73803-82-4

Basic information

• Product Name: Cyclopentanemethanol, 2-methyl-
• Synonyms: trans-1-Hydroximethyl-2-methylcyclopentan;Cyclopentanemethanol,2-methyl;(+-)-trans-2-Methyl-1-hydroxymethyl-cyclopentan;(trans-2-methylcyclopentyl)methanol;(+-)-trans-2-methyl-1-hydroxymethyl-cyclopentane;(+-)-2t-Methyl-1r-hydroxymethyl-cyclopentan;trans-2-methylcyclopentane-1-carbinol
• CAS NO: 73803-82-4
• Molecular Formula: C7H14O
• Molecular Weight: 114.188
• Mol File: 73803-82-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Cyclopentanemethanol, 2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentanemethanol, 2-methyl-(73803-82-4)
• EPA Substance Registry System: Cyclopentanemethanol, 2-methyl-(73803-82-4)

Safety Data

• Hazardous Substances Data: 73803-82-4(Hazardous Substances Data)

Upstream product

• 3070-53-9 1,6-heptadiene 
• 693-89-0 1-methylcyclopent-1-ene 
• 3664-70-8 trans-1-(2-methylcyclopentyl)ethanone 
• 20106-44-9 trans-2-Methylcyclopentanecarbaldehyde 
• 40911-84-0 dimethyl-2R,2S' dicyclopentyl-1R,1S' cetone 
• 201230-82-2 carbon monoxide 
• 4541-43-9 trans-2-methylcyclopentanecarboxylic acid 
• 55536-08-8 ethyl p-aminophenyl acetate 
• 22911-33-7 1-(methoxycarbonyl)-2-methylcyclopentane 
• 124-63-0 methanesulfonyl chloride 
• 41158-41-2 1-methyl-2-methylene-cyclopentane 
• 67-56-1 methanol 
• 96-37-7 methyl-cyclopentane 

Downstream Products

• 81328-62-3 (2-methylcyclopent-1-enyl)methanol 
• 822-50-4 trans-1,2-dimethylcyclopentane 
• 1192-18-3 cis-1,2-dimethylcyclopentane 

Relevant articles and documents

THE STEREOCHEMISTRY OF THE HYDROBORATION REARRANGEMENT

Hydroboration of 1,2-dimethylcyclopentene with BH3*THF affords a product in which boron migrates stereospecifically at low temperature into the cyclopentane ring.At higher temperatures subsequent (non-stereospecific) isomerisation occurs via a competing reaction mechanism.

Ligand-Controlled Direct Hydroformylation of Trisubstituted Olefins

The direct hydroformylation of trisubstituted olefins has been achieved with a combination of a Rh(I) catalyst and a π-acceptor phosphorus (briphos) ligand. A sterically bulky briphos ligand with a large cone angle that forms a 1:1 complex with Rh(I) is found to be reactive for the hydroformylation of trisubstituted olefins. The aldehyde products were obtained with high diastereoselectivity (>99:1) and regioselectivity (49%-81%).

Selective generation of free radicals from epoxides using a transition-metal radical. A powerful new tool for organic synthesis

Bis(cyclopentadienyl)titanium(III) chloride reacts with epoxides by initial C-O homolysis. The regiochemistry of the opening is determined by the relative stabilities of the radicals. Depending on the reaction partners, these radicals undergo intramolecular (hex-5-enyl cyclization) or intermolecular additions to olefins. The resultant radicals are efficiently scavenged by a second equivalent of Ti(III) to afford the corresponding Ti(IV) derivative. Treatment of this intermediate with electrophiles such as H+ or halogens provides a route to functionalized cyclopentanes and other useful products. The radical initially formed from an epoxide can also be trapped by H-atom donors such as 1,4-cyclohexadiene or tert-butyl thiol, resulting in an overall reduction of the epoxide. In the absence of a H-atom donor or an olefin, this radical is trapped by Ti(III), resulting in a β-oxido-Ti organometallic species which undergoes facile elimination to give an olefin. The reaction conditions are remarkably mild and are applicable to very sensitive substrates.