51876-05-2

Upstream product

• 109-65-9 1-bromo-butane 
• 6006-81-1 3-hydroxy-2-phenylpropene 
• 70-11-1 α-bromoacetophenone 
• 7534-40-9 2-phenylallyl acetate 
• 2243-35-8 2-acetoxyacetophenone 
• 3360-52-9 3-chloro-2-phenylprop-1-ene 

Downstream Products

• 187931-07-3 3-butoxy-1,2-dihydroxy-2-phenylpropane 
• 136749-75-2 3-bromo-1-butoxy-2-phenyl-2-propanol 
• 136749-76-3 2-(butoxymethyl)-2-phenyloxirane 
• 3587-74-4 1-butoxy-2-phenyl-2-propanol 

Relevant academic research and scientific papers

Selective cation binding with cis,cis-1,3,5-trioxycyclohexyl based ligands: application to ion transport and electrochemical detection and assessment of complexation by electrospray mass spectrometry

The synthesis is reported of two sets of oxa-amide ionophores based on 2-phenylglycerol and cis,cis-cyclohexane-1,3,5-triol, with ligand coordination numbers of four, five and six.Ionophores based on the hexadentate cyclohexyl triamide 9 show excellent Na+/K+ selectivity (-logKpotNa,K=3.1), and the pentadentate analogue 10 shows good L+/Na+ selectivity (-logKpotLi,Na=2.2).Solution NMR and liquid-liquid extraction studied confirmed the formation of 1:1 complexes and IR studies pinpointed the presence of amide binding.Ligands based on 2-phenylglycerol exhibited good Ca2+ selectivity which was highest for the hexadentate triamide, 6.Detailed ESMS studies revealed similar trends in ion-binding, performed under controlled conditions.

Novel Transformations of 1,2-Dioxetanes: β-Hydroxy Ethers by Addition of Alkyllithium Reagents

The reaction of 1,2-dioxetanes with alkyllithium reagents was investigated.The 3,3-disubstituted dioxetanes 2a,d and their halogen-substituted analogues 2b,c, which were used as probes to differentiate between the mechanistic alternatives (SN2 reactivity vs. single-electron transfer), reacted with n-BuLi to afford the β-hydroxy ethers 3a-d.Additionally, the epoxide 4 was obtained from dioxetanes 2b,c.The epoxide 5 and a small amount of acetophenone were found in the reaction of dioxetane 2c with triphenylmethyllithium, but only the minor part of the dioxetane-derived products could be identified.The observation of the epoxides 4 and 5 led to the mechanistic conclusion that nucleophilic attack (SN2 reactivity) is the most prominent process in this reaction.Key Words: Dioxetanes / Single electron transfer vs. nucleophilic attack / Ethers, β-hydroxy / Alkyllithium reagents