7605-55-2

Usage

InChI:InChI=1/C9H16O2/c1-7-5-3-4-6-8(7)9(10)11-2/h7-8H,3-6H2,1-2H3/t7-,8+/m0/s1

Upstream product

• 67-56-1 methanol 
• 7076-91-7 (+-)-cis-2-methyl-cyclohexanecarboxylic acid 
• 935-79-5 cis-1,2,3,6-tetrahydrophthalic anhydride 
• 74-88-4 methyl iodide 
• 89-71-4 2-Methyl-benzoic acid methyl ester 
• 186581-53-3 diazomethane 
• 15177-62-5 trans-2-methylcyclohexanecarboxylic acid 
• 72505-80-7 6-Methyl-1-cyclohexencarbonsaeuremethylester 
• 118-90-1 ortho-methylbenzoic acid 
• 134785-23-2 (+/-)-cis-1-carbomethoxy-2-bromomethyl-4-cyclohexene 
• 2744-05-0 8-oxabicyclo[4.3.0]non-3-en-9-one 
• 133806-73-2 (+/-)-cis-1-carbomethoxy-2-bromomethylcyclohexane 
• 22973-22-4 (+/-)-cis-2-methylcyclohexene-3-carboxylic acid methyl ester 

Downstream Products

• 7076-91-7 (+-)-cis-2-methyl-cyclohexanecarboxylic acid 
• 20993-77-5 (+)-(1R,2S)-1-carboxy-2-methylcyclohexane 
• 134877-08-0 (-)-cis-1-carbomethoxy-2-methylcyclohexane 
• 3937-45-9 cis-1-hydroxymethyl-2-methylcyclohexane 
• 7132-88-9 (+/-)-cis-2-methyl-cyclohexanecarboxylic acid amide 

Relevant academic research and scientific papers

A mild route to solid-supported rhodium nanoparticle catalysts and their application to the selective hydrogenation reaction of substituted arenes

A clean route is described for the preparation of 1.3% (w/w) supported rhodium nanoparticle (3.0 ± 0.7 nm) catalysts onto commercial ion-exchange resins. Their application to the liquid-phase hydrogenation reaction of C=C bonds shows the most active species are obtained under catalytic conditions at room temperature and 1 bar H2. The heterogeneous catalyst shows excellent activity, selectivity and reusability in the hydrogenation reaction of alkenes and substituted arenes under very undemanding conditions. The results are discussed in terms of support effect on the catalytic efficiency.

Hexafluoroisopropanol: A powerful solvent for the hydrogenation of functionalized aromatic compounds

Various substituted aromatic compounds have been reduced under H 2 using RuCl3. The fluorous solvent hexafluoroisopropanol turned out to be particularly efficient in the case of compounds difficult to reduce in organic solvents.

A catalytic stereo- and chemo-selective method for the reduction of substituted aromatics

Various substituted aromatics have been reduced using colloidal ruthenium under H2 pressure with good stereoselectivity (cis/trans up to 60). Interesting chemoselectivities are also observed.

Enzymes in organic synthesis 49. Resolutions of racemic monocyclic esters with pig liver esterase

Pig liver esterase (PLE)- catalyzed hydrolyses of the racemic methyl esters of cyclobutane-, cyclohexane-, and cyclohex-4-ene-carboxylic acids bearing cis-2-methyl or cis-2-bromomethyl substituents are highly stereoselective, giving the corresponding acid products of ≥ 97% ee. The stereoselectivity of the enzyme exhibits the expected reversal for such compounds, with the absolute configurations of the cyclobutane and cyclohexame acids being of the opposite absolute configuration type, and cyclopentane substrates such as cis-1-carbomethoxy-2-methylcyclopentane representing the change-over structures and giving products of only 22%ee. This stereoselectivtiy reversal, and the absolute configurations preferred, are as predicted by the recently proposed active site model for the enzyme.