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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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Electron promotion in hybridisation: A misconception

Recently, I read through a short article on Nature Chemistry, written by Michelle Francl, titled "Talking to Pauling's ghost". The article talks about how electron promotion was never something that ...
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Chemical bonding with f orbitals

For the elements such as rhenium, osmium, iridium how probable is for electrons in the inner 4f orbitals to gain energy and take part in a molecular orbital (such as an $f^2 d^2 s p^3$ hybrid orbital) ...
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Coordination Numbers and Hybridization schemes of anions

Draw the molecular structures of (a) the borax anion, $\ce{[B4O5(OH)4]^2-}$ (b) the peroxoborate anion, $\ce{[B2(O2)2(OH)4]^2-}$ ...
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How much electron hybridization and bonding occurs in liquid helium?

Helium is the only element which does not freeze at atmospheric pressure, and only forms a liquid at around 4 Kelvin due to weak van der Waals forces. I'm interested in knowing roughly how much ...
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Unconventional hybridisation states

I just came across a table with interesting hybridisation schemes I have never seen before. The table is shown below. I was wondering if anyone could give me some examples of atoms in particular ...
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dsp2 and sp3 hybrid orbital shapes in coordination chemistry

Why is $\mathrm{dsp}^2$ square planar but $\mathrm{sp}^3$ tetrahedral in shape? I am unable to find a reason anywhere. I know how to figure which hybridisation a compound is, but not why.
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Is the shortness of boron trifluoride's bonds better understood and explained now than it was "way back" in the 20th century?

Wikipedia's Boron trifluoride; Structure and bonding says: In the boron trihalides, BX3, the length of the B–X bonds (1.30 Å) is shorter than would be expected for single bonds,7 and this shortness ...
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Does alcohol hydrogen in the enol tautomer of a β-dicarbonyl have sp² character?

My reasoning for the somewhat implausible "$\mathrm{sp^2}$" character of the hydrogen between these two oxygens on the enol structure of the right comes from recognizing that if it were, then we would ...
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%s character distribution of phosphorus hybrid orbitals

The following question was asked in the Indian Olympiad Qualifier Chemistry Part I (IOQC) today: For the given compound, %s character of phosphorus hybrid orbitals which contribute to various bonds ...
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Why is the bond angle of sulphur difluoride greater than that of hydrogen sulphide?

Why is the bond angle of $\ce{SF_2 (98.05^\circ) > SH_2 (92.11^\circ)}$? Isn't this contradicting Bent's rule or otherwise electron repulsion rule ? Fluorine is more electronegative and hence it ...
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Reactivity of unsaturated organolithium compounds

I'm particularly looking in the context of alkyl lithiums compared to vinyl-lithiums and alkynyl-lithiums. Why is it that shifting from sp3 to sp2, and even further to sp carbanions, reduces the ...
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Describe the formation of the [PbCl4]2- complex ion

The $\ce{[PbCl4]^{2-}}$ complex ion is formed when $\ce{PbCl2}$ is exposed to excess $Cl^-$ ions in solution as explained here and here through the following reversible reaction: $$\ce{PbCl2(s) + 2Cl^-...
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Comparing axial and equatorial bond lengths in square pyramidal structures

I found this image on wikipedia: It got me wondering why the axial bond angles were shorter than the equatorial ones. I found this extract elsewhere on the internet - Extract: (ww.nrcresearchpress....
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Which substitutent should be placed on axial position in SCl2(OCH3)2?

According to Bent's rule, in $\mathrm{sp^3d}$ more electronegative element is placed on the axial position, so between $\ce{Cl}$ and $\ce{OCH3}$ in $\ce{SCl2(OCH3)2}$ which should be placed on axial ...
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Hybridization of Oxygen in Orthoboric Acid

What should be the hybridization of the oxygen atom? A) It should be $\mathrm{sp^2}$ as 1 lone pair must be in the unhybridized orbital for back bonding with boron which has a vacant p-orbital B)It ...
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Why does AsH5 not exist?

Why does $\ce{AsH5}$ not exist? Is it because the s-orbital of H doesn't and can't overlap with the d-orbital of As after As makes $\rm sp^{3}d$ hybridization?Theoretically the bond can occur because ...
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Justification for using valence bond theory and molecular orbital theory together?

