Alcohol—Ethenol

The simplest unsaturated alcohol, ethenol (vinyl alcohol), is unstable with respect to ethanal and has never been isolated (see Sections 10-5A and 13-5B) ... 

To a hot solution of 20.6 g of sodium in 400 ml of absolute ethanol, there is added a solution of 110 g of phthalide and 110 g of p-methoxybenzaldehyde. A vigorous reaction ensues and one-helf of the alcohol is distilled off over a two hour period. Ice and water are added to the red solution end the diluted solution is ecidified with hydrochloric acid. The resulting gum solidifies end the aqueous phase is removed by decantation. The crude solid is recrystallized twice from two liters of ethenol yielding 2-(p-methoxyphenyl)-1,3-indandione as pale yellow crystals, MP155°-156°C. 

CA s policy for naming acetylenic, acrylic, methacrylic, ethylenic, and vinyl polymers is to use the source-based method, and source-based representation is used to depict the polymers graphically thus, a synonym for polyethylene is polyethylene and not poly(1,2-ethanediyl) a synonym for polypropylene is polypropylene, and poly(vinyl alcohol) is named ethenol homopolymer although ethenol does not exist. Thus, these polymers are named and represented structurally by the source-based method, not the structure-based method. 

Alkynes, unlike alkenes, are not hydrated readily in aqueous acid unless a mercuric salt is present as a catalyst. Also, the products that are isolated are either aldehydes or ketones instead of alcohols. Even though the addition of one molecule of water to ethyne probably gives ethenol (vinyl alcohol) initially, this compound is unstable relative to its structural isomer (ethanal) and rapidly rearranges ... 

The cr-dimethylacetal complex (40) is then hydrolyzed on passage through an alumina column, producing the cr-acetaldehyde complex (38) which is converted to the 7r-vinyl alcohol complex (39) by protonation. Wakatsuki, Nojakura, and Murahashi reported the synthesis of l,3-bis(7r-ethenol)2,4-dichloro- i-dichloroplatinum(II) (41) (42), however, Thyret, who recently reported the NMR evidence for the formation of tetracarbonyl(7r-ethenol)iron (42) at low temperature, could not reproduce the synthesis of (41) (43). 

A stable, readily soluable platinum ir-vinyl alcohol complex has now been synthesized and well characterized. Initially, this compound, chloro(acetylacetonato)(ir-ethenol)platinum(II) (45), was synthesized from the ir-ethylene compound (43) via a vinyl trimethylsilyl ether complex (44) using the same general procedure employed in the synthesis of (41) and (42) (44). 

The reported halflife of ethenol (vinyl alcohol) in the gas phase at room temperature is ca. 30 min [221], far shorter than our calculated 1028-1029 s. However, the 30 min halflife is very likely that for a protonation/deprotonation isomerization catalyzed by the walls of the vessel, rather than for the concerted hydrogen migration (Fig. 5.30) considered here. Indeed, the related ethynol has been detected in planetary atmospheres and interstellar space [222], showing that that molecule, in isolation, is long-lived. Even under the more confined conditions of the lab, ethenol can be studied in the gas phase [221, 223] and in solution [224]. All three methods predict very long halflives for the uncatalyzed reaction. 

Fig. 6.3 Geometries (A, degrees) and relative energies (kJ mol ) for four reactions, the same as for the ab initio calculations of Fig. 5.21 most Hs are omitted, for clarity. In Fig. 5.21, raw energies in hartrees and ZPEs were given. The experimental relative energies [96] are somewhat approximate for the ethenol (vinyl alcohol) and cyclopropylidene reactions...

Figure 6.9 shows charges and bond orders calculated for an enolate (the conjugate base of ethenol or vinyl alcohol) and for a protonated enone system (protonated... 

An interesting complex having a vinyl alcohol moiety, chloro-(acetylacetonato)(h -ethenol)platinum(II) (12), was originally synthesized via a trimethylsilyl ether complex (11) (/7). 

Synonyms cas 9002-89-5 pva pvoh elvanol ethenol homopolymer vinyl alcohol polymer Polyvinylpyrrolidnone Homopolymer... 

CAS 9002-89-5 (super and fully hydrolyzed) EINECS/ELINCS 209-183-3 Synonyms Ethenol homopolymer Polyvinol Polyvinyl alcohol, hydrolyzed Polyvinyl alcohol resin Poval PVA PVAL PVAL, hydrolyzed PVOH Vinyl alcohol polymer Classification Polymer aliphatic organic compd. 

Ethene, 1,1 -sulfonylbis-. See Divinyl sulfone Ethenol homopolymer. See Polyvinyl alcohol 1-Ethenoxy-2-ethylhexane. See 2-Ethylhexyl vinyl ether... 

Propenoic acid, polymer with ethene, sodium salt. See Ethylene/sodium acrylate copolymer 2-Propenoic acid, polymer with ethene, zinc salt. See Ethylene/zinc acrylate copolymer 2-Propenoic acid, polymer with ethenol, sodium salt. See Sodium acrylate/vinyl alcohol copolymer... 

Apart from its direct use as a monomer, ethene is the starting material for many other industrial chemicals. For example, acetaldehyde is obtained in the reaction of ethene with water in the presence of a palladium(II) catalyst, air, and CuCl2. The product formed initially, ethenol (vinyl alcohol), is unstable and spontaneously rearranges to the aldehyde (see Chapters 13 and 18). The catalytic conversion of ethene into acetaldehyde is also known as the Wacker process. 

Acetic acid, ethenyl ester, homopolymer. See Polyvinyl acetate Acetic acid, ethenyl ester, polymer with ethene. See Ethylene/VA copolymer Acetic acid ethenyl ester, polymer with ethenol. See Polyvinyl alcohol (partially hydrolyzed)... 

Ethenediyl) bis(5-(4-(ethylamino)-6-(phenylamino)-1,3,5-triazin-2-yl) amino) benzenesulfonic acid, disodium salt. See Disodium bisethylphenyl triaminotriazine stilbenedisulfonate Ethene, homopolymer. See Polyethylene Ethene, homopolymer, oxidized. See Polyethylene, oxidized Ethene oxide. See Ethylene oxide Ethene polymer. See Polyethylene Ethenol homopolymer. See Polyvinyl alcohol Ethenyl acetate, homopolymer. See Polyvinyl acetate Ethenylbenzenesulfonic acid, sodium salt, homopolymer 4-Ethenylbenzene-sulfonic acid sodium salt, homopolymer. See Sodium polystyrene sulfonate 1-Ethenyl-2-pyrrolidinone. See N-Vinyl-2-pyrrolidone l-Ethenyl-2-pyrrolidinone homopolymer. See PVP... 

Poly(vinyl alcohol) Poly( 1 -hydroxyethylene) gohsenal lemol polyvinol polyviol 9002-W-S Ethenol, homopoiymer R (C2H40),... 

Poly(vinyl alcohol-co-ethylene) Ethylene-vinyl alcohol polymer 25067-34-0 Ethenol. polymer with ethene R (C2H40C2H4)jf... 

Polytvinyl alcohol-covinyl acetate) Vinyl alcohol-vinyl acetate polymer 252 13-24-5 Acetic acid ethenyl ester, polymer with ethenol R (C4Hf,02 C2H40)4... 

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