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Questions tagged [organometallic-compounds]

For questions relating to organic compounds which contain a bond between a carbon atom and a metal.

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Iodimetric titration for reducing agent

I am stuck at point, where I want to find the % Purity of my analyte with iodimetric titration as the analyte is very strong reducing agent. I found reference which mentions titration with iodine in ...
Manjiri Jadhav's user avatar
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0 answers
16 views

Binding energies of transition metals in the 3d series

Binding energy of the transition elements in the 3d series increases up to vanadium then drops from chromium to manganese and then increases slightly and then drops again It is seen that binding ...
Tabi Khan's user avatar
2 votes
1 answer
152 views

Effect of particle size on yield of copper acetylide

To avoid pure trial and error, I need some examples of experiments already done with (possibly ammoniacal) aqueous solutions, particles/precipitates of copper (both oxidation states) salts, and ...
Paul Kolk's user avatar
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-2 votes
1 answer
70 views

Why is Chromium hexacarbonyl diamagnetic?

So there was a question in coordination chemistry regarding the nature of $\ce{[Cr(CO)_6]}$ The book had the question under VBT and solved it using "strong ligands cause all electrons to pair up&...
Aurelius's user avatar
3 votes
0 answers
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Why doesn't β-elimination occur in Cr(CMe3)4?

By $\beta$-elimination, I am refering to the reaction where a M-C-C-H structure reduces to ($\eta^2$-alkene)-M-H. My lecture notes claim that $\ce{Cr(CMe3)4}$ is stable and does not incur such ...
이희원's user avatar
  • 139
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0 answers
35 views

Is Polymerized lithium niobocene a possible compound? [duplicate]

I was doing some research on different types of body armor and found a fictional compound by the name of Polymerized LiNb. I wanted to find what the structure of this compound looked like so it could ...
Gunnar Johnson's user avatar
1 vote
2 answers
86 views

How did Sinclair Oil put "liquid nickel" into gasoline, and what were the chemical mechanism(s) by which it was supposed to reduce engine wear?

The April 22, 2022 Veritasium video The Man Who Accidentally Killed The Most People In History is worth a watch, and was the basis for the question Why would tellurium + sodium hydroxide have worked ...
uhoh's user avatar
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-2 votes
1 answer
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What do the arrows mean in the Structural Formula of Oxaliplatin? [duplicate]

What do the arrows mean in the Structural Formula of Oxaliplatin? I haven't seen these and couldn't find anything explaining them.
imrobert's user avatar
  • 161
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1 answer
60 views

1,4 (conjugate) addition in unsaturated aldehydes and ketones

When carbonyl compounds react with grignards, they usually give a 1,2 addition (direct addition) product. However, under certain conditions, they give conjugate addition (1,4 addition) product as the ...
Ayanokouji Kiyotaka's user avatar
3 votes
1 answer
64 views

Why are Mo(NR2)3 complexes isolobal with the nitrogen atom in N2

In a Molybdenum complex of the form Mo(NR2)3, the Mo is in the oxidation state of +3, leaving it with 3 d electrons. When combined with an additional 2*3 electrons from the ligands, this leaves it ...
Kirandk's user avatar
  • 392
2 votes
2 answers
194 views

Does ferrocenium chloride ([Fe(C5H5)2]Cl) exist as a stable compound?

I am interested in using ferrocenium chloride ($\ce{[Fe(C5H5)2]Cl}$) for a synthesis application, but I couldn't find any sources referring to its existence, even though some websites and a figure in ...
psansoldo's user avatar
1 vote
0 answers
50 views

Amidine synthesis from nitrile and dimethylamine using n-Buli as a base

I am making LiNMe2 using n-Buli (5.5 equiv.) and dimethylamine (5.0 equiv), -15 ºC, dry THF and under nitrogen atmosphere. I have been doing the reaction and I can observe conversion of starting ...
Bree's user avatar
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0 answers
95 views

What is the difference between zero-point and total energy of a molecule in the output of an ORCA FREQ calculation?

