18653-57-1

Basic information

• Product Name: 2-Hydroxy-4-methyltetrahydropyran
• Synonyms: 2-Hydroxy-4-methyltetrahydropyran
• CAS NO: 18653-57-1
• Molecular Formula: C₆H₁₂O₂
• Molecular Weight: 0
• Mol File: 18653-57-1.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Hydroxy-4-methyltetrahydropyran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-4-methyltetrahydropyran(18653-57-1)
• EPA Substance Registry System: 2-Hydroxy-4-methyltetrahydropyran(18653-57-1)

Safety Data

• Hazardous Substances Data: 18653-57-1(Hazardous Substances Data)

Upstream product

• 763-32-6 2-methyl-1-buten-4-ol 
• 201230-82-2 carbon monoxide 
• 2270-61-3 4-methyl-3,4-dihydro-2H-pyran 
• 331-58-8 2-Butoxy-3,4-dihydro-4-methyl-2H-pyran 
• 7429-34-7 trans-2-hydroxy-4-methyltetrahydropyran 
• 7429-34-7 cis-2-hydroxy-4-methyltetrahydropyran 
• 4457-71-0 3-methylpentane-1,5-diol 
• 1121-84-2 4-methyl-tetrahydro-pyran-2-one 
• 4166-53-4 3-methylglutaric anhydride 

Downstream Products

• 92038-28-3 Opt.-inakt. Bis-<4-methyl-tetrahydro-pyranyl-(2)>-aether 
• 7429-34-7 cis-2-hydroxy-4-methyltetrahydropyran 
• 7429-34-7 trans-2-hydroxy-4-methyltetrahydropyran 
• 1121-84-2 4-methyl-tetrahydro-pyran-2-one 
• 4457-71-0 3-methylpentane-1,5-diol 
• 2270-61-3 4-methyl-3,4-dihydro-2H-pyran 
• 4717-96-8 4-methyltetrahydropyran 
• 5333-31-3 4-methylcyclohex-1-ene-1-carboxylic acid 

Relevant articles and documents

Chemo- A nd Regioselective Synthesis of Acyl-Cyclohexenes by a Tandem Acceptorless Dehydrogenation-[1,5]-Hydride Shift Cascade

An atom-economical methodology to access substituted acyl-cyclohexenes from pentamethylacetophenone and 1,5-diols is described. This process is catalyzed by an iridium(I) catalyst in conjunction with a bulky electron rich phosphine ligand (CataCXium A) which favors acceptorless dehydrogenation over conjugate reduction to the corresponding cyclohexane. The reaction produces water and hydrogen gas as the sole byproducts and a wide range of functionalized acyl-cyclohexene products can be synthesized using this method in very high yields. A series of control experiments were carried out, which revealed that the process is initiated by acceptorless dehydrogenation of the diol followed by a redox-neutral cascade process, which is independent of the iridium catalyst. Deuterium labeling studies established that the key step of this cascade involves a novel base-mediated [1,5]-hydride shift. The cyclohexenyl ketone products could readily be cleaved under mildly acidic conditions to access a range of valuable substituted cyclohexene derivatives.

Stereoselective Synthesis of Cyclohexanes via an Iridium Catalyzed (5 + 1) Annulation Strategy

An iridium catalyzed method for the synthesis of functionalized cyclohexanes from methyl ketones and 1,5-diols is described. This process operates by two sequential hydrogen borrowing reactions, providing direct access to multisubstituted cyclic products with high levels of stereocontrol. This methodology represents a novel (5 + 1) strategy for the stereoselective construction of the cyclohexane core.

Production of polyhydric alcohol (by machine translation)

PROBLEM TO BE SOLVED: To provide a method for producing a high purity polyhydric alcohol by reduction of hemiacetal.SOLUTION: There is provided a method for producing a polyhydric alcohol, which comprises: (I) a step of hydrogenating hemiacetal represented by the following general formula (1) in the presence of a hydrogenation catalyst to obtain a reaction solution (I); (II) a step of adding an amine or a salt thereof to the reaction solution obtained in the step (I) to obtain a reaction solution (II); and (III) a step of separating a polyhydric alcohol from the reaction solution (II) obtained in the step (II). (wherein, Rto Reach independently represents a hydrogen atom or an alkyl group or an aryl group which may have a functional group; and n represents 1 or 2.)