116809-19-9

Basic information

• Product Name: Benzenemethanol, a-ethyl-, propanoate, (R)-
• CAS NO: 116809-19-9
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Mol File: 116809-19-9.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, a-ethyl-, propanoate, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, a-ethyl-, propanoate, (R)-(116809-19-9)
• EPA Substance Registry System: Benzenemethanol, a-ethyl-, propanoate, (R)-(116809-19-9)

Safety Data

• Hazardous Substances Data: 116809-19-9(Hazardous Substances Data)

Upstream product

• 93-54-9 1-Phenyl-1-propanol 
• 123-62-6 propionic acid anhydride 
• 802294-64-0 propionic acid 
• 1007-32-5 benzyl ethyl ketone 
• 6957-17-1 (+/-)-4-phenylhexan-3-one 
• 157752-42-6 rac-1-phenyl-1-propyl-propionate 

Downstream Products

• 1565-74-8 (R)-1-phenyl-1-propanol 

Relevant articles and documents

The first asymmetric esterification of free carboxylic acids with racemic alcohols using benzoic anhydrides and tetramisole derivatives: an application to the kinetic resolution of secondary benzylic alcohols

A variety of optically active carboxylic esters are produced by the kinetic resolution of racemic secondary benzylic alcohols using free carboxylic acids with benzoic anhydride and tetramisole derivatives. 4-Methoxybenzoic anhydride (PMBA) is the best rea

Kinetic resolution of racemic secondary benzylic alcohols by the enantioselective esterification using pyridine-3-carboxylic anhydride (3-PCA) with chiral acyl-transfer catalysts

Pyridine-3-carboxylic anhydride (3-PCA) was found to function as an efficient coupling reagent for the preparation of carboxylic esters from various carboxylic acids with alcohols under mild conditions by a simple experimental procedure. This novel condensation reagent 3-PCA was applicable not only for the synthesis of achiral carboxylic esters catalyzed by 4-(dimethylamino)pyridine (DMAP) but also for the production of chiral carboxylic esters by the combination of chiral nucleophilic catalyst, such as tetramisole (=2,3,5,6-tetrahydro-6-phenylimidazo[2,1-b][1,3]thiazole) derivatives. An efficient kinetic resolution of racemic benzylic alcohols with achiral carboxylic acids was achieved by using 3-PCA in the presence of (R)-benzotetramisole ((R)-BTM), and a variety of optically active carboxylic esters were produced with high enantiomeric excesses by this new chiral induction system without using a tertiary amine. Copyright

A highly selective ferrocene-based planar chiral PIP (Fc-PIP) acyl transfer catalyst for the kinetic resolution of alcohols

Novel planar chiral ferrocene nucleophilic catalysts (Fc-PIP) containing both central and planar chiral elements were designed and synthesized for catalytic enantioselective acyl transfer of secondary alcohols. A remarkably efficient catalyst with high selectivity factors (up to S = 1892) was identified. Comparing the combination of central and planar chirality revealed a strong requirement for the "matched" chiral elements, indicating that the stereogenic center of the imidazole rings should present itself on the same face as the ferrocenyl fragment; otherwise, the catalyst is completely inactive. An exclusively stacked transition state that accounts for the high selectivity of the kinetic resolution of secondary alcohols is proposed. Notably, this newly designed catalyst family is suitable for the catalytic kinetic resolution of bulky arylalkyl carbinols, producing esters with extremely high ee (>99%).