All Questions
Tagged with reactivity carbonyl-compounds
23
questions
2
votes
1
answer
1k
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What is more reactive towards a cyanohydrin formation an aldehyde or an Ketone?
Which is more reactive—aldehydes or ketones—towards the nucleophilic addition by cyanide to form cyanohydrins?
- 161
6
votes
1
answer
278
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Electrophilicities of carboxylic acid derivatives
I would like to ask about the rate of hydrolysis for 4-hydroxyphenyl acetate (A), N-(4-hydroxyphenyl)acetamide (B), 4-hydroxyphenyl chloroacetate (C), and methyl 4-hydroxybenzoate (D). I know that ...
- 149
13
votes
1
answer
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Does an acetal give a positive Tollens test?
In Organic Chemistry (Wade) there is a question:
Which of the following compounds would give a positive Tollens' test? (Remember that the Tollens' test involves mild basic aqueous conditions.)
The ...
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5
votes
1
answer
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Acid chlorides and reduction by hydrogenation
An acid chloride being reduced through catalytic hydrogenation is an "unobserved" event in the context of our class, according to my professor. Nonetheless, we are expected to predict that the ...
- 19k
28
votes
3
answers
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Rationalising the order of reactivity of carbonyl compounds towards nucleophiles
This is immediately following ron's answer from Why is a ketone more nucleophilic than an ester?
One of the most simplest questions you can ask, how can you rationalise the order of reactivity ...
- 44.3k
18
votes
2
answers
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Why is a ketone more nucleophilic than an ester?
I guess the ester is a weaker nucleophile because it does have an additional oxygen atom, unlike the ketone, that is pulling electrons from the C-O double bond towards the carbon atom (this happens ...
- 6,233
2
votes
0
answers
290
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Primary amine versus phosphoramidate reactivity with succinate esters
I have posted two reactions below. The top reaction is well known and occurs readily and near quantitatively (e.g. in protein modification), while the bottom reaction to my knowledge does not exist in ...
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22
votes
4
answers
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Why do Organolithium or Grignard reagents act as nucleophiles and not as bases with aldehydes and ketones
I've read entire Chapter 14: Organometallic Compounds of Francis Carey's "Organic Chemistry" but I still didn't get an answer to my question.
Quote from the book:
Because of their basicity ...
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