I am trying to find the enthalpies of formation for a couple organometallics in ORCA and as a first time user I am a bit bogged down in the terminology. The Gaussian manual has a section on these ...
Spencer's user avatar
0 votes
0 answers
21 views

Some advice on inorganic textbook [duplicate]

I'd like to have some advice on Inorganic textbooks. I've already consulted some books (Kettle, Drago, Keiter, Cotton) and they are all very useful, but now I'm searching for a textbook which focuses ...
Chemistry.'s user avatar
-1 votes
1 answer
202 views

What is the difference between Charge transfer and Electron transfer? [duplicate]

This problem was given to me yesterday that What is the difference between Charge transfer and Electron transfer? I was taking it thesame though the professor have given me some hint that charge ...
Harisu Mika'ilu's user avatar
5 votes
2 answers
750 views

Does Grignard reagent on reaction with PbCl2 give PbR4 and not PbR2?

I was told by my teacher that $\ce{RMgX}$ forms $\ce{PbR4}$ when it reacts with either $\ce{PbCl2/PbCl4}$ the later case is clear to me but why does $\ce{PbCl2}$ forms a compound of the form $\ce{PbR4}...
Ayush Upadhyay's user avatar
-1 votes
1 answer
275 views

Help with drawing an Molecular Orbital (MO) diagram for organometallic complex

I do not understand how to draw the MO diagram for this question, i appreciate any help you can give on my 3rd yr Chem. Have i understood this correctly? QUESTION: Using an MO bonding picture and ...
Bailee's user avatar
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1 vote
0 answers
130 views

Why are Sonogashira reactions moisture sensitive?

Exemple, aryl halide + TMS-acetylene in NEt3 + Pd[PPh3]2Cl2 or Pd[PPh3]4: The reaction does not form water at any time so its presence wouldn't shift the equilibrium. Neither TMS-acetylene or the aryl ...
The Red Man Jolan Bonelli's user avatar
4 votes
1 answer
246 views

What do these arrows mean in inorganic chemistry?

I tried looking for these arrows in the 3rd molecule starting from the left(Pd) online and in my notes but I couldn't find anything. Is Pd actually bonded to something?
Garrett's user avatar
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0 votes
1 answer
92 views

Why is the sp3-sp3 reductive elimination between the R1 and norbornene in the Catellani Cycle ''not favorable''?

I have recently started reading a book about C-H activation and I cannot figure out why in the Catellani reaction cycle the R1-norbornene reductive elimination side reaction which can be a major issue ...
TheBorcanu's user avatar
3 votes
0 answers
194 views

Why does Co(CO)4 exist as dimeric Co2(CO)8?

I was wondering why is this equilibrium below established at all... Why can't Co(CO)4 exist on its own, as a monomer?
Rudransh Sinha's user avatar
5 votes
1 answer
137 views

Why is a ring carbon C-R of a substituted ferrocene more downshifted on 13C-NMR?

Upon assigning $\ce{^{13}C}$-NMR for 1,1'-bis(α-methylmethanol)ferrocene, we discovered the substituted FcC-CH peak (95.14 ppm) was more downshifted than the CH-OH peak (65.59 ppm) as was confirmed by ...
Kld952's user avatar
  • 51
4 votes
1 answer
151 views

Polymer purification by reprecipitation troubleshooting

I am synthesizing new polymer that has not been reported before. The structure of the polymer is based on indacenodithienothiophene unit and thiophene. I used Stille polymerization. As monomers, I ...
Krang Lee's user avatar
  • 1,081
-1 votes
1 answer
336 views

How long does it take for zinc oxide powder and heinz vinegar to fully react into zinc acetate at a 1:2 ratio of zinc:heinz vinegar? [closed]

How long should I leave a solution of zinc oxide powder and heinz vinegar in order for it to react as completely as possible? The solution is 1(zinc oxide powder):2(heinz vinegar) in a glass flask. ...
tomatopies's user avatar
2 votes
0 answers
62 views

Can other metal salt compounds besides copper sulfate/zinc sulfate be used to create chlorophyllin? E.g. the magnesium center is replaced

There has been a lot of research done into sodium copper chlorophyllin. The synthesis is quite simple and can be done at home. It involves extracting the chlorophyll, saponifying the solution, adding ...
tomatopies's user avatar
4 votes
1 answer
116 views

Can heterocyclic molecules form sandwich-like complexes?

