Solketal: Difference between revisions
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'''Soketal''' is a protected form of [[glycerol]]. The exact protection being an [[isopropylene]] group over two neighbouring [[hydroxyl]] groups. Solketal contains a chiral center on the center carbon of the glycerol backbone, and so can be purchased as either the [[racemer]] or as one of the two [[isomers]] (which is a lot more expensive). Solketal has been used extensively in the synthesis of mono-, di- and tri[[glycerides]] by ester bond formation. The free hydroxyl groupd of solketal can be [[esterified]] with a carboxylic aicd to form the protected monoglyceride, where the isopropylene group can then be removed using aqueous NaOH. The unprotected [[diol]] can then be esterified further to form either the di- or triglceride. |
'''Soketal''' is a protected form of [[glycerol]]. The exact protection being an [[isopropylene]] group over two neighbouring [[hydroxyl]] groups. Solketal contains a chiral center on the center carbon of the glycerol backbone, and so can be purchased as either the [[racemer]] or as one of the two [[isomers]] (which is a lot more expensive). Solketal has been used extensively in the synthesis of mono-, di- and tri[[glycerides]] by ester bond formation. The free hydroxyl groupd of solketal can be [[esterified]] with a carboxylic aicd to form the protected monoglyceride, where the isopropylene group can then be removed using aqueous NaOH. The unprotected [[diol]] can then be esterified further to form either the di- or triglceride. |
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Revision as of 23:09, 21 March 2006
Soketal is a protected form of glycerol. The exact protection being an isopropylene group over two neighbouring hydroxyl groups. Solketal contains a chiral center on the center carbon of the glycerol backbone, and so can be purchased as either the racemer or as one of the two isomers (which is a lot more expensive). Solketal has been used extensively in the synthesis of mono-, di- and triglycerides by ester bond formation. The free hydroxyl groupd of solketal can be esterified with a carboxylic aicd to form the protected monoglyceride, where the isopropylene group can then be removed using aqueous NaOH. The unprotected diol can then be esterified further to form either the di- or triglceride.