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Here's a concise summary of 2,2-Dimethyl-1,3-dioxolane-4-methanol:
Common Name: Solketal
Formula: C₆H₁₂O₃
Structure: A 5-membered cyclic ketal formed by reacting glycerol with acetone, protecting two hydroxyl groups. Features:
A dioxolane ring with two methyl groups at C2.
A hydroxymethyl group (-CH₂OH) at C4 (chiral center).
Key Properties:
Colorless liquid, b.p. ~188–191 °C.
Water-miscible, biodegradable solvent.
Primary Uses:
Protecting Group: Safeguards glycerol's diol during organic synthesis (e.g., lipids, pharmaceuticals).
Green Solvent: Used in biofuels, coatings, and cleaners.
Chiral Building Block: For asymmetric synthesis.
Safety: Low toxicity; handle with standard precautions. Valued for its renewable origin (glycerol derivative).
2,2-Dimethyl-1,3-dioxolane-4-methanol is a protected form of glycerol, commonly known as solketal. Its chemical structure and key features are:
Chemical Formula: C₆H₁₂O₃
Molecular Weight: 132.16 g/mol
Structure:
A 5-membered cyclic ketal (1,3-dioxolane ring) derived from glycerol (where the 1,2-diol group reacts with acetone).
Has two methyl groups (-CH₃) attached to the acetal carbon (position 2).
A hydroxymethyl group (-CH₂OH) attached to position 4 (the former glycerol C3).
Chiral center at carbon 4.
CH₃
|
CH₃-C
| \
O-----O
| |
H-C-H |
| |
H₂C-OH (ring closure)
Key Properties:
Solvent: Used in biofuels (glycerol valorization), coatings, and cleaning formulations (lower toxicity than acetone).
Synthetic Intermediate: Protects glycerol's diol group, leaving the primary -CH₂OH free for reactions; widely used in organic synthesis (e.g., pharmaceuticals, lipids).
Appearance: Colorless liquid.
Boiling Point: ~ 188-191 °C.
Solubility: Miscible with water and most organic solvents.
Function:
Synthesis: Acid-catalyzed reaction of glycerol with acetone.
Safety: Generally low toxicity, but handle as a chemical (avoid inhalation/contact).
In essence: It's solketal (C₆H₁₂O₃), a versatile bio-based solvent and crucial chiral building block derived from glycerol protection.
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