As unsaturated heterocycles have the same planar structure as cyclopentadiene ion/benzene "sandwich" compounds, I was wondering if a similar coordination between metals can be achieved. When ...
Evamentality's user avatar
3 votes
1 answer
357 views

Can a carbon that has 5 bonds be explained by saying that one of its bonds is a coordination bond?

In my organometallic chemistry class at the university, the doctor told us that compound μ³-CO-[Fe₄(CO)₁₂]²⁻ had the structure that appears in the image. As you can see, there is a pentavalent carbon. ...
Fernando Gonzalez's user avatar
10 votes
1 answer
416 views

How does cyclopentadienyl anion act as reducing agent?

I am a second year university student, so I'm afraid my chemistry isn't great. I am looking for an explanation of how the $\ce{Cp-}$ anion acts as a reducing agent. To contextualise - in a simple ...
Matilda Willcox's user avatar
0 votes
1 answer
127 views

Redox reaction of cycloheptatriene ligand

The reaction I really don't understand is the second one which produces the cycloheptatriene ring with a positive charge. The only thing I can think of is that the hydrogen is being ejected and ...
Joey Costello's user avatar
1 vote
0 answers
45 views

Zetasizer - How can the Z-average mean be lower than all intensity measurements?

I recently used a Malvern Zetasizer on samples of Au nanoparticles in order to determine the size of the particles (we are looking for significant shifts in particle size between samples, and as such ...
o's1234's user avatar
  • 111
0 votes
0 answers
37 views

Why is the synthesis of graphene through alkyne trimerization not viable?

I have been looking for a rationale on this as massive polycyclic aromatic hydrocarbons have been synthesized this way, and with Graphene just being an indefinite expansion of aromatic rings, this has ...
C-Consciousness's user avatar
0 votes
0 answers
265 views

Advantage of Ir-based vs Alq3 OLED material, is quantum yield more important over the cost?

This Wikipedia page https://en.wikipedia.org/wiki/OLED#Material_technologies mentions a couple of molecules that are used for OLED. The Ir-based compound has ~ 100% quantum efficiency, while Alq3 may ~...
Fancourt3000's user avatar
2 votes
1 answer
413 views

How to "draw" a coordination bond (dashed bond) in MOLFILE?

How can we "draw" a coordination bond (dashed bond) in MOLFILE? I cannot find a bond property or option that would allow me to choose such a thing. So many drawings of organo-metallic ...
Gunther Schadow's user avatar
1 vote
0 answers
39 views

Can molecular systems display negative magnetic susceptibility of a higher magnitude than bismuth?

Bismuth has the biggest value when it comes to a negative magnetic susceptibility than all other elements, ignoring superconductors, as they would have a value of -1. Yet, when tables displaying ...
C-Consciousness's user avatar
3 votes
0 answers
310 views

Driving force in Corey-House reaction

In my textbook of organic chemistry by francis carey 11th edition, the Corey-house synthesis is elaborated on in the topic of organocopper reagents. It is mentioned that as the R-X alkyl halide is ...
ImJustKawaii's user avatar
7 votes
1 answer
478 views

Effect of metal identity on CO bond length in carbonyl complexes

In organometallic carbonyl complexes, a back-donation effect occurs: the σ molecular orbital of CO yields electron density to an orbital of the appropriate metal atom, and in turn, a d orbital of ...
Carlos's user avatar
  • 607
3 votes
2 answers
187 views

Can a Grignard reagent form magnesium halide with an alkyl halide? [duplicate]

$$\ce{RMgX + R'X' -> RR' + MgXX'}$$ Is this reaction possible? I am not able find any reference to it in the books that I have. Anyone has a reference?
anand's user avatar
  • 39
1 vote
0 answers
33 views

Does concerted oxidative addition follow first-order kinetics?

