3113-99-3

Basic information

• Product Name: Cyclohexanemethanol, a-methyl-, (R)-
• CAS NO: 3113-99-3
• Molecular Formula: C8H16O
• Molecular Weight: 128.214
• Mol File: 3113-99-3.mol
• Article Data: 177

Chemical Properties

• CAS DataBase Reference: Cyclohexanemethanol, a-methyl-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanemethanol, a-methyl-, (R)-(3113-99-3)
• EPA Substance Registry System: Cyclohexanemethanol, a-methyl-, (R)-(3113-99-3)

Safety Data

• Hazardous Substances Data: 3113-99-3(Hazardous Substances Data)

Usage

General Description

Cyclohexanemethanol, a-methyl-, (R)-, also known as R-(-)-a-methylcyclohexylmethyl alcohol, is a chiral organic compound with a molecular formula of C8H16O. It is a colorless liquid with a mild, peppermint-like odor and is commonly used in the synthesis of pharmaceuticals and fragrances. Cyclohexanemethanol, a-methyl-, (R)- is primarily used as a chiral auxiliary in the production of pharmaceuticals and as a flavor and fragrance ingredient in the food and beverage industry. It is also used in the synthesis of various other chemical compounds and has potential applications in the fields of organic chemistry and drug development. Due to its chiral nature, it is important in the creation of enantiopure compounds, which are used in the pharmaceutical industry to produce drugs with specific biological activity and minimize side effects.

Upstream product

• 13487-27-9 1-cyclohexylethan-1-yl acetate 
• 638-11-9 isopropyl butyrate 
• 1193-81-3 rac-1-cyclohexylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 69638-96-6 isopropenyl valerate 
• 114026-66-3 (4R,5R)-2-cyclohexyl-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester 
• 17430-98-7 [(1S)-1-cyclohexylethyl]amine 
• 58396-29-5 (R)-1-cyclohexylethyl acetate 
• 695-12-5 vinylcyclohexane 
• 148531-92-4 (R)-1-cyclohexylethyl octanoate 
• 823-76-7 Cyclohexyl methyl ketone 
• 542-18-7 cyclohexyl chloride 
• 75-07-0 acetaldehyde 
• 138298-68-7 (2R,3R)-3-((1-cyclohexylethyl)oxy)-2-hydroxy-1,4-butanedioic acid dimethyl ester 

Relevant articles and documents

Asymmetric Synthesis of the Diastereomeric 1-(2-Cyclohexenyl)-1-alkanols in High Optical Purity via a Stereochemically Stable Allylic Borane, B-2-Cyclohexen-1-yldiisopinocampheylborane

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Synthesis of cis-1,2-diol-type chiral ligands and their dioxaborinane derivatives: Application for the asymmetric transfer hydrogenation of various ketones and biological evaluation

Two cis-1,2-diol-type chiral ligands (T1 and T2) and their tri-coordinated chiral dioxaborinane (T(1–2)B(1–2)) and four-coordinated chiral dioxaborinane adducts with 4-tert-butyl pyridine sustained by N → B dati

Boron containing chiral Schiff bases: Synthesis and catalytic activity in asymmetric transfer hydrogenation (ATH) of ketones

Asymmetric Transfer Hydrogenation (ATH) has been an attractive way for the reduction of ketones to chiral alcohols. A great number of novel and valuable synthetic pathways have been achived by the combination usage of organometallic and coordination chemistry for the production of important class of compounds and particularly optically active molecules. For this aim, four boron containing Schiff bases were synthesized by the reaction of 4-formylphenylboronic acid with chiral amines. The boron containing structures have been found as stable compounds due to the presence of covalent B–O bonds and thus could be handled in laboratory environment. They were characterized by 1H NMR and FT-IR spectroscopy and elemental analysis and they were used as catalyst in the transfer hydrogenation of ketones to the related alcohol derivatives with high conversions (up to 99%) and low enantioselectivities (up to 22% ee).

Highly Enantioselective Cobalt-Catalyzed Hydroboration of Diaryl Ketones

A highly enantioselective cobalt-catalyzed hydroboration of diaryl ketones with pinacolborane was developed using chiral imidazole iminopyridine as a ligand to access chiral benzhydrols in good to excellent yields and ee. This protocol could be carried out in a gram scale under mild reaction conditions with good functional group tolerance. Chiral biologically active 3-substituted phthalide and (S)-neobenodine could be easily constructed through asymmetric hydroboration as a key step.