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Acetals
OCHEM II: Exam 3
| Question | Answer |
|---|---|
| What are Acetals | Geminal diethers (2 ethers on same carbon) compounds |
| What are acetals derived from/ how do they form? | Acetals are derived from aldehydes or ketones Form when 2eq. (or an excess) of an alcohol reacts with a carbonyl compound, resulting in water loss |
| What are acetals used for? | Acetals are used fro PROTECTION of carbonyls on aldehydes & ketones - Aldehydes and ketones both contain carbonyl groups that are very reactive. No protection = carbonyl is impacted |
| How are aldehydes and ketones protected? | Carbonyl is converted into an acetal (2 ethers on same carbon) |
| Reversal of an acetal | Acetals can be reversed back into a carbonyl using a STRONG ACID (ex: H3O^+) |
| How do we most often see acetal protection? | Protection though the formation of a CYCLIC acetal using a DIOL |
| Facts to know about Acetals | Acetals are: - Stable in basic conditions - Stable to many nucleophiles - Stable to Grignard reagents - Stable to hydride reducing agents |