Linked Questions
14 questions linked to/from Relative acidities of alkanes, alkenes, and alkynes
3
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C−H bond length in organic compounds [duplicate]
I am reading Fundamental concepts of organic chemistry by Dr. Anju Srivastava (12/04/2007).
It shows that carbon-hydrogen bond in ethane is 1.1 Å long, in ethene it's 1.08 Å, and in ethyne it's 1.06 ...
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0
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If Ethyne has the lowest C-H bond length (highest C-H bond energy) compared to Ethane and Ethene, why is it the most acidic? [duplicate]
I am not an expert in chemistry, but these are the few facts I know from Standard XII chemistry books (these facts could be wrong or incomplete or modified by now).
Facts I know -
Ethane has 'sp$^3$' ...
- 109
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0
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Factor affecting acidity:Hybridization [duplicate]
I have problem here
So I had learn that the percent of s-character of hybrid orbital will affect the bond strength. The higher percentage of s-character,the stronger the bond.For example the strength ...
17
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2
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Predicting sigma bond overlap strengths of s-s, p-p, s-p, sp-sp etc
How can we qualitatively predict $\sigma-$bond strengths of overlap between:
$\ce{s-s}$
$\ce{s-p}$
$\ce{p-p}$
$\ce{sp-s}$
$\ce{sp-p}$
$\ce{sp-sp}$
etc.?
My school-book says $\ce{s-s}$ overlap bond ...
- 701
15
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1
answer
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Why does acetylene, having an acidic proton, not react with strong bases like NaOH and KOH?
In acetylene (ethyne, HC≡CH), the carbons are sp-hybridised, which make the attached protons more acidic than those in alkenes or alkanes. (See also: Relative acidities of alkanes, alkenes, and ...
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12
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2
answers
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Reactions of alkynes with sodium/ammonia vs sodium amide
What happens when alkynes react with sodium in ammonia ($\ce{Na/NH3}$), or when they react with sodium amide ($\ce{NaNH2}$)?
Are these two sets of conditions different?
- 1,041
7
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1
answer
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Which dicarboxylic acid has the most acidic hydrogen?
Which of the following acids (maleic, fumaric, succinic, or malonic) has the most acidic hydrogen?
I think that malonic acid should have the most acidic hydrogen due to the presence of an active ...
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5
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5
answers
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Which proton in cyclohexene is the most acidic?
I know that $\mathrm{H^b}$ is most acidic due to conjugation (resonance).
But I am confused as to how to compare $\mathrm{H^a}$ and $\mathrm{H^c}$. I think $\mathrm{H^a}$ should be more acidic than $\...
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1
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Why is ammonia more basic than acetonitrile
Why is $\ce{NH_3}$ more basic than $\ce{CH3CN}$?
I tried to reason it out with the hybridization of nitrogen in both the molecules. In $\ce{NH_3}$ nitrogen is $\mathrm{sp^3}$ hybridized while in ...
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3
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1
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Which would be more acidic, benzene or cyclohexane?
If benzene were to donate a hydrogen ion, then could the negative charge still be delocalised around the ring? Wouldn't that break aromaticity and thus destabilise the molecule?
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2
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0
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Why is an alkyne more acidic than an alkene? Or, why is acetylene more acidic than ethylene?
pKa acetylene ~ 25
pKA ethylene ~ 44
I'm not looking for the "because alkyenes are sp hybridized and more s character means their electrons are held tighter" answer because I'm not the biggest fan ...
- 1,732
-1
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1
answer
751
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Why do terminal alkynes have lower pKa values than non-terminal alkynes?
We were asked in class which have the lower $\mathrm{p}K_\mathrm{a}$ values: terminal alkynes or non-terminal alkynes. The teacher told that terminal alkynes have the lowest $\mathrm{p}K_\mathrm{a}$ ...
- 464
1
vote
1
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The most acidic hydrogen among ethane, ethene, ethyne and allene
Among
$$\ce{CH3-CH3}\qquad\ce{CH2=CH2}\qquad\ce{HC≡CH}\qquad\ce{CH2=C=CH2}$$
I need to find out the one having highest acidic hydrogen.
As per my observations, there are two equivalent resonating ...
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0
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0
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134
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Why is an alkenyl hydrogen more acidic than the alkyl analog?
For example, in ethene the sigma bonds are stronger overall than in ethane.
...
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