So my professor for organometallic chemistry described the different mechanisms for oxidative addition and in talking about the concerted mechanism he said that it had first order kinetics. I find ...
Tiocfaidh's user avatar
  • 131
5 votes
1 answer
184 views

Why is the trans-effect of nitrile ion (cyanide) weaker than acetonitrile (methyl cyanide) in octahedral chromium complexes?

I was reading a paper which built a series of trans-philicity (a term they coined to indicate both kinetic trans-effect and thermodynamic trans-influence) from extensive calculations. And I found that ...
S R Maiti's user avatar
  • 5,685
4 votes
0 answers
85 views

What does pentamethylarsenic smell of? [closed]

Trimethylarsine smells of garlic. According to Wikipedia, pentamethylarsenic smells like pentamethylantimony but I can't find the smell of that anywhere. What does pentamethylarsenic smell of?
AncientSwordRage's user avatar
8 votes
1 answer
1k views

How to interpret the relation between CO stretch frequencies and backbonding strength for polycarbonyl compounds?

I am working on a series of octahedral complexes of the type $\ce{[M(CO)2(CH3)X3]-}$ where $\ce{M} = \ce{Co}, \ce{Rh}, \ce{Ir},$ and $\ce{X}$ is a range of ligands (halide, cyanide, nitrosyl, etc.). ...
S R Maiti's user avatar
  • 5,685
2 votes
1 answer
1k views

Reaction of acyl chloride with excess Grignard reagent

I have a reaction to which I must find the majority organic product. I think I found the correct product but the fact that the reaction takes two moles of propylmagnesiumbromide confuses me a bit. I ...
David's user avatar
  • 31
3 votes
1 answer
110 views

Siiloxane polymer experiment

I believe the first reaction would be a substitution of $\ce{SiMe3}$ for $\ce{I}$ and creating $\ce{SiMe3Cl}$. The second process I think would involve the $\ce{Mg}$ removing the two $\ce{Cl}$ and ...
Alex's user avatar
  • 39
-4 votes
1 answer
178 views

Why are tri-organotin chloride compounds so dangerous? [closed]

Organotin compounds are compounds with the tin-carbon bond and some of them(specifically the tri-organo chloride ones) are as toxic as hydrogen cyanide. Why is this though as I don't really know some ...
Bruh Moments's user avatar
3 votes
0 answers
206 views

Why is the 2-bond (Sn-H) coupling constant larger than the 3-bond Sn-H coupling constant for tetraethyltin?

I was looking at the NMR spectrum of tetraethyltin [$\ce{Sn(CH2CH3)4}$], and found that the $\ce{Sn-H}$ coupling constant between $\ce{Sn}$ and $\ce{CH2}$ is larger than that between $\ce{Sn}$ and $\...
S R Maiti's user avatar
  • 5,685
4 votes
1 answer
219 views

Do organopolonium compounds exist?

Analogues of alcohols exist for all the heavier Group 16 elements, namely sulfur, selenium, and tellurium. Would polonium also be able to form a "polonol" like $\ce{CH3PoH}$?
Bruh Moments's user avatar
3 votes
0 answers
58 views

Why can zinc porphyrins assume 5 coordinate geometries?

It has been reported that 5-coordinate geometries are possible and stable for Zn(II) porphyrin complexes. How do these complexes form and why are they stable when other 5-coordinate geometries of Zn(...
Tiocfaidh's user avatar
  • 131
2 votes
0 answers
31 views

High kinetic basicity of alkoxides compared to alkyls

I'm reading something at the moment where they state: This reagent has enhanced basicity as it benefits from the high kinetic basicity of alkoxides compared to alkyls. This is in the context of ...
FriendlyGlove's user avatar
3 votes
0 answers
52 views

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 ...
FriendlyGlove's user avatar
5 votes
0 answers
60 views

Why transition metal catalyzed [2+2]cycloaddition reactions allowed?

As you know, cycloaddition reactions which (4n)π electrons are involved in such as [2+2]cycloaddition are forbidden in normal organic reactions, but transition metal catalyzed [2+2]cycloaddition ...
Yossy's user avatar
  • 123

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