Elementary gen chem books will make the careful distinction between the two theories and then proceed to claim that chemists can use both to complement each other to explain the behavior of certain ...
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Question Involving Bonding (VSEPR AND VBT)

So basically any chemistry book will tell you about the extent of overlapping in different orbitals. For formation of sigma bonds, head on overlapping happens. Chemistry textbooks always state that $p-...
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is there a stead fast rule to predict hybridization or is it just an ad hoc concept

Before I start of this question, Ι want to make it clear that I know that hybridization, like pretty much all of chemical bonding, are just made up to qualitatively rationalize observations. I know ...
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Bent's rule: electronegativity and s character

I'm very much confused about Bent's rule. What I perceive from it is that more electronegative element occupies a position which has less s character. What I can infer from here is that s character ...
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Why do the d orbitals contract when pairing of electrons start, because the size should increase due to increase in energy

The energy of an orbital is proportional to its mean radial distance, and since the 3d orbital is much larger it is much higher in energy than the 3s and 3p orbitals All references from JD Lee ...
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Why is the nitrile nitrogen sp hybridized?

This site, from which the above image was taken, indicates that the hybridization of the orbitals on the C and N atoms in hydrogen cyanide is sp. I can certainly see how that would be the case for ...
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length of bond, bond angle and p character in bond

My reference data: http://www.rsc.org/suppdata/ra/c4/c4ra06781a/c4ra06781a1.pdf Consider these five chemicals: A: $\ce{CH4}$ (methane) B: $\ce{CH3Cl}$ (chloromethane) C: $\ce{CH2Cl2}$ (...
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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 ...
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How does an hybridised orbital become unhybridised after bond cleavage?

In $\ce{CH4}$, $1 s$ and $3 p$ orbitals are hybridised into four $sp^3$ orbitals. But on homolytic bond cleavage an unpaired electron remains in an unhybridised $p$ orbital? Similarly in heterolytic ...
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Effects of orbital overlap and electronegativity on polarity of binary halogen acids

I have discerned these factors affecting orbital overlap: Symmetry Type of orbital Nodes along the internuclear axis $n$ quantum number of the atomic orbitals - the number of shells of electrons Size ...
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Why doesn't an sp3s hybridisation exist?

Trying to prove that nitrogen doesn't split its lone pair to form 5 bonds, I thought of a situation that I couldn't rule out; the paired electron being excited to the 3s orbital, so that five bonds ...
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Why does sp hybridised orbital have more directional character than p orbital?

It states so in my textbook. But since s orbital is non directional, shouldn't sp hybridized orbital be less directional in character than p orbital?
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Confusion in comparing contribution of resonance structures in Hydrazoic acid

Given below is the resonance hybrid of $\ce{HN3}$(Hydrazoic acid) And these are the resonance structures below: If the second resonance structure had contributed more, then the two bond lengths ...
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Is there a molecular orbital equivalent of rehybridization?

I generally have seen the pyramidal inversion of NH3 explained in terms of rehybridization. The sp3 hybridized NH3 changes to sp2, with the lone pair in the p orbital, and then reverts to sp3 in the ...
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Is it possible to have different isomers of compounds with SP2 hybridized carbons based on the orientation of the Pi bond?

I was building molecular models with my son who is in high school to teach him about molecular geometries and he asked me a question I had never considered before. We built Acetone, using plastic ...
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Selection of p-orbital(s) when considering sp or sp2 hybridisation

I am considering $z$-axis as the internuclear axis in all cases. When we consider overlap of s and p orbital to form a $\sigma$-bond, the chosen orbital must be p$_z$ orbital for a proper overlap. ...
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Relation between the number of hybridised orbitals and the number of sigma bonds

March's Advanced Organic Chemistry (8th Ed.), has in its first chapter several tantalizing statements of the following variety; Boron has only three valence electrons available to form bonds, hence ...
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A contradiction in the nucleophilic attack of hydride ion based on charge densities

On page 130 of Organic Chemistry by Clayden, it is stated that Nucleophilic attack by the hydride ion, $\ce{H-}$, is an almost unknown reaction. This species, which is present in the salt sodium ...
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Hybridization theory (orbitals used in different hybridizations)

Why is $d_{x²-y²}$ orbital used in $sp^3d$ (square pyramidal geometry) while $d_{z^2}$ orbital in $sp^3d$ (trigonal bipyramidal geometry)? I came across this information while reading J.D.Lee Concise ...
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Dichlorine monoxide molecular geometry

I need to predict the geometry of Dichlorine monoxide, using the main link theory: Lewis model, VSEPR and hybridization of molecular orbitals. First, the Lewis structure is a graphical representation ...
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How to calculate steric number of methyl free radical?

