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Questions tagged [halides]

Chemical compounds that contain halogens (group 17 in the Periodic Table) as part of their chemical structure. This tag should only be applied where the halide group is one of the main focuses of the question.

2 votes
0 answers
41 views

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 ...
3 votes
0 answers
56 views

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 ...
3 votes
1 answer
348 views

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 ...
6 votes
2 answers
571 views

Do alkyl halides with an alpha nitrogen atom undergo SN1 reaction?

Today, in my organic chemistry class, I learnt about the nucleophilic substitution reaction. The notes have stated that: Alkyl halides with $\alpha$ oxygen atom can also undergo SN1 reaction ...
4 votes
1 answer
121 views

What role does CaCl2 play in a gelation medium?

To produce sodium alginate beads coated with chitosan, following procedure was undertaken: Sodium alginate was dissolved in distilled water at a concentration of 4% (...) The gelation medium was ...
8 votes
2 answers
884 views

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 ...
10 votes
2 answers
647 views

Why doesn't sodium form organometallic compounds with alkyl halides?

Both magnesium as well as lithium, on reaction with an alkyl halide (say chloroethane), form an organometallic compound. However, sodium and potassium do not exhibit such a reaction. Instead of ...
5 votes
1 answer
160 views

How to get $\Gamma_{vib}$ for hexafluoroethane?

An exercise asks me to find $\Gamma_{vib}$ for that molecule. I know that: $$\Gamma_{cart}=\Gamma_{vib}+\Gamma_{translations}+\Gamma_{rot}$$ Since the molecule I'm considering belongs to the $D_{3d}$ ...
3 votes
2 answers
81 views

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 ...
1 vote
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53 views

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 ...
-1 votes
3 answers
123 views

If LiF is ionic in nature, why can't it dissolve in water?

LiF is prominently ionic compound. I also know polar substances can be dissolved in water as "like dissolves like". Why is then LiF only weakly soluble, in comparison with LiCl, or LiBr, ...
10 votes
2 answers
21k views

Bromination of acetanilide

Why does acetanilide gives exclusively para isomer. I know that -I of nitrogen must decrease the yield of ortho product, but still it should be made in accountable amounts. Where am I going wrong. I ...
1 vote
0 answers
69 views

Would fluorides stabilize zirconia?

The reason for zirconia's cubic and tetragonal phases not being stable is that the cation-anion ratio is too small for proper contact between ions. One way is to use other oxides that have a bigger ...
0 votes
0 answers
52 views

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− > ...
5 votes
1 answer
400 views

Thermal instability of sulfur and selenium iodides

After recent question about non-existent pnictide(V) iodides, I stumbled upon a similar issue in oxygen group. For example, $\ce{SI2}$ was reported to be found… but at the temperature as low as $\pu{9 ...

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