
• 108-95-2 phenol 
• 589-91-3 p-methylcyclohexanol 
• 583-59-5 2-Methylcyclohexanol 
• 7647-01-0 hydrogenchloride 
• 71-43-2 benzene 
• 98-59-9 p-toluenesulfonyl chloride 
• 35172-44-2 1-methyl-1-(4-nitrophenyl)cyclohexane 
• 590-67-0 1-Methylcyclohexanol 
• 15954-46-8 1-(4-(1-methylcyclohexyl)phenyl)ethan-1-one 
• 828-45-5 1-methylcyclohexylbenzene 
• 7664-93-9 sulfuric acid 
• 64-19-7 acetic acid 
• 3725-11-9 cyclohexylmethyl p-toluenesulfonate 

Downstream Products

• 1123-25-7 1-methyl-1-cyclohexanecarboxylic acid 
• 3769-24-2 4-(4-methyl-cyclohexyl)-anisole 
• 94757-00-3 1-benzoyloxy-4-(1-methyl-cyclohexyl)-benzene 
• 2948-44-9 1-methoxy-4-(1-methylcyclohexyl)benzene 
• 68077-92-9 4-(1-methylcyclohexyl)cyclohexanone 
• 1275543-48-0 N-[2-hydroxy-5-(1-methylcyclohexyl)benzyl]morpholine 
• 1279062-89-3 (S)-5-[4-(1-methyl-cyclohexyl)-phenoxymethyl]-4,5-dihydro-oxazol-2-ylamine 
• 1279061-82-3 (S)-2-[4-(1-methyl-cyclohexyl)-phenoxymethyl]-2,3-dihydro-oxazolo[3,2-a]pyrimidin-7-one 
• 1279062-86-0 (S)-2-[4-(1-methyl-cyclohexyl)-phenoxymethyl]-oxirane 
• 2890-61-1 1-methyl-1-cyclohexancarboxylic acid chloride 
• 1209-42-3 1-methyl-cyclohexanecarboxylic acid phenyl ester 

Relevant articles and documents

Cobalt-Catalyzed Desymmetric Isomerization of Exocyclic Olefins

Chiral cyclic olefins, 1-methylcyclohexenes, are versatile building blocks for the synthesis of pharmaceuticals and natural products. Despite the prevalence of these structural motifs, the development of efficient synthetic methods remains an unmet challenge. Herein we report a novel desymmetric isomerization of exocyclic olefins using a series of newly designed chiral cobalt catalysts, which enables a straightforward construction of chiral 1-methylcyclohexenes with diversified functionalities. The synthetic utility of this methodology is highlighted by a concise and enantioselective synthesis of a natural product, β-bisabolene. The versatility of the reaction products is further demonstrated by multifarious derivatizations.

Acidity effect in the regiochemical control of the alkylation of phenol with alkenes

Treatment of 1:1 mixtures of phenol and linear alkenes in the presence of an acidic promoter in CHCl3 at room temperature results in ortho-regioselective monoalkylation producing sec-alkylphenols in 48-60% yield. In similar reactions, branched alkenes lead exclusively to the corresponding para-tert-alkylphenols in 80-85% yield. Addition of increasing amounts of potassium phenolate to the reacting system reduces the protic acidity and promotes ortho-regioselective tert-alkylation. These results are tentatively explained in terms of competition of 'H-bond-template' and 'charge-controlled' mechanisms.

Conformational Dependence of 13C SCS in 1-Methyl-1-phenylcyclohexanes

13C chemical shift data are reported for a series of para-substituted 1-methyl-1-phenylcyclohexanes at 22 and -100 deg C.The magnitudes of the SCS at alkyl and cycloalkyl carbon positions are discussed.The SCS at C-methyl and C-4 are significantly differe