Solketal

Chembox new
ImageFile=Solketal.pngImageSize=150px
IUPACName=(2,2-dimethyl-1,3-dioxolan-4-yl)methanol
OtherNames=Isopropylidene glycerol
Section1= Chembox Identifiers
CASNo=100-79-8
PubChem=7528
SMILES=CC1(OCC(O1)CO)C
Section2= Chembox Properties
Formula=C₆H₁₂O₃
MolarMass=132.15768
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Section3= Chembox Hazards
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Solketal is a protected form of glycerol with an isopropylidene group bound to two neighboring hydroxyl groups. Solketal contains a chiral center on the center carbon of the glycerol backbone, and so can be purchased as either the racemate or as one of the two enantiomers. 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 acid to form the protected monoglyceride, where the isopropylene group can then be removed using an acid catalyst in aqueous or alcoholic medium. The unprotected diol can then be esterified further to form either the di- or triglyceride.

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