Questions tagged [hybridization]

Hybridisation is the concept of mixing atomic orbitals to form new hybrid orbitals suitable for the qualitative description of atomic bonding properties.

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52
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1answer
6k views

Why does F replace the axial bond in PCl5?

Why does $\ce{F}$ replace an axial bond in $\ce{PCl5}$? I realize that it would be more stable there than at equatorial bond, but what is the reason of its stability? Similarly in $\ce{AB4}$ type of ...
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What is Bent's rule?

I'm all bent out of shape trying to figure out what Bent's rule means. I have several formulations of it, and the most common formulation is also the hardest to understand. Atomic s character ...
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Why do compounds like SF6 and SF4 exist but SH6 and SH4 don't?

Both $\ce{SF6}$ and $\ce{SH6}$ and $\ce{SF4}$ and $\ce{SH4}$ have the same central atom and the same hybridization, but my teacher specifically mentioned that $\ce{SH6}$ and $\ce{SH4}$ don't exist. I'...
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Why does bond angle decrease in the order H2O, H2S, H2Se?

I know that bond angle decreases in the order $\ce{H2O}$, $\ce{H2S}$ and $\ce{H2Se}$. I wish to know the reason for this. I think this is because of the lone pair repulsion but how?
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Why is it wrong to use the concept of hybridization for transition metal complexes?

I have asked a lot of questions on coordination chemistry here before and I have gone through a lot others here as well. Students, including me, attempt to answer those questions using the concept of ...
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How do I figure out the hybridization of a particular atom in a molecule?

I'm learning how to apply the VSEPR theory to Lewis structures and in my homework, I'm being asked to provide the hybridization of the central atom in each Lewis structure I've drawn. I've drawn out ...
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1answer
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What allows sulfur and phosphorus to expand their octet?

There are many compounds in which the stability of a molecule is not governed by the presence of octet configuration in central atom. In most of the cases the central atom is generally sulfur or ...
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2answers
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How to rationalise the resonance structures and hybridisation of the nitrogen in a conjugated amine?

I was given the first structure, and then drew the other 5 resonance structures: First of all, are they correct? ChemBioDraw had some complaints, but as far as I can see there's the same number of ...
12
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1answer
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Relative acidities of alkanes, alkenes, and alkynes

How does one explain the trend in bond lengths and acidity of the following hydrocarbons? $$\begin{array}{ccc} \hline \text{Species} & \ce{C-H}\text{ bond length / Å} & \mathrm{p}K_\mathrm{a} ...
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π Bonding in Carbon Dioxide

I am fairly sure the first diagram I drew for carbon dioxide is wrong in terms of showing π bonding. This is because we use a π orbital twice, which isn't possible. The second diagram corrects this by ...
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3answers
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Why can there not be more than one sigma bond in a set of bonds?

A question on an exam asked why there is exactly one sigma bond in double and triple covalent bonds. I looked in my text and online after the exam, but couldn't find an anawer to the question. Why ...
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How can the Bonding in IF7 be explained using LCAO method?

I know that the VSEPR theory explains $\ce{IF_7}$ (iodine heptafluoride)'s structure as a pentagonal bi-pyramidal one. The valence bond theory can be used to say that it has $\mathrm{sp^3d^3}$ ...
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Hybridization in PH3

Does $\ce{PH3}$ exhibit $\ce{sp^3}$ hybridization? Arguments against hybridization: $\ce{PH3}$ is less basic than $\ce{NH3}$. This jibes with the supposition that $\ce{PH3}$ keeps its lone pair in ...
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What makes banana bonds possible in diborane?

Diborane has the interesting property of having two 3-centered bonds that are each held together by only 2 electrons (see the diagram below, from Wikipedia). These are known as "banana bonds." I'm ...
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Hybridization of sulfur in sulfur dioxide

One of the canonical structures for sulfur dioxide - $\ce{SO2}$ - has sulfur (with a lone electron pair) double bonded to each oxygen atom to form a total of 4 bonds for sulfur - which can be achieved ...
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Hybridisation of ClO2

Find the hybridization as well identify the pπ-pπ as well as pπ-dπ bonds in $\ce{ClO2}$. $\ce{ClO2}$ has 2 $\sigma$ bonds, 1 lone pair, 2π bonds and 1 odd electron. Hybridisation is equal to number ...
6
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Why an asymmetric geometry with sp3d and sp3d3 hybridization?

