Linked Questions

39
votes
2answers
4k views

Are the lone pairs in water equivalent?

I've read that the oxygen atom in water is $\mathrm{sp^2}$ hybridized, such that one of the oxygen lone pairs should be in an $\mathrm{sp^2}$ orbital and the other should be in a pure p atomic orbital....
23
votes
2answers
9k views

Sp5 hybridization in cyclopropane?

I have never before heard/read about something as a $sp^5$ hybridization. Today, Henry Rzepa's blog post made me aware of the existance of such a bonding system. That made me search a little bit and I ...
13
votes
3answers
3k views

Do filled Orbitals also hybridize?

Recently I was watching a video on Valence Bond Theory, on the MIT Open-Course youtube channel. The teacher there said that For hybridization to occur, electron promotion from fully filled ...
21
votes
1answer
11k views

Stability Comparison between the Tropylium and Tricyclopropylcarbinyl Carbocation

Why is the Tropylium carbocation less stable than the tricyclopropylcarbinyl carbocation? The tricyclopropylcarbinyl carbocation undergoes a sigma-tropic rearrangement whereas tropylium is highly ...
4
votes
2answers
24k views

What's the H-C-H bond angle in ethene?

The carbon is $\mathrm{sp^2}$ hybridised and is therefore planar and should also, theoretically be $120^\circ$. However, VSEPR theory suggests that the π bond would "need more space" due to ...
12
votes
2answers
7k views

How do I compare the C=C bond lengths in this cumulene?

How do I arrange these chemical bonds in an increasing/decreasing order based upon their lengths? I understand that the bond (a) will be longer than (b) because (a) is a bond between sp² hybrid and ...
17
votes
1answer
1k views

Ring contraction in a carbocation due to ring strain and back bonding

Today our teacher told us that the following carbocation rearrangement occurs due to back bonding. I could not really follow what he meant. Can someone please explain what is actually happening during ...
8
votes
3answers
2k views

HCH bond angle in cyclopropane and cyclobutane

I understand why the $\ce{CCC}$ bond angles in cyclobutane and cyclopropane are less than ideal $109.5^\circ$ due to the geometric restrictions they encounter in a cyclic structure. However, it is not ...
4
votes
1answer
5k views

Why is cyclopropane more acidic than propane

Though I found links about ring strain and other things, I actually fail to understand the exact reason for this difference in acidity.
6
votes
3answers
833 views

Is this textbook bonding picture of hybridization in ethene wrong?

Regarding the above picture, why is the $\ce{C-C}$ $\sigma$ bond composed of two $\ce{sp^2}$ orbitals while the $\ce{C-H}$ $\sigma$ bonds composed of $\ce{sp^3}$ hybrid orbitals? I don't see why; I ...
13
votes
1answer
2k views

Are compounds containing active methylene groups positive for the haloform test?

Are compounds containing active methylene groups (e.g. 1,3-diketones) positive for the haloform test? Support your answer with a suitable explanation. I was stuck on a certain question wherein a ...
5
votes
2answers
1k views

Counting Nodal Planes in cyclopropane

The energy of molecule orbitals increases with more nodal planes. W1 (in the attached picture) has no nodal plane. I'd like to know how to draw the nodal planes in cyclopropane molecule orbitals but ...
2
votes
2answers
5k views

Does hybridization take place in other atoms apart from central atom in a molecule?

I have seen my textbooks always give formula and description of hybridization of central atom of a molecule. But I wonder will other atoms present (not Hydrogen) go in hybridization or only the ...
7
votes
1answer
644 views

What is the reason for the exceptional stability of tricyclopropyl-cyclopropenyl carbocation?

The stability order of the following is: A. III > II > I > IV B. II > III > I > IV C. I > III > IV > II D. I > III > II > IV Answer: I came across a question where we had to ...
1
vote
2answers
911 views

Reactivity of Alkanes

Does the tetrahedral structure of the alkanes contribute to their lower reactivity? I thought that because a tetrahedral structure suggests ${sp^3}$ hybridization, it should contribute to its lower ...

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