3- propargyl alcohol, molecular

The molecular structure has so far been determined only for 3-(pyrazol-4-yl) propargyl alcohol (98M076) and 5-trimethylsilanyl-4-trimethylsilanylethynyl-l//-pyrazole-3-carboxylic acid ethyl ester (88JOM247). 

Elder, R.C., Florian, L.R., Kennedy, E.R., and Macomber, R.S., Phosphorus containing products from the reaction of propargyl alcohols with phosphorus trihalides. II. The crystal and molecular structure of 2-hydroxy-3,5-di-ferf-butyl-l,2-oxaphosphol-3-ene 2-oxide, /. Org. Chem., 38, 4177, 1973. 

Catalytic transformations of alkynes have recently led to tremendous developments of synthetic methods with useful applications in the synthesis of natural products and molecular materials. Among them, the selective activations of terminal alkynes and propargylic alcohols via vinylidene- and allenylidene-metal intermediates play an important role, and have opened new catalytic routes toward anti-Markovnikov additions to terminal alkynes, carbocyclizations or propargylations, in parallel to the production of new types of molecular catalysts. 

A propargylic alcohol is selectively oxidized with active M11O2 in the presence of a primary aliphatic amine. The resulting alcohol condenses with the amine, thanks to the action of the added molecular sieves as dehydrating agent, leading to the formation of an imine in a very... 

Transesterification from a P-ketoester toluene, propargyl alcohol, reflux with distillation of low-molecular-weight alcohol, 70-96% yield. 

The m/z 55 and 98 peaks remain unexplained. The former does not appear in the FI spectra, consistent with the belief that it is not a molecular pieak but rather corresponds to a fragment ion. The study of metastable spectra showed that the structure of the m/z 55 ion is similar to that produced by the loss of the H radical from propargyl alcohol. 

Polymeric and low-molecular weight complexes based on organostannyltricarbonyl nickel completes were employed as catalysts of oligomerization of propargyl alcohol. 

Gas chromatographic research with plasma-coated silica gel adsorbent and an ultrafiltration test of organic solutes having different molecular sizes have revealed that the polymer appears to have micropores of 2-4 nm in diameter. Control of the dissolution rate of pharmaceuticals by dianging the polymer film thickness was also attempted [72], It was found that propargyl alcohol is a very promising monomer and a few applications of this hydrophilic plasma polymer have been reported [72]. 

The homobimetallic, ethylene-ruthenium complex 15, which contains three chloro bridges, was readily obtained from the reaction of [RuCl2(/ -cymene)]2 with 1 atm of ethylene [34]. In 2009, Demonceau and Delaude [34] showed that complex 15 could be a useful precursor to allow subsequent access to the diruthenium vinylidene complex 16, allenylidene complex 17, and indenylidene complex 18 (Scheme 14.8). Upon reaction with propargylic alcohol, complex 15 afforded vinylidene complex 16, which converted into the allenylidene complex 17 in the presence of molecular sieves [34]. As shown in the acid-promoted intramolecular rearrangement of mononuclear ruthenium allenylidene complexes [19, 20, 32], the addition of a stoichiometric amount of TsOH to complex 17 at -50 °C led to the indenylidene binuclear complex 18 [34]. Complex 18 has been well... 

Reaction with Allylic Halides, Alcohols, and their Derivatives. Allylation of allyl and propargyl trimethylsilyl ethers as well as benzyl and propargylic alcohol derivatives proceeds in the presence of a catalytic amount of Lewis acids, such as ZnC, TMS(OTf), and B(C6F5)3. Direct substitutions of the hydroxyl group of allylic, ben-zylic, and propargylic alcohols are catalyzed by HN(S02F)2, a rhenium-oxo complex, and InCls (eq 27). A combination of chlorodimethylsilane and allyltrimethylsilane effectively promotes the deoxygenative allylation of aromatic ketones in the presence of a catalytic amount of an indium compound, such as indium trihalide or metallic indium (eq 28). Allylation of cyclic allylic acetates with allyltrimethylsilane can be catalyzed by molecular iodine. ... 

The treatment of carbonyl compounds with Sml2 and methyl chloroformate in the presence of molecular sieves affords the cyclic carbonates or biscarbonates of pinacols. This one-pot reaction proceeds rapidly even with aliphatic ketones. The stereochemistry of the reaction run by this procedure is different from that of conventional pinacolic couplings. Trifluoromethylated five-membered cyclic carbonates were prepared through the palladium-promoted reaction of tertiary trifluoromethylated propargylic alcohols and sodium carbonate (Scheme 6). ... 

The mono- and dianions of [ C2]acetylene, readily accessible by deprotonation with n-BuLi (1 equivalent) and MeLi (2.5 equivalents), respectively, can be trapped with monomeric formaldehyde to give [2,3- C2]propargyl alcohol in 40% yield and 2-[2,3- C2]butyne-l,4-diol in 72% yield. Both compounds may serve as valuable intermediates for the preparation of additional low-molecular weight building blocks and intermediates. [2,3- C2]propargyl alcohol, for example, can be reduced with aqueous CrCl2 to [2,3- C2]allyl alcohol, which was shown to be activated through tosylate formation toward nucleophilic displacement of the hydroxy function to produce radio-... 

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