A molecule in which the central atom is $sp^3d^2$ hybridized ($\ce{SF_6}$), for example, acquires an octahedral shape, which can be explained by assuming that the hybrid orbitals arrange themselves to ...
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What is the hybridisation of titanium in the hexaaqua- and hexaamminetitanium(III) complex?

I want to check if their hybridizations are as follows: $\mathrm{sp^3d^2}$ in $\ce{[Ti(NH3)6]^3+}$ and $\mathrm{d^2sp^3}$ in $\ce{[Ti(H2O)6]^3+}$.
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Hybridization in Light of Resonance

According to this video: http://www.youtube.com/watch?v=ns4Py96Bkn8&NR=1 1) Is this true? (You might recall I asked a similar question about $\ce{sp^2}$ hybridization implying $\ce{sp^2}$ ...
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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....
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What is Drago's rule? Does it really exist?

My textbooks states the Drago's rule in inorganic chemistry as follows: The more electronegative atom prefers the orbital having more p character, and lone-pairs or less electronegative elements ...
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Why is the lone pair of pyridine's nitrogen atom not part of the aromatic ring?

In pyrrole, the lone pair of electrons belonging to the nitrogen is part of the aromatic ring. However, in pyridine it is part of an sp2-hybridized orbital. Why can't it be in the p-orbital and take ...
7
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1answer
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Why does hybridization significantly matter for organic chemistry?

I just recalled, and still see that almost every organic chemistry book starts with bonds, empahsizing hybridization. One thing is straight forward but the rest doesn't seem to connect well. The ...
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Is nitrogen of aniline sp² or sp³ hybridized? [duplicate]

I found a thread which discussed this which totally confused me. (refer to the part of the link which talks about $\ce{sp^2/sp^3}$) The question "How to rationalise the resonance structures and ...
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What is the origin of the differences between the MO schemes of O₂ and N₂?

Here are the MO schemes of $\ce{N2}$ (left) and $\ce{O2}$ (right). Why is the $\sigma$-MO formed by the $p$ AOs energetically above the $\pi$-MO for $\ce{N2}$ but not for $\ce{O2}$? Can it be ...
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1answer
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What is the hybridization of the carbonyl oxygen in a carboxylic acid?

My professor sent out a review guide. One of the questions on this guide is The carboxylic acid carbonyl oxygen is: 1. $\ce{sp^2}$ 2. $\ce{sp^3}$ 3. $\ce{H}$-bond donor 4. rapidly ...
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2answers
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What does it mean when it is said that an sp³ orbital has 25% s character?

My textbook frequently mentions: $\mathrm{sp^3}$ hybrid orbital has 25% $\mathrm{s}$-character and 75% $\mathrm{p}$-character. What are these "characters"? And how do these characters influence ...
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How are the hybrid orbitals of sulfur hexafluoride shaped?

On the fluorine end the fluoride atoms are simply completing a $3p$ orbital. On the sulfur end one could posit a hybrid of one $3s$ orbital, two $3p$ orbitals and a three inner $2p$ orbitals. However,...
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1answer
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What is the hybridization of chlorine in vinyl chloride?

Is chlorine in vinyl chloride sp2 or sp3 hybridized? Calculating using steric number it is found to be sp3 hybridized. But according to I. L. Finar* it is sp2. *I.L. Finar: Organic chemistry Vol.1 ...
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Hybridization of tetraamminecopper(II) sulfate

$\ce{Cu^2+} $ has 9 electrons and a d-orbital and is almost completely filled (except 1 electron vacant) and $\ce{NH3}$ donates an electron eventually forming $\mathrm{sp^3}$ hybrid orbitals. But it ...
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Are the bonding orbitals in methane equivalent - photoelectron spectrum

The low energy portion (the part dealing with the $\ce{2s}$ and $\ce{2p}$ electrons) of the photoelectron (PE) spectrum of methane is reproduced below. (image source) The reaction being examined is ...
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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
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1answer
546 views

Bonding in Square Antiprismatic Compounds

Both $\ce{IF_8^-}$ and $\ce{XeF_8^{2-}}$ have (distorted) square antiprismatic geometries. I've been wondering how to explain the bonding in such compounds. Hypercoordinate bonding (as used to ...
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1answer
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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 ...
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1answer
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Is the phenyl cation or ethynylium more stable?

