Ethanol deuteriated

Figures 1.9a and b demonstrate the effeet of proton broadband deeoupling in the C NMR speetrum of a mixture of ethanol and hexadeuterioethanol. The C//j and CH2 signals of ethanol appear as intense singlets upon proton broadband deeoupling while the CD3 and CD2 resonanees of the deuteriated eompound still display their septet and quintet fine strueture deuterium nuelei are not affected by H decoupling because their Larmor frequeneies are far removed from those of protons further, the nuelear spin quantum number of deuterium is 7/3=/ in keeping with the general multiplieity rule (2nx Ix+ 1, Seetion 1.4), triplets, quintets and septets are observed for CD, CD2 and CD3 groups, respeetively. The relative intensities in these multiplets do not follow Paseal s triangle (1 1 1 triplet for CD 1 3 4 3 1 quintet for CD2 1 3 6 7 6 3 1 septet for CD3).

Most of the available KSIEs measured in methanol, ethanol or acetic acid and their deuteriated analogues are shown in Tables 20 and 21. They must be compared with the 0Br factor [1.35 and 1.27 in methanol and ethanol,... 

Elucidation of the physiological role of arachidonic acid 13 and other polyunsaturated fatty acids, particularly the role of all Z-4,7,10,13,16,19-decosahexaenoic acid 14, found in brain, required the corresponding stable-isotope labelled material1011. The deuteriated phosphonium salt 15, the key intermediate used in the synthesis of title compound 16 (equation 8), has been prepared in 19% overall yield12 starting with ethanol-D6 (equation 7). 

Fig. 2. (a) Raw 300 MHz proton spectrum of a mixture of acetone and ethanol in deuteri-ochloroform (b) after reference deconvolution using the acetone signal as reference and an ideal lineshape of a 1 Hz wide Lorentzian and (c) after reference deconvolution with an ideal lineshape characterized by a negative Lorentzian width of 0.1 Hz and a Gaussian width of 0.4 Hz. The 0.1 Hz Lorentzian term represents the approximate difference in natural linewidth between the ethanol and acetone signals, and is responsible for the wings on... 

The addition of Eu(dpm)3 to camphanate esters of a-deuteriated primary alcohols such as ethanol, benzyl alcohol and geraniol caused shifts in the spectrum that could be used to determine enantiomeric purity and that correlated with the absolute configuration. ... 

A number of other diazocompounds have been studied. Warren (1961) has shown that the reaction of 9-diazofluorene in ethanol and in ethanol-water mixtmes is similar to that of diphenyldiazomethane. The rate of reaction is slower in deuteriated solvent and the operation of general acid catalysis was inferred from measurements with picric acid. As would be expected from the conjugation between the diazo and dibenzo-cyclopentadienyl groups in 13, the rate of reaction is slower than that of DDM (by a factor of about twelve) and there seems little doubt that both substrates react with a rate-determining proton transfer. Bate studies with substituted diazofluorenes yield a value of — p = l 6-l-9 depending on the substituent constants used (Warren, 1963 Warren and Yandle, 1965). This value is similar to that for the reaction of substituted diphenyldiazomethanes in toluene and is a further indication that the stability of diazoalkanes is quite sensitive to substituent effects. 

The reduction of 5,6-C2B8Hi2 by Na-Hg in ethanol results in the formation of a new carbaborane, 6,9-C2B8Hi4 (isostructural with B10Hi7).69 Reaction with DzO replaced H by D in the two bridging bonds and the axial C—H bonds, while the action of DC1-A1C13 brought about deuteriation of the terminal hydrogen atoms at positions 1 and 3. 

Enzymic reduction of deuteriated ethanal with NADH gives the (Si-enantiomer of ethanol because of delivery of hydrogen solely to the Re face of the carbonyl carbon of ethanaf. 

Further chemically induced dynamic nuclear polarization (CIDNP) studies have appeared concerning the photoreduction of acetone by propan-2-ol, including the use of a variety of deuteriated components.19 The enol of acetone has been detected by such methods,20 and Bargon and Seifert21 have now observed by CIDNP spectroscopy the ends from acetaldehyde (giving vinyl alcohol) and several aliphatic aldehydes. Vinyl alcohol, for example, is generated in a spin-polarized state by photoreduction of [2He]acetone with ethanol in DaO (Scheme 3). 

The effect of ethanol on the surface-enhanced Raman scattering (SERS) of water molecules has been studied both in water and in deuteriated water. SERS intensities of... 

Similarly rhodium trichloride reduced by ethanol in the presence of tris-o-tolylphosphine gives an active rhodium(i) catalyst RhClKo-tolyOaPJa, via the characterised rhodium(ii) intermediate RhCl2[(o-tolyl)3P]2. The rhodium(i) in the above three-co-ordinate species can readily abstract a hydrogen atom, even from a second rhodium(i) molecule. Reduction of RhQ3(py)3 by NaBH in DMF yields a catalyst for Irans-deuteriation of olefins. ... 

Startg. deuteriated oxazine refluxed 0.5 hr. with 10%-Pd-on-carbon in ethanol -> amide. Y > 90%. - The ring opening proceeds with inversion of configuration... 

Ring-opening reactions of dithiolium salts with amines continue to receive attention. The behaviour of 3-styryl derivatives deuteriated in various positions/ and of 3-ethoxy-1,2-dithiolium salts/ has been studied. Further examples have been provided of the formation of isothiazoles and pyrazoles by the action of ammonia and hydrazine, respectively. 3,5-Di-isopropyl-l,2-dithiolium cations are deprotonated by aqueous ethanolic ammonia to give the dithiole (29). ... 

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