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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.

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5
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0answers
43 views

Can a per-acetylated sugar anomerize?

So I have a question concerning a reaction mechanism for the reaction below. I know for certain that I get the alfa anomer, but I can't explain it. When I draw out the mechanism it doesn't make sense ...
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36 views

Why London force dominates in Alkyl Halides

Why London Force is greater than dipole-dipole interactions in Alkyl Halides? As we know that most of the time London force is weaker than other forces. Then why in this case it's not so? ...
-2
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1answer
44 views

Why is 1,2-diiodoethane unstable? [duplicate]

Diiodoethane is a product of the reaction between glycol and $\ce{PI3}$. Why is 1,2-diiodoethane unstable?
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35 views

Will Chlorodifluoromethane (R22 refrigerant) react with calcium metal?

I am attempting to recycle or find a use for chlorodifluoromethane, however I do not want to risk venting it into the atmosphere or exposing myself to hydrofluoric acid. Ideally, I would like to ...
1
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2answers
65 views

Can you give examples for a halide ion reacting with interhalogen compound to give polyhalides?

Interhalogen compounds are formed when two halogens $(\ce{F},$ $\ce{Cl},$ $\ce{Br},$ $\ce{I})$ react together. They are represented by $\ce{XX'_n},$ where $\ce{X}$ is halogen of larger size and $\ce{X'...
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1answer
299 views

Why do we use hydrochloric in the test for sulfate ions but nitric acid for halide ions?

Recently, I have learnt about testing for ions in qualitative analysis (BBC Bitesize). The link above which I used for reference mentions that for the test for sulfate anions, hydrochloric acid $(\ce{...
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0answers
40 views

Reaction rate of Mg with aryl halides

I have been thinking of the rate of reaction of aryl bromide and aryl chloride with $\ce{Mg}$ to form Grignard. When considering the electronegativities the carbon in aryl chloride is more ...
2
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1answer
38 views

What should be the order of specific conductance (κ) of floride, chloride and bromide ions?

The equivalent conductance order is $\ce{Br-} > \ce{Cl-} > \ce{F-}$. $$Λ = \frac{κ}{c},$$ so $Λ$ is proportional to specific conductance? But in ion chromatography we get peak area where $\ce{...
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1answer
55 views

Acid etching of float glass

While we have done some etching of glass with hydrofluoric acid alone, to achieve a matte white finish on float glass, I am curious to know what formula and procedure is required to create a more ...
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2answers
114 views

Identifying a chloride of the unknown element from the masses of chlorine and compound as well as vapor density [closed]

1 g of a chloride of an element contains 0.835 g of chlorine. If vapour density of the chloride is 85, find weight of the element and its valency. I tried to solve it but couldn't get to the answer ...
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110 views

Does acetophenone show haloform reaction?

Although acetophenone is a methyl ketone, as it is aromatic, it is immiscible in H2O so the last step in the haloform reaction should not occur? I couldn't find any source regarding the haloform ...
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112 views

Reaction of Br2/KOH with succinic anhydride

What products will be formed when $\ce{Br2/KOH}$ reacts with the following compound in water at room temperature? Here is what I think is possible: $\ce{OH-}$ will take up the acidic hydrogen. ...
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2answers
3k views

Storing hydrofluoric acid before the invention of plastics

The first person to synthesize hydrofluoric acid in large quantities was Carl Wilhelm Scheele in 1771. This acid is known for its ability to corrode glass and metals. What materials were the ...
1
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1answer
154 views

Equation for reaction between chlorine fluoride and potassium bromide

The equation given in the answer key was $$\ce{ClF + 2KBr → KCl + KF + Br2}$$ However won't the $\ce{KCl}$ also react with $\ce{ClF}$ to form $\ce{KF}$ and $\ce{Cl2}$, resulting in the net reaction ...
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2answers
140 views

Acetone Enolate-HaloBenzene Reaction

A reaction I am trying to perform says to use a strong base like Sodium Amide with Acetone and Iodo-Benzene as reactants with DMSO as the solvent to form Phenylacetone. The main idea is to use the ...
6
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1answer
2k views

Can I boil off chlorine? Does it evaporate quickly at high temperatures?