I recently gave an exam and I received an interesting question to which I believe the answer is wrong. Given two compounds, a benzene molecule with carbocation at one of its constituting carbon atoms ...
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Color of chromate and permanganate

I've heard quite a few times that the chromate and permanganate have a $d^3s$ configuration. Also, their colors arise due to a rapid switching of electrons between the oxygen and metal atoms. I don't ...
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1answer
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Determine the bond angle in a compound [closed]

How can we find the bond angle between 3 atoms in a compound? Please specify an equation which can be used for all compounds.
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Do hybrid orbitals exist in unbonded molecules? What would they look like?

For example, the ground state of a neutral carbon atom could be notated as: $$ [\ce{He}] \underset{\ce{2s}}{[\uparrow \downarrow]} \underset{\ce{2p}}{[\uparrow \vert \uparrow \vert \; \;]} $$ I ...
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1answer
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Sulfur trioxide - vacant d-orbitals

Sulfur trioxide violates the octet rule. Upon drawing the Lewis dot structure for sulfur trioxide, we see that the central sulfur atom is bonded to three other oxygen atoms by double covalent bonds. ...
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Bent's rule for Sulfur trioxide and Sulfur dioxide

How is Bent's rule applied on $\ce{SO3}$ and $\ce{SO2}$? Bond length of $\ce{SO3}$ < $\ce{SO2}$. Is this a direct consequence of applying the Bent's rule?
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1answer
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How do you determine the hybridisation state of a coordinate complex?

If an exercise asks for the hybridisation state of a coordinate complex (ion in solution) consisting of a central cobalt atom surrounded by $\ce{NH3}$ ligands, and neither coordination number or ...
3
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1answer
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Hybridisation of complex compound having octahedral geometry

$$\ce{K[Co(NH3)2Cl4]}$$ I have problem finding the hybridisation of this compound. The strong field ligand $\ce{NH3}$ forms the minority among the ligands, so do I consider the hybridisation to be $\...
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Why chlorine acts as a strong field ligand in tetrachloridoplatinate(II)?

In most of the cases I have learnted, halogens act as a weak field ligand. However, I recently learned somewhere on the web that the strength of a ligand also depends upon the size of the atom. A ...
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Can Carbon Form bonds without Hybridization?

Carbon has two electrons in its p orbital which should be able to form bonds, are there any examples in which this occurs instead of carbon hybridizing before bonding?
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What is the hybridization of the nitrogen in the azide ion?

In the azide ion, there is a symmetrical arrangement of three nitrogen atoms. If I've been told to figure out the hybridization of each nitrogen atom, what's the best way to go about doing this? My ...
6
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3answers
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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 ...
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1answer
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Relation between various bond angles of Nitrogen compounds

I was thinking what could be order of bond angles of NH3, NF3, N(CH3)3 and N(C2H5)3. Considering NF3 and NH3: Since there is backbonding between 2p-2p orbitals of N and F, there will be a partial ...
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3answers
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Hybridisation of terminal nitrogen in diazomethane

I have a few questions about the terminal nitrogen (highlighted in red) in diazomethane, $\ce{CH2N2}$. Is that nitrogen $\mathrm{sp}$ or $\mathrm{sp^2}$ hybridised? What type of orbitals do the lone ...
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2answers
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Determining central atom in NCl3

Less electronegative atom is the central atom. $\ce{N}$ is more electronegative than $\ce{Cl}$ as $\ce{Cl}$ has larger atomic radius. So why in $\ce{NCl3}$, $\ce{N}$ is the central atom?
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Hybrid orbitals forming molecular orbitals

My teacher showed me this diagram on how the hybrid orbitals of two atoms combine to form molecular orbitals. I was confused by this because I thought that VB and MO theories were two separate ...