Search results
Results From The WOW.Com Content Network
Allyl alcohol is converted mainly to glycidol, which is a chemical intermediate in the synthesis of glycerol, glycidyl ethers, esters, and amines. Also, a variety of polymerizable esters are prepared from allyl alcohol, e.g. diallyl phthalate. [5] Allyl alcohol has herbicidal activity and can be used as a weed eradicant [9]) and fungicide. [8]
In organic chemistry, an allyl group is a substituent with the structural formula −CH 2 −HC=CH 2. It consists of a methylene bridge ( −CH 2 − ) attached to a vinyl group ( −CH=CH 2 ). [ 1 ] [ 2 ] The name is derived from the scientific name for garlic , Allium sativum .
The Ziegler alcohol synthesis involves oligomerization of ethylene using triethylaluminium followed by oxidation. [2] The triethylaluminium is produced by action of aluminium, ethylene, and hydrogen gas. In the production process, two-thirds of the triethylaluminium produced is recycled back into the reactor, and only one-third is used to ...
The synthesis of allyl glycidyl ether by condensation of allyl alcohol and epichlorohydrin. AGE can also be synthesized by monoepoxidation of diallyl ether. [6] [7] The synthesis of allyl glycidyl ether by epoxidation of diallyl ether. Diepoxidation of the second alkene would produce diglycidyl ether. Allyl glycidyl ether is chiral.
In reactions of chiral, non-racemic epoxides, the configuration of the allylic alcohol product matches that of the epoxide substrate at the carbon whose C–O bond does not break (the starred carbon below). Besides β-elimination some other reactions [2] [3] are possible, as metalation of the epoxide ring can take place competitively.
Carbonyl allylation has been employed in the synthesis of polyketide natural products and other oxygenated molecules with a contiguous array of stereocenters. For example, allylstannanation of a threose-derived aldehyde affords the macrolide antascomicin B, which structurally resembles FK506 and rapamycin, and is a potent binder of FKBP12. [12]
The Kharasch–Sosnovsky reaction is a method that involves using a copper or cobalt salt as a catalyst to oxidize olefins at the allylic position, subsequently condensing a peroxy ester (e.g. tert-Butyl peroxybenzoate) or a peroxide resulting in the formation of allylic benzoates or alcohols via radical oxidation. [1]
The mechanism starts with an allylic sulfoxide 1 which undergoes a thermal 2,3-sigmatropic rearrangement to give a sulfenate ester 2. This can be cleaved using a thiophile, such as phosphite ester , which leaves the allylic alcohol 3 as the product.