610304-83-1

Basic information

• Product Name: 1,2-Ethanediol, 1,2-diphenyl-, monobenzoate, (1R,2S)-
• CAS NO: 610304-83-1
• Molecular Formula: C21H18O3
• Molecular Weight: 318.372
• Mol File: 610304-83-1.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: 1,2-Ethanediol, 1,2-diphenyl-, monobenzoate, (1R,2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Ethanediol, 1,2-diphenyl-, monobenzoate, (1R,2S)-(610304-83-1)
• EPA Substance Registry System: 1,2-Ethanediol, 1,2-diphenyl-, monobenzoate, (1R,2S)-(610304-83-1)

Safety Data

• Hazardous Substances Data: 610304-83-1(Hazardous Substances Data)

Upstream product

• 93-97-0 benzoic acid anhydride 
• 5005-35-6 2-pyridyl benzoate 
• 579-43-1 (1S,2R)-1,2-diphenylethane-1,2-diol 
• 98-88-4 benzoyl chloride 
• 618-32-6 Benzoyl bromide 

Downstream Products

• 909797-49-5 (1R,2S)-1,2-diphenyl-2-(tetrahydropyran-2-yloxy)ethyl benzoate 

Relevant articles and documents

Asymmetric benzoylation and Henry reaction using reusable polytopic bis(oxazoline) ligands and copper(ii)

Multitopic bis(oxazoline)-based chiral ligands are associated with copper to generate catalysts for the asymmetric benzoylation of meso-hydrobenzoin, the kinetic resolution of rac-hydrobenzoin and the asymmetric Henry reaction. The recycling of the cataly

Selective Monoacylation of Diols and Asymmetric Desymmetrization of Dialkyl meso-Tartrates Using 2-Pyridyl Esters as Acylating Agents and Metal Carboxylates as Catalysts

With 2-pyridyl benzoates as acylating agents and Zn(OAc)2 as a catalyst, 1,2-diols, 1,3-diols, and catechol were selectively monoacylated. Furthermore, the highly enantioselective desymmetrization of meso-tartrates was achieved for the first time, utilizing 2-pyridyl esters and NiBr2/AgOPiv/Ph-BOX in CH3CN or CuCl2/AgOPiv/Ph-BOX in EtOAc catalyst systems (up to 96% ee). The latter catalyst system was also effective for the kinetic resolution of dibenzyl dl-tartrate.

Binuclear Double-Stranded Helicates and Their Catalytic Applications in Desymmetrization of Mesodiols

The ligand L1 of 4-methyl-2,6-diformylphenol and L2 of 4-tert-butyl-2,6-diformylphenol are synthesized through Schiff base condensation with rac-, (R)-(+), or (S)-(-)-1,1′-binaphthyl-2,2′-diamine (BNDA). As a result, the racemic L1rac, L2rac, and enantiopure L1RR, L1SS, L2RR, and L2SS ligands are obtained incorporating Cu(II) and Zn(II) salts by a simple one-pot metal template method. The series of dinuclear complexes of [M2LX2] (here, M = Cu2+, Zn2+ X = acetate ion, chloride ion; L = L1RR, L1SS, L1rac, L2RR, L2SS, L2rac) formulas are obtained in common. Among them, the single crystal X-ray structures for [Zn2L1rac(OAc)2] and [Zn2L1SSCl2] complexes are obtained. The detailed crystal structure and the chiroptical studies performed on these complexes dictates a self-sorting behavior in their self-assembly process and illustrate a chirality transfer from the ligand to the metal center on the complexes. The enantiopure dinuclear complexes [M2LRRX2] and [M2LSSX2] generate enantiopure λλ and ΔΔ isomers, respectively, but the racemic complexes produce only homochiral λλ and ΔΔ assemblies. The detailed studies based on UFLC (Ultra Fast Liquid Chromatography), CD, and single crystal X-ray structure together show the absence of heterochiral λΔ mesocate. All these complexes are adapted as catalysts for desymmetrization of various mesodiols, and the enantiopure complexes are found to give efficient enantioselectivity in desymmetrization of mesodiols with benzoyl chloride to monobenzoylated ester providing 98% yield and 92% ee.