Butanone-3-ol

The connection table of 2-Butanone-3-ol (R) is given on the next page. 

ACS Symposium Series Ameriean Chemieal Soeiety Washington, DC, 1977. 

The degree of unsaturation is 0 for saturated atoms 1 for aromatic atoms, 2 for carbon atoms doubly bonded to carbon atoms, 4 for atoms involved in a double bond to a heteroatom, 6 for ketene carbonyl carbons, 8 for triply bonded atoms. 

Columns 5 through 12 contain either the value 0, meaning the atom lacks the relevant property or 1, meaning the atom posseses the relevant property. 

The stereochemical relation table contains in the ith row the Steric relations of atom i to other atoms. The entries in the table consists of pairs of symbols, the first indicating the steric relation and the second indicating the atom concerned. 

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MethyloU2-Butanol (2-Methyl-l,3-butanediol or a >Dioxy-/3-methylbutane). CH3.CH(OH).CH(CH2OH).CH3 mw 104.15, viscous oil, bp 200° 98—99° at 9mm. Sol in w, v sol in ale and eth. Can be prepd either by reduction of the corresponding aldehyde, 2-methylbutanol(3)-al-(l) with A1 amalgam (Ref 1), or by electrolytic reduction in 10% sulfuric acid of the corresponding ketone ale. In the latter case, methyl-2-butanone-3-ol-(l), obtained by the condensation of methylethylketone with formaldehyde, can be used. On nitration, it yields an expl dinitrate Refs 1) Beil 1,482,(250) 2)L.P.Kyria-kides, JACS 36, 535(1914)... 

As a simple exaitple, we can look at the connection table of 2-butanone-3-ol given above. As we scan column 4 we see that atom 2 has the label 19, meaning ketone and atom 3 has the label 7, meaning secondary alcohol. There are no other elementary functional groups in the molecule, since, as shown in column 2, there are no vinyl or acetylenic carbons. 

In contrast to Mori s synthesis, Pawar and Chattapadhyay used enzymatically controlled enantiomeric separation as the final step [300]. Butanone H was converted into 3-methylpent-l-en-3-ol I. Reaction with trimethyl orthoacetate and subsequent Claisen-orthoester rearrangement yielded ethyl (E)-5-methyl-hept-4-enoate K. Transformation of K into the aldehyde L, followed by reaction with ethylmagnesium bromide furnished racemic ( )-7-methylnon-6-ene-3-ol M. Its enzyme-catalysed enantioselective transesterification using vinylacetate and lipase from Penicillium or Pseudomonas directly afforded 157, while its enantiomer was obtained from the separated alcohol by standard acetylation. 

METHYLBUTAN-l-OL see IHPOOO 3-METHYLBUTAN-3-OL see PBVOOO 3-METHYL-l-BUTANOL (CZECH) see IHPOOO 3-METHYLBUTANOL NITRITE see IMBOOO 3-METHYL-2-BUTANONE see MLA750 3-METHYL BUTAN-2-ONE (DOT) see MLA750 METHYLBUTENE see IHR220 2-METHYLBUTENE see IHR220... 

Ketones react with acetyiide ion (Section 8.7) to give alcohols, for exani >lc, the reaction of sodium acetyiide with 2-butanone yields 3-methyl-1-pentyn-3-ol ... 

Propionic 4-(p-Hydroxyphenyl)-2-butanone Isoamyl acetate l-Penten-3-ol... 

After the discovery of MVOC, these compounds were also thought to provoke certain symptoms of sick building syndrome in view of their similarity to commonly found VOC, which may cause symptoms like headache and dizziness. However, since MVOC concentrations are normally 2-3 decimal powers lower than those of comparable VOC, these low concentrations should not be expected to have any effects in indoor air [75]. Mutagenic, cytotoxic or genotoxic effects were not found in vitro in mammalian cells with typical MVOC like 2-pentylfuran, 1-butanol, 2-butanone, 3-methyl-l-butanol, 2-methyl-l-propanol, 2-hexanone, 2-heptanone, l-octen-3-ol, 3-octanone or... 

Low-boiling volatiles can be lost when the extract is concentrated, by distilling off the solvent. These include compounds present at high levels in headspace extracts of cooked meat, such as 2-butanone, 2-pentanone, 2-and 3-methylbutanal, diacetyl, 1-propanol, and l-penten-3-ol. 

Figure 1 Time-dependent composition data is shown for the hydrogenation of aqueous 3-buten-2-ol for both (a) ultrasound irradiated and (b) magnetically stirred systems. The symbols correspond to experimental measurements (3-buten-2-ol 3BEN20L-solid circles 3-buten-2-one 3BEN20NE-open hourglass 2-butanone 2BONE-open triangles 2-butanol 2BOL-crossed squares). The lines in the ultrasound experiment simply connect the data points, whereas for the stirred experiment the lines correspond to a modeled fit (see text).

