A new application about Tetrahydrofurfuryl Acetate

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 637-64-9, help many people in the next few years.COA of Formula: C7H12O3

In heterogeneous catalysis, the catalyst is in a different phase from the reactants. COA of Formula: C7H12O3, At least one of the reactants interacts with the solid surface in a physical process called adsorption in such a way. 637-64-9, name is Tetrahydrofurfuryl Acetate. In an article,Which mentioned a new discovery about 637-64-9

The regioselectiv cleavage of unsymmetrical cyclic ethers provides a direct method of preparation of bi-and tri-functional molecules of synthetic interest.A variety of reagents have been utilized for this purpose, but many of them display a low level of regioselectivity.The combination of trialkylsilyl chlorides (R3SiCl) and sodium iodide (NaI) in acetonitrile was shown to be mild reagents for the ring opening of cyclic ethers and, for example, afforded 4-iodobutanol from tetrahydrofuran.However, no examples of cleavage of 2-substituted tetrahydrofurans with these reagents were reported.We report here the results concerning the ring opening of 1,2-epoxypropane, 2-ethyloxetane and 2-methyltetrahydrofuran by Me3SiCl or tBuMe2SiCl and NaI in CH3CN leading to iodoalcohols after hydrolysis.In all cases the formation of the primary iodide is preponderant and arises from complexation of the oxygen with the silyl group followed by the iodide ion attack at the less substituted carbon (SN2 type mechanism).In the case of Me3SiCl/NaI the observed regioselectivity increases from epoxide (86:14) to oxetane (91:9) and tetrahydrofuran (97:3).The tBuMe2SiCl/NaI gives about the same results.As expected the ring opening of 3-methyltetrahydrofuran is much less regioselective.When applied to tetrahydrofurfuryl alcohols the reaction with Me3SiCl/NaI in acetonitrile gives rise to the formation of iododiols, whereas in acetone the corresponding iodoacetonides are directly producted.A high degree of regioselectivity is observed even on the cleavage of 3-hydroxytetrahydrofuran (30:1) which, in the presence of acetone, is converted almost exclusively into the more thermodynamically stable iodoacetonide corresponding to 1,2-diol.Treatment of tetrahydrofurfuryl acetate and 3-acetoxytetrahydrofuran with Me3SiCl/NaI (two equivalents) in CH3CN afforded diiodoacetates.Thus, one obtains 2-acetoxy-1,5-diiodopentane from tetrahydrofurfuryl acetate and 2-acetoxy-1,4 diiodobutane from 3-acetoxytetrahydrofuran respectively.These products result from the cleavage of the silyl ether intermediate with 1,2 migration of the acetoxy group in the first case and without migration in the second.The proposed mechanism involves the formation of acyloxonium ion, the attack on which from the less hindered side by an iodide ion leads to the above mentioned products.

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 637-64-9, help many people in the next few years.COA of Formula: C7H12O3

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem