4564-83-4

Upstream product

• 4564-81-2 1-phenyl-1,2-dimethyloxirane 
• 767-99-7 (Z)-2-phenylbut-2-ene 
• 64-19-7 acetic acid 
• 135-98-8 sec-Butylbenzene 
• 108-24-7 acetic anhydride 
• 75-05-8 acetonitrile 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 1565-75-9 2-phenyl-2-butanol 
• 3155-01-9 3-hydroxy-3-phenyl-butan-2-one 
• 767-99-7 2-phenylbut-2-ene 

Downstream Products

• 37164-02-6 erythro-2-phenyl-2,3-butanediol 
• 37164-02-6 threo-2-phenyl-2,3-butanediol 
• 95971-81-6 2,2,r-4,t-5-tetramethyl-t-4-phenyl-1,3-dioxolane 
• 95971-81-6 2,2,r-4,c-5-tetramethyl-t-4-phenyl-1,3-dioxolane 

Relevant academic research and scientific papers

Synthesis of β-acetoxy alcohols by PhI(OAc)2-mediated metal-free diastereoselective β-acetoxylation of alcohols

β-Acetoxy alcohols can be synthesized in good yields with excellent diastereoselectivity from tertiary alcohols through PhI(OAc)2-mediated metal-free β-acetoxylation. Mechanistic studies showed that the β-acetoxylation process might undergo dehydration and sequential highly regioselective and diastereoseletive dioxygenation. Gram scale and diverse useful scaffolds could be prepared via this β-acetoxylation process.

Oxidation by Cobalt(III) Acetate. Part 8. Effects of Substituents on Product Distributions in Oxidation of Aromatic Olefins by Cobalt(III) Acetate

Oxidation of aromatic olefins by cobalt(III) acetate in acetic acid under nitrogen gave both allylic acetates and glycol monoacetates.Disubstituted olefins were oxidized by the oxidant to give predominantly allylic acetates.Glycol monoacetates were minor products except for the case of 1-phenylisobutene which was slowly oxidized to give the corresponding glycol monoacetate.In the oxidation of tri- and tetra-substituted olefins, the yield of glycol monoacetate increased at the expense of that of allylic acetate.A mechanism, in which the reaction proceeds through a Co-co-ordinated radical kation formed by an one-electron abstraction from olefin by cobalt(III) acetate, is suggested.

Preparation and Reactivities of Hexakisacetonitrile Iron(III) Perchlorate and Related Complexes as Strong Oxidizing Reagents

The iron(III) complexes Fe(S)6(ClO4)3, S=solvent, were prepared from Fe(H2O)6(ClO4)3 in the donor solvents.Reactions of alkylbenzenes with Fe(AN)6(ClO4)3 (AN=acetonitrile) were explored because the AN complex has the highest formal redox potential, E0=1.73 V vs.SCE, among these complexes.Oxidation of the primary alkylbenzenes by the iron(III) AN complex gave the corresponding acetamides (Table II).Oxidation of the secondary alkylbenzenes, namely, cumene, 2-phenylbutane, and 2-exo-phenylnorbornane, afforded the corresponding acetates and acetamides (Charts 2 and 3), consuming over 4-mol eq of reagent.Reactions of p-xylene and hexamethylbenzene with Fe(CH2=CHCN)6(ClO4)3 also yielded the amides 31a and 31b.These results demonstrate the applicability of the iron(III) AN complexes as a powerful reagent to oxidize organic substrates which have onset potentials of anodic current of ca. 2.0 V vs.SCE.Keywords - oxidation; primary alkylbenzene; secondary alkylbenzene; oxidizing reagent; iron(III) perchlorate solvate; hexakisacetonitrile iron(III) perchlorate; hexakisacrylonitrile iron(III) perchlorate