930-59-6

Basic information

• Product Name: (1S*,3R*)-3-methylcyclopentan-1-ol
• CAS NO: 930-59-6
• Molecular Weight: 100.161
• Mol File: 930-59-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (1S*,3R*)-3-methylcyclopentan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S*,3R*)-3-methylcyclopentan-1-ol(930-59-6)
• EPA Substance Registry System: (1S*,3R*)-3-methylcyclopentan-1-ol(930-59-6)

Safety Data

• Hazardous Substances Data: 930-59-6(Hazardous Substances Data)

Upstream product

• 1757-42-2 3-methyl-cyclopentanone 
• 61305-33-7 cis-(+/-)-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-cyclopenten-1-ol 
• 89489-31-6 (1S,3R,5R)-3-Methyl-6-oxa-bicyclo[3.1.0]hexane 
• 1759-81-5 4-methylcyclopentene 
• 6672-24-8 (S)-3-methylcyclopentanone 
• 6672-30-6 (R)-3-methylcyclopentanone 
• 7686-77-3 3-cyclopentene-1-carboxylic acid 

Relevant articles and documents

Use of the 2-Pyridinesulfonyloxy Leaving Group for the Fast Copper-Catalyzed Coupling Reaction at Secondary Alkyl Carbons with Grignard Reagents

Investigation of the copper-catalyzed coupling reaction of 2-pyridinesulfonates with Grignard reagents revealed that reactions with catalytic Cu(OTf)2 were completed in 40 min. The results differed from those of the previous CuI-catalyzed reactions of tosylates in the presence of additives (LiOMe and TMEDA) for 12-24 h. It was shown that the preferred coordination of the leaving group to the reagents accelerated the reaction. Successful reagents were MeMgCl and other RMgX. Complete inversion was established.

Transfer Hydrogenation of Ketones with (1-) as the Precatalyst

The cluster 1a has been found to be an efficient precatalyst for the transfer hydrogenations of ketones and α,β-unsaturated ketones.With substrates such as (5S)-carvone , (3R)-methylcyclopentanone and (3R)-methylcyclohexanone, moderate to high diastereoselectivities were observed for reduction of the conjugated olefinic and ketonic functionalities respectively.Aromatisation of carvone to 5-isopropyl-2-methylphenol and disproportionation of cyclohex-2-en-1-one to phenol and cyclohexanone have also been found to be catalysed by 1a.Studies with radical inhibitors and other evidence suggest a radical mechanism for the transfer-hydrogenation and aromatisation reactions.In the transfer hydrogenation of cyclohex-2-en-1-one, the rate of conversion of 1a into other soluble species can be modelled accurately if autocatalysis is assumed.The time-dependent concentration profiles of cyclohex-2-en-1-one, cyclohexanone and cyclohexanol are simulated well if autocatalytic formation of an active intermediate followed by consecutive reactions leading to the formation of products is assumed.Such a model is also consistent with the proposed radical mechanism.