The "impact compound that provides the primary stimulus for fruit character in the raspberry is the ketone, l-(p-hydroxphenyl)-3-butanone 11). Other important flavour contributors are cw-3-hexen-l-ol, a - and p - ionones, and a - irone (72, 13). In R. arcticus the characteristic aroma is considered to be from mesifiirane (70). It has, however, been reported that steam distillates of raspberries can be assessed for aroma content using a colorimetric procedure and 80% of aroma is accounted for by geraniol, nerol, linalool, a - terpineol and die ionones (13). 

The formation of the 3-phenyl-2-butanone indicates a rearrangement of the intermediate palladium adduct is occurring, since only 3-phenyl-3-buten-2-ol could have been formed by a simple /1-hydride elimination from the 3-phenyl-4-pallado intermediate. It has been shown that the allylic alcohols are stable under the reaction conditions. Therefore, the 3-phenyl-2-butanone probably is being formed by an internal metal hydride elimination-readdition sequence as follows ... 

Methylbutanol, see Isopentanol, 2008 t 3-Methyl-2-butanone, 1953 t 2-Methyl-1-butene, 1936 t 2-Methyl-2-butene, 1937 t 3-Methyl-1-butene, 1938 t Methyl 2-butenoate, see Methyl crotonate, 1908 t 2-Methyl-3-buten-2-ol, 1954... 

Fig. 15 Electrochemically driven oxidation of 2-hexen-l-ol and 2-butanol to 2-hexenal and 2-butanone, respectively, catalyzed by ADH from Thermoanaerobacter brockii. tmphen 3,4,7,8-tetramethy 1-1,10-phenanthroline...

Because the direct electrochemical oxidation of NAD(P)H has to take place at an anode potential of +900 mV vs. NHE or more, only rather oxidation-stable substrates can be transformed without loss of selectivity, thus limiting the applicability of this method. The electron transfer between NADH and the anode may be accelerated by the use of a mediator. At the same time, electrode fouling, which is often observed in the anodic oxidation of NADH, can be prevented. Synthetic applications have been described for the oxidation of 2-hexene-1 -ol and 2-butanol to 2-hexenal and 2-butanone catalyzed by yeast alcohol dehydrogenase (YADH) and the alcohol dehydrogenase from Thermoanaerobium brockii (TBADH), respectively, with indirect electrochemical regeneration of NAD" and NADP", respectively, using the tris(3,4,7,8-tetramethyl-l,10-phenan-throline) iron(II/III) complex as redox catalyst at an anode potential of 850 mV vs. NHE [106]. Under batch electrolysis conditions using a carbon felt anode, the turnover number per hour was 40. The current efficiency reached between 90 and 95%. 

The results of pyrolysis of polypropylene in air depends on the pyrolysis heating rate because the pyrolysis process competes with the oxidation [108], By heating between 120° C and 280° C in air, polypropylene is reported to generate ethene, ethane, propene, propane, isobutene, butane, isobutane, pentadiene, 2-methyl-1-pentene, 2,4-dimethyl-1-pentene, 5-methyl-1-heptene, dimethylbenzene, methanol, ethanol, 2-methyl-2-propene-1-ol, 2-methylfuran, 2,5-dimethylfuran, formaldehyde, acetaldehyde, acrolein, propanal, methacrolein, 2-methylpropanal, butanal, 2-vinylcrotonaldehyde, 3-methylpentanal, 3-methylhexanal, octanal, nonanal, decanal, ethenone, acetone, 3-buten-2-one, 2-butanone, 1-hydroxy-2-propanone, 1-cyclopropylethanone, 3-methyl-2-buten-2-one, 3-penten-2-one, 2-pentanone, 2,3-butanedione [109]. 

Using a developed method, laser irradiation of colloidal mixtures of the three metals, these authors dispersed Au/Ag/Pd nanoparticles with average diameters 4.4 1.5 nm. These tri-metallic nanoparticles were assessed for activity in the synthesis of nabumetone [4-(6-methoxy-2-naphthalenyl)-2-butanone], a non-steroidal anti-inflammatory drug that has greater activity than aspirin and is comparable to naproxen and indomethacin. The 0.45-mol% Au/Ag/Pd was sufficient to catalyse the coupling of the 3-buten-2-ol... 

Liquid-phase MPVO reactions were performed in 25 ml isopropanol (reductions) or 25 ml 2-butanone (oxidations) at 85 °C using 2.5 mmol of the appropriate substrate 4-r-butylcyclohexanone (4-Bu-ONE), 4-methylcyclohexanone (4-Me-ONE) or 4-t-butylcyclohexanol (4-Bu-OL, cis/trans mixture) 0.5 g zeolite or 0.25 mmol aluminium isopropoxide as the catalyst and 1,3,5-tri-f-butylbenzene as the internal standard. Samples were taken at regular intervals and analyzed by GC on a Carbowax CP-52 column and GC/MS. 

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