According to the definition, steric number = number of atoms it is attached + lone pair. In that way, I get 4 for methyl free radical which means sp3 hybridization . But that's wrong ! Why is this ...
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Hybridisation in phosphorus allotropes

The white phosphorus has a tetrahedral structure, like this: [Image source: Wikipedia] The red phosphorus, on the other hand, has a polymeric structure: [Image source: google images] Then what ...
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The affect of effective nuclear charge on energy gap between subshells

A few days ago my teacher taught me about $\mathrm{d}$ orbital contraction. He said that in $\ce{SF6}$ the hybridization of sulphur is $\mathrm{sp^3d^2}$. He said that although the $\mathrm{d}$ ...
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Hybridisation and bond strength

I'm a high school student with minimal mathematical knowledge about the theory of chemical bond. (I just have a bit of theoretical background). I came across a statement which stated that "The more is ...
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How to explain shape of molecules in penta and hexa coordination if hybridization involving d-orbitals (in main block) is considered incorrect?

In this answer @Jan says: penta- and hexacoordination; tetracoordination with additional lone pairs and related: attempt to form as many normal bonds with p orbitals as possible; keep one lone ...
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Why Don't Sulfur Atoms Hybridize?

I am doing some chemistry problems with given answers, and supposedly the $107^{\circ}$ and $92^{\circ}$ bond angles in $\ce{H_2O}$ and $\ce{H_2S}$, respectively, is due to the fact that"$\ce{O}$ uses ...
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Restriction of back bonding in tris(dimethylamino)borane

J.D. Lee Concise Inorganic Chemistry [3, p. 78] mentions that The bond length order of the B-N bond in the following compounds is $\ce{B(NR2)3}$ > $\ce{HB(NR2)2}$ > $\ce{H2B(NR2)}$ and the ...
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Why should higher energy empty orbitals be chosen over lower energy empty orbitals during hybridisation?

Organic chemistry by jonathan clayden states during his explanation of hybridisation using trigonal boron structure (sp2) and tetrahedral boron structure (sp3): You want to populate the lowest energy ...
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What is the logic behind the steric number formula?

My teacher taught us two methods two calculate steric number for determining hybridisation. The first method was to count the total number of sigma bonds and add the lone pairs of the central atom. I ...
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What does "shape of hybrid orbitals" mean?

My teacher and textbook distinguish between the $sp$,$sp^2$ and $sp^3$ hybrid orbitals' shapes by saying that the first has linear shape, the second has trigonal shape, and the third has tetrahedral ...
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Lone Pairs Hybridization

Why are lone pairs considered when determining the hybridization orbitals of an atom? If the lone pairs will lead towards a filled orbital and won't perform any bonding, why can't they be left ...
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Why is C-S-C bond angle in thiirane so small at 48.5 degrees?

Why is the C-S-C bond angle in thiirane (48.5 degrees) so much smaller than C-O-C bond angle in oxirane/epoxide (60 degrees). Source: https://coek.info/pdf-three-membered-ring-heterocycles-.html
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Hybridisation of Azide ion

In azide ion, $\ce{N3-}$, the hybridisation is $\mathrm{sp}$ because number of hybrid orbitals = steric number, the central atom $(\ce{N})$ has 6 bonds with other $\ce{N}$ atom, 2 of which are sigma ...
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Comparing intensity of colour in coordination compounds

I had given an examination recently in which the question asked was: Write the decreasing order for the intensity of color in $\ce{[CoCl4]^{2-}}$, $\ce{[Co(CN)4]^2-}$, $\ce{[Co(H2O)6]^2+}$ What my ...
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