All Questions
Tagged with reactivity carbonyl-compounds
23
questions
14
votes
1
answer
2k
views
Ambiguous nature of aldehydic group in glucose
In aqueous solution, α-anomer and β-anomer of glucose
remain in equilibrium with each other along with a small amount of
glucose in open chain form ($0.02~\%$). The open chain form in ...
2
votes
0
answers
43
views
Comparing reactivity of benzaldehyde and 2-butanone for nucleophilic addition
I was taught that, in general, aldehydes are more reactive than ketones because of two reasons: 1) less steric hindrance, and 2) alkyl groups on both sides of carbonyl group in ketones have a stronger ...
- 521
6
votes
0
answers
291
views
Reactivity order of DIBAL-H and diborane with esters and acids
I have been taught in class that
DIBAL-H is more reactive towards esters than carboxylic acids while opposite is true for diborane.
Also DIBAL-H mentioned is taken under low temperatures (−78 °C).
I ...
3
votes
1
answer
886
views
Reactivity of Benzaldehyde vs Acetaldehyde and Benzoic acid vs Acetic acid
I was trying to compare the reactivity between acetaldehyde and benzaldehyde. After some googling, I found out that benzaldehyde is less reactive than acetaldehyde because the benzene ring can ...
- 71.6k
2
votes
1
answer
137
views
Why does the reaction of Brady's reagent and cyclohexanone not also form an enamine-type product?
In this reaction in a Khan academy video, cyclohexanone reacts with Brady's reagent to form hydrazone product.
My question is why doea Brady's reagent + cyclohexanone not also form an enamine product ...
- 60.1k
3
votes
1
answer
240
views
The dependency on electron density in the reactivity order of electrophilic and nucleophilic additions
It is well-known that for electrophilic addition across an alkene, the reactivity increases when intermediate carbocation is more stable (eg. addition of $\ce{HBr}$ or acid-catalyzed addition of $\ce{...
- 1,817
2
votes
1
answer
438
views
Reaction of unsaturated lactone and alcohol
Image source
I found this equation to turn this compound into an ketoester but I am unsure of the reaction mechanism.
I postulate that the alcohol attacks the carboxyl carbon, the O becomes formally ...
- 6,278
6
votes
2
answers
1k
views
Reaction of glucose acetal with acetic anhydride
The following problem was asked in JEE Mains 2020 (Sept 2, Shift 1),
Consider the following reactions:
$\ce{ (i) Glucose + ROH ->[dry HCl] Acetal ->[$x$ eq. of (CH3CO)2O] acetyl derivative }$
$\...
- 68.4k
1
vote
1
answer
111
views
How to activate polystyrene with carboxyl group?
Is there a simple (that is one that requires few and not very exotic reagents) chemical reaction to "activate" or "functionalize" the polystyrene of a simple microtitre plate?
In ...
- 26.3k
2
votes
0
answers
55
views
Reactivity comparison between benzaldehyde and acetaldehyde [duplicate]
One of my teacher says that $\ce{Ph-CHO}$ is more reactive than $\ce{CH3-CHO}$ in performing nucleophillic addition reaction because $\ce{—Ph}$ is planar and thus offers less steric hindrance as ...
- 3,071
4
votes
1
answer
3k
views
Beckmann rearrangement v/s dehydration of Oximes
In the above question, A is an oxime, which is then reacted with phosphorus pentoxide. Now, phosphorus pentoxide is both a dehydrating reagent and a reagent used for Beckmenn rearrangement, but which ...
- 3,071
2
votes
1
answer
2k
views
Priority order of attack of grignard reagents on functional groups
Recently I was solving carbonyl compounds and I came across this. Is there some priority order, or logic behind why alcohol reacts first with Grignard reagent and then ketone. Whereas ester could've ...
- 3,071
13
votes
1
answer
672
views
What are the properties of COₓ where x ≥ 3?
$\ce{CO_x}$ are part of the oxocarbon molecule class. Commonly known are $\ce{CO}$ and $\ce{CO2}.$ However, there are molecules in which $x$ is equal to or larger than $3.$ Those molecules are barely ...
- 60.1k
22
votes
4
answers
8k
views
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 ...
2
votes
0
answers
456
views
Ketal formation of ethyl acetoacetate
Why does the ketone carbonyl group react in preference to the ester carbonyl?
Is it something to do with the resonance occurring into the ester carbonyl from the oxygen? but how does this make the ...
- 44.3k