110548-55-5

Basic information

• Product Name: (R)-α-cyclopropylbenzyl alcohol
• Synonyms: (R)-α-cyclopropylbenzyl alcohol
• CAS NO: 110548-55-5
• Molecular Weight: 148.205
• Mol File: 110548-55-5.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: (R)-α-cyclopropylbenzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-α-cyclopropylbenzyl alcohol(110548-55-5)
• EPA Substance Registry System: (R)-α-cyclopropylbenzyl alcohol(110548-55-5)

Safety Data

• Hazardous Substances Data: 110548-55-5(Hazardous Substances Data)

Upstream product

• 1667-00-1 benzylcyclopropane 
• 1007-03-0 1-phenyl-1-cyclopropylmethanol 
• 3481-02-5 cyclopropyl phenyl ketone 
• 98-88-4 benzoyl chloride 
• 108-05-4 vinyl acetate 
• 20525-76-2 dicyclopropylzinc 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Amino Acid-Functionalized Metal-Organic Frameworks for Asymmetric Base–Metal Catalysis

We report a strategy to develop heterogeneous single-site enantioselective catalysts based on naturally occurring amino acids and earth-abundant metals for eco-friendly asymmetric catalysis. The grafting of amino acids within the pores of a metal-organic framework (MOF), followed by post-synthetic metalation with iron precursor, affords highly active and enantioselective (>99 % ee for 10 examples) catalysts for hydrosilylation and hydroboration of carbonyl compounds. Impressively, the MOF-Fe catalyst displayed high turnover numbers of up to 10 000 and was recycled and reused more than 15 times without diminishing the enantioselectivity. MOF-Fe displayed much higher activity and enantioselectivity than its homogeneous control catalyst, likely due to the formation of robust single-site catalyst in the MOF through site-isolation.

Mn(i) phosphine-amino-phosphinites: a highly modular class of pincer complexes for enantioselective transfer hydrogenation of aryl-alkyl ketones

A series of Mn(i) catalysts with readily accessible and more π-accepting phosphine-amino-phosphinite (P′(O)N(H)P) pincer ligands have been explored for the asymmetric transfer hydrogenation of aryl-alkyl ketones which led to good to high enantioselectivities (up to 98%) compared to other reported Mn-based catalysts for such reactions. The easy tunability of the chiral backbone and the phosphine moieties makes P′(O)N(H)P an alternative ligand framework to the well-known PNP-type pincers.

C1-Symmetric PNP Ligands for Manganese-Catalyzed Enantioselective Hydrogenation of Ketones: Reaction Scope and Enantioinduction Model

A family of ferrocene-based chiral PNP ligands is reported. These tridentate ligands were successfully applied in Mn-catalyzed asymmetric hydrogenation of ketones, giving high enantioselectivities (92%～99% ee for aryl alkyl ketones) as well as high efficiencies (TON up to 2000). In addition, dialkyl ketones could also be hydrogenated smoothly. Manganese intermediates that might be involved in the catalytic cycle were analyzed. DFT calculation was carried out to help understand the chiral induction model. The Mn/PNP catalyst could discriminate two groups with different steric properties by deformation of the phosphine moiety in the flexible 5-membered ring.