80311-51-9

Basic information

• Product Name: (R)-(+)-3,5,5-trimethyl-2-cyclohexenol
• Synonyms: (R)-(+)-3,5,5-trimethyl-2-cyclohexenol
• CAS NO: 80311-51-9
• Molecular Weight: 140.225
• Mol File: 80311-51-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (R)-(+)-3,5,5-trimethyl-2-cyclohexenol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-3,5,5-trimethyl-2-cyclohexenol(80311-51-9)
• EPA Substance Registry System: (R)-(+)-3,5,5-trimethyl-2-cyclohexenol(80311-51-9)

Safety Data

• Hazardous Substances Data: 80311-51-9(Hazardous Substances Data)

Upstream product

• 25866-59-5 1,5,5-trimethylcyclohexa-1,3-diene 
• 470-99-5 isophorol 
• 108-05-4 vinyl acetate 
• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 

Downstream Products

• 1073591-19-1 (R)-3,5,5-trimethyl-2-cyclohexen-1-yl propionate 
• 1073591-15-7 ethyl (R)-(1,5,5-trimethyl-2-cyclohexen-1-yl)acetate 
• 1073591-18-0 (R)-3,5,5-trimethyl-2-cyclohexen-1-yl acetate 
• 1073591-20-4 (R)-3,5,5-trimethyl-2-cyclohexen-1-yl butyrate 

Relevant articles and documents

Enantioselective Hydrogenation of Ketones using Different Metal Complexes with a Chiral PNP Pincer Ligand

The synthesis of different metal pincer complexes coordinating to the chiral PNP ligand bis(2-((2R,5R)-2,5-dimethyl-phospholanoethyl))amine is described in detail. The characterized complexes with Mn, Fe, Re and Ru as metal centers showed good activities regarding the reduction of several prochiral ketones. Comparing these catalysts, the non-noble metal complexes produced best selectivities not only for aromatic substrates, but also for different kinds of aliphatic ones leading to enantioselectivities up to 99% ee. Theoretical investigations elucidated the mechanism and rationalized the selectivity. (Figure presented.).

CHIRAL METAL COMPLEX COMPOUNDS

The invention comprises novel chiral metal complex compounds of the formula (I) wherein M, PR2, R3 and R4 are outlined in the description, its stereoisomers, in the form as a neutral complex or a complex cation with a suitable counter ion. The chiral metal complex compounds can be used in asymmetric reactions, particularly in asymmetric reductions of ketones, imines or oximes.

Manganese(I)-Catalyzed Enantioselective Hydrogenation of Ketones Using a Defined Chiral PNP Pincer Ligand

A new chiral manganese PNP pincer complex is described. The asymmetric hydrogenation of several prochiral ketones with molecular hydrogen in the presence of this complex proceeds under mild conditions (30–40 °C, 4 h, 30 bar H2). Besides high catalytic activity for aromatic substrates, aliphatic ketones are hydrogenated with remarkable selectivity (e.r. up to 92:8). DFT calculations support an outer sphere hydrogenation mechanism as well as the experimentally determined stereochemistry.