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15 Cards in this Set
- Front
- Back
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What happens when PCC reacts with alcohol groups?
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PCC oxidizes alcohols only aldehydes, and not all the way to carboxylic acids
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What happens when (chromic acid = Jones Reagent = CrO3) reacts with an alcohol group?
What if it is a secondary alcohol? |
The alcohol is oxidized all the way to a carboxylic acid.
Secondary alcohols can only be oxidized to carboxyls |
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What happens to the bonding and antibonding energy levels when two molecules of different electronegativity are joined?
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Compared to a double bond between two similar atoms, a double bond between two atoms with different elecronegativities lowers both the pi and pi* energy levels
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What is the homo and lumo for formaldahyde (Ch2O)?
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Homo: Sp2
Lumo: pi* |
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Review Lesson 28 POTD #1
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DO IT!
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What does the reagent NaBH4 do?
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NaBH4 serves as a source of H- and so it reduces carboxyls to hydroxyls
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What are the processes through which hydroxyls can be dealt with?
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1) Tautamerization
2) Leaving group 3) Remains in hydroxylated form (last resort) |
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How do you determine whether a nucleophile will add directly or conjugately in alpha-beta unsaturated carboxylates?
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It will add directly first. If this reaction is reversible (the nucleophile is weak) then conjugate addition will dominate
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See slide 2 for carbonyl derivative reactivity trends:
http://butane.chem.uiuc.edu/jsmoore/chem232/notes_current/Acyl_Substitution/NOTES-Reactivity_Trends_for_Carboxylic_Acid_Derivatives.pdf |
DO IT!
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Lesson 29 POTD #1
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Ask about it
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What is the structure of SOCl2?
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S is the middle atom with a carbonyl group and two Cl substituents
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What function does SOCl2 perform in carbonyl chemistry?
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It loses a Cl group and adds electrophilicly to carboxylic acid, creating an improved leaving group
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What happens when R-(C=O)-N-R is reduced with LiAlH4?
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The oxygen is removed and a R-N-R results
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What happens when an ester is reacted with a strong base?
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After the first nucleophilic addition followed by the leaving of the -R group, a aldehyde is formed. This is more reactive than the initial ester, so all molecules going through the first step will also undergo the second even if this means some molecules don't react at all
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What happens when a carboxylic acid is reacted with a strong base?
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Acid-Base Reaction! Carboxylic acid is just deprotinated
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