Phenyl‐pyrazolidin (Ia) wird zu (Ib) carbäthoxyliert und dann mit Triäthyloxoniumsalz zum Salz (II) substituiert, aus dem mit Äthylat das Spaltprodukt (IIIa) erhalten wird.
The effects of band overlap (usually with higher intensity, higher energy bands), of hidden underlying lower intensity bands, and of changlng band shape with changing solvent, all of which we Include In the term speclral anomalies, can cause shifts in vmSx of as much as 0.4-0.5 kK. We have attempted to minimize such complications by taking vmx as the midpoint between the two positions on the spectrum where OD (optical density) = 0.900Dmx. We consider that for "well behaved" spectra, combined uncertainties in vmax due to usual spectral anomalies and experimental precision limits In determinlng the spectra are about 0.10 kK.( 17) In type-A hydrogen bonding the solvent acts as proton donor and the solute as proton acceptor; the converse applies in type-B (18) It was later decided that weak type-A hydrogen bonding by HBD solvents to the nitro oxygens might slightly influence the spectrum of 5; for this reason and because of the low s value, which would increase the consequence of such an effect on T I ' , the results for 5 were not included in determining the ** values for the amphiprotic solvents. This emphasis reflects the NSWC's Interest in properties and spectra of nitro compounds. (23) As examples of the latter type, primary solvents of the initial set whose K * values were changed when r1* results for at least 20 indicators were averaged were: CCI4,0.317 -. 0.294; CICH2CH2CII 0.783 -. 0.807. (24) M.Abstract: Condensation o f the sodium salt of a-ethenylbenzenemethanol (la) with sodium chloroacetate in DMF gave 2a which upon treatment with 2 N HCI solution in the presence of ether gave 2-ethyl-2-phenyl-I ,3-dioxolan-2-one (3a). When the same sequence of reactions was carried out starting with the deuterated allyl alcohols Ib, IC, or Id the rearrangement gave in each case the monodeuterated product 3b. When 2a was treated with DCI another monodeuterated compound 3c was isolated. From a 1: 1 mixture of Ib and IC only 3b was obtained. These results are consistent with a 1,3-hydride shift in an open-chain system (2a) with formation of 3a. A chiral product (+)-3a was isolated starting with chiral alcohol (+)-la consistent with a concerted mechanism for the rearrangement.
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