All Questions
Tagged with halides organic-chemistry
324
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Stability of carbenes
For predicting the order of formation of carbenes from the following compounds (CHI3, CHBr3, CHF3), we can take a look at the stability of the halide anion that is formed (I- vs. Br- vs. F-) and the ...
- 31
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Major product of reaction between 1,1-dibromo-2-(pent-4-en-1-yl)cyclopropane and methyllithium
What is the major product of the reaction between 1,1-dibromo-2-(pent-4-en-1-yl)cyclopropane and methyllithium in diethyl ether?
I suppose the nucleophilic double bond will react with the ...
- 161
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It is possible to synthesize 3,3-diethylpentane ("tetraethylmethane") from carbon tetrachloride?
Compounds like tetraethyl silane or tetraethyltin can be made from their tetrachlorides using ethylating Grignards, but what about substituting carbon, would it work or steric hindrance would prevent ...
- 59
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Why does the Wurtz-Fittig reaction occur?
In the Wurtz-Fittig reaction, an aryl halide and an alkyl halide react with sodium in the presence of dry ether to give R-Ar as the major product. Why is the coupling of R and Ar favoured? In other ...
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What does phosphorodibromidous acid do in solution?
When tribromophosphine is used to activate an OH to enable its substitution, the leaving group is listed by PubChem as "phosphorodibromidous acid" and doesn't seem to really exist from a ...
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Selection of parent chain in a halogenated compound with double and triple bonds
We were asked to select the parent chain for naming the halogenated compound containing double and triple bonds:
My teacher told me that we choose the orange (1) one over the blue one (3) because as ...
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Explaination of order of leaving groups
In Solomons' Organic Chemistry, in a section discussing leaving groups, it is stated that$-$
Among the halogens, an iodide ion is the best leaving group and a fluoride ion is
the poorest:
$$I− > ...
- 161
1
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1-Bromo-4-tert-butylbenzene reaction with NaNH2 [closed]
I'm struggling to grasp how the reaction would turn out. Could you help?
My idea was that the bromide atom will get replaced by the amino group of $\ce{NaNH2}$, but when I google, I read that $\ce{...
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83
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What is the enthalpy change for elimination reactions of alkyl halide - exothermic or endothermic?
There are a few questions in thermodynamics (with unverified data) that the addition reaction of ethene to give ethyl chloride has a +ve enthalpy change, thereby elimination to give alkene must be ...
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Will benzyl halides undergo SN1 or SN2 mechanism in a polar aprotic solvent?
If benzyl bromide reacts with KF in the presence of a polar aprotic solvent like DMF, will it undergo SN1 mechanism or SN2 mechanism ?
I understand that polar aprotic solvents favour SN2 mechanism but ...
1
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1
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125
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Why doesn’t the reaction between 3-mercaptopropionic acid and methyl iodide yield a methyl ester? [closed]
Problem
Answer
Question
I don’t understand why 3‐methylthiopropionic acid (X) is the correct answer. Wouldn’t sulfur and carbon have similar electronegativities?
As the consequence, isn’t it more ...
- 51
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Solubility of fluoroalkanes [duplicate]
I know haloalkanes generally aren't soluble in water due to their inability to form hydrogen bonds in water, despite being moderately polar. I was wondering why this is the case with fluoroalkanes too ...
1
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1
answer
462
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Substitution or elimination when a chloroalkene reacts with NaOH in ethanol?
NaOH + EtOH will eliminate the Cl atom forming a double bond. At least, that's what I think. 3 could also be a viable answer since the OH can also attack the said double bond (this is probably not ...
- 13
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Why 2-methyl-1-propene's halohydrin formation does not involve steric effect?
This concerns Marc Loudon's Organic Chemistry 6th Edition's 5.2 page 187.
Consider 2-methyl-1-propene and its halohydrin formation mechanism. Usually, there will be formation of bromonium, where I ...
- 101
3
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Free-radical addition of bromine to alkene
If light and radical initiators are present, radical addition of $\ce{HBr}$ to alkenes takes place and outcompetes electrophilic addition of $\ce{HBr}$ to alkenes. Why isn't a similar thing same ...
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