4915-86-0

Usage

Physical state

Colorless to pale yellow liquid

Aroma

Sweet, floral

Synthesis applications

Pharmaceuticals, fragrances, flavoring agents

Other uses

Flavoring agent in food products, fragrance in personal care products, production of plastics and resins

Toxicity

Low toxicity, generally regarded as safe for use in these applications.

Upstream product

• 4571-02-2 1-hydroxy-1,1-diphenyl-2-propanone 
• 75-36-5 acetyl chloride 
• 13733-16-9 threo-2-Hydroxy-1-acetoxy-1,2-diphenyl-propan 
• 13733-16-9 erythro-1,2-Dihydroxy-1,2-diphenyl-propan-1-acetat 
• 781-35-1 1,1-diphenylacetone 
• 33718-91-1 1,1-diphenyl-1-bromo-2-propanone 
• 833-81-8 (E)-1,2-diphenylpropene 
• 1084-78-2 (1RS,2SR)-(+/-)-1,2-diphenyl-1,2-propandiol 
• 5623-26-7 α-methylbenzoin 
• 108-24-7 acetic anhydride 
• 10282-18-5 trans-2,3-diphenyl-2-methyl oxirane 

Relevant academic research and scientific papers

Isothiourea-Catalyzed Acylative Kinetic Resolution of Tertiary α-Hydroxy Esters

A highly enantioselective isothiourea-catalyzed acylative kinetic resolution (KR) of acyclic tertiary alcohols has been developed. Selectivity factors of up to 200 were achieved for the KR of tertiary alcohols bearing an adjacent ester substituent, with both reaction conversion and enantioselectivity found to be sensitive to the steric and electronic environment at the stereogenic tertiary carbinol centre. For more sterically congested alcohols, the use of a recently-developed isoselenourea catalyst was optimal, with equivalent enantioselectivity but higher conversion achieved in comparison to the isothiourea HyperBTM. Diastereomeric acylation transition state models are proposed to rationalize the origins of enantiodiscrimination in this process. This KR procedure was also translated to a continuous-flow process using a polymer-supported variant of the catalyst.