Questions tagged [carbene]
The carbene tag has no usage guidance.
12
questions
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Major Organic Product of pheylpropene and diazomethane? [closed]
What is the major organic product synthesized from phenylpropene and diazomethane? I get that N2 from the diazomethane is going to be the leaving group correct and it forms the carbene :CH2 correct? ...
2
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0answers
37 views
Hydrogen Bonding by Carbenes
A hydrogen bond is formed between hydrogen attached to highly electronegative atoms (nitrogen, oxygen, and fluorine) which are small in size too and the non-bonding pair of electrons of another such ...
2
votes
1answer
52 views
How is chlorocarbene synthetised?
The wikipedia page on cyclononatetraene says that the aromatic cyclononatetraenyl anion can be synthetised by a rearangement of 9-chlorobicyclo[6.1.0]nona-2,4,6-triene.
My first idea on how to ...
4
votes
1answer
146 views
Mechanism of Fritsch–Buttenberg–Wiechell rearrangement
The following reaction was given, which uses potassium t-butoxide.
The solution to this problem was given as follows:
Step 1 is the attack of strong base, t-butoxide, on the vinyl proton.
Step 2 ...
0
votes
0answers
32 views
Cyclic pent-diene + CHBr3 + t-BuOK. What is the product and how is it formed? [duplicate]
I think the answer is Bromo-Benzene but I am not sure.
Please also provide the mechanism as to how the product is obtained.
5
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1answer
754 views
-4
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1answer
237 views
reimer tieman reaction only one ortho product [closed]
why we cannot have two reimer tiemann substitutions on the same phenol
as CHO- group is electron withdrawing it wont disturb electron concentration at its meta which is phenol's ortho- product
10
votes
2answers
641 views
Reaction between a carbene and n-pentane
Does the following reaction occur when n-pentane reacts with methylene or does it form some other simpler products due to the reactivity of the carbene?
$\ce{CH3-(CH2)3-CH3 + :CH2-> CH3-(CH2)4-CH3}...
9
votes
2answers
545 views
Correct way to draw a carbene
What is the correct way to draw a carbene? On most/all material I have seen, both singlet and triplet carbenes are depicted as so:
With 2 "dots" representing the non-bonding electrons on either a ...
8
votes
2answers
1k views
Why is triplet carbene sp2-hybridised?
Triplet carbene has a carbon with 6 electrons, of which 2 are unpaired. I would expect the carbon to be $\ce{sp}$ or $\ce{sp^3}$ hybridised and the two singly occupied orbitals to be degenerate. ...
3
votes
1answer
336 views
Origin of diastereoselectivity in Simmons–Smith cyclopropanation of allylic alcohol
In Organic Chemistry by Clayden et al., the following reaction is shown:
The cyclopropane ring is formed on the same side as the alcohol group. Is this because of the interaction between Zn and the ...
7
votes
1answer
674 views
Which singlet dihalocarbene has the strongest carbon-halogen bond?
There are three singlet carbenes - difluorocarbene, dichlorocarbene and dibromocarbene. Which has the strongest carbon halogen bond?
Obviously backbonding is a point to be considered, as carbene is ...