Can I boil off chlorine? Does it evaporate quickly at high temperatures? I am asking because I want to remove it from drinking water, and I don't want to wait 24 hours for it to evaporate naturally.
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17 views

How would one determine the yield of primary vs. secondary hydrohalogenation addition products?

For example, if I was to perform the following reaction: $\ce{CH3CHCH2 + HBr -> CH3CHBrCH3 + CH3CH2CH2Br}$ How would I quantitatively determine the relative yield of the primary and secondary ...
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131 views

Action of H2S and OH- on an alkyl halide?

What would be the action of $\ce{OH-}$ and $\ce{H2S}$ on 2,6 dichloroheptane? I came across this question in my organic chemistry workbook but I have simply never seen a question of this type before. ...
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0answers
130 views

Heating Dry Benzenediazonium Chloride

If we heat BDC with water then phenol is formed. I was wondering what would happen if we heated dry benzenediazonium chloride. I know that on heating benzenediazonium fluoroborate we obtain ...
3
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1answer
727 views

Why BiCl5 isn't stable?

I read this in a textbook: $\ce{Bi(V)}$ is very unstable and is a good oxidizing agent. Why does it happen that way? Is it because in $\pu{+5}$ oxidation state $\ce{Bi}$ pulls in more electrons ...
3
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1answer
471 views

What is the oxidation state of bromine in BrO3?

I came across this compound $\ce{BrO3}$ in my textbook, and was trying to find the oxidation state of bromine. This is how I proceeded: Since this is not a superoxide or a peroxide, or any other ...
5
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1answer
86 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 $D_{3d}$ ...
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0answers
536 views

OF2 vs O2F2 oxidising strength

My teacher said that OF2 is the third most powerful oxidising agent after F2 and atomic O, but I think O2F2 should be even more oxidising, since it less stable than OF2. I just read on quora that O2F2 ...
2
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2answers
433 views

Reactivity of primary and tertiary alkyl halides

From USNCO 2004, Q58: The reaction between which pair of reactants occurs the fastest for $[\ce{OH-}] = \pu{0.010 M}$? (A) $\ce{CH3CH2CH2CH2Cl + OH-}$ (B) $\ce{(CH3)3CCl + OH-}$ (C) $...
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What is the product when 1,4,6-trifluoroazulene is treated with sodium methoxide?

My logic During substitution via Path 1 and Path 2 aromatic intermediates are formed. Via path 3 anti aromatic intermediate is formed. Therefore reaction takes place via path 1 and path 2 only. ...
4
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1answer
321 views

Why is fluoride the most nucleophilic halide in aprotic solvents? [duplicate]

I am confused on the topic of electronegative nucleophiles, and polar aprotic solvents. From my understanding, the more electronegative a nucleophile is, the weaker of a nucleophile it will be, ...
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31 views

Alkyl halide addition [closed]

For the above question....i did the usual addition of HF across double bonds and joined both of them and.i thought the answer would be option(b) but the answer is something else please help!!
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217 views

Abnormal reaction of grignard reagent

My book states that: When isopropyl magnesium bromide is added to diisopropyl ketone, the expected tertiary alcohol is not obtained; instead the secondary alcohol; diisopropyl carbinol is obtained ...
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2answers
1k views

Is fluorine sp3 hybridized in BF3

Since BF3 has the shape of tetrahedral, and in the provided solution, Boron is sp2, why is Fluorine sp3 hybridized?
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2answers
269 views

Does carbon monoiodide (CI) exist?

Many of my students get chlorine $\ce{Cl}$, confused with carbon monoiodide $\ce{CI}$, despite my promises to use serif fonts whenever possible and to never give them carbon monoiodide in a question. ...
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1answer
92 views

Wittig reaction with an alkyl dibromide

Recently, I have come across a problem, in which a ketone needs to be converted into an alkene. However, in the alkene product, there is also another bromide functional group, at the end of the alkyl ...
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1answer
38 views

What is the configuration of dimethyl[tris(trifluoromethyl)]-λ⁵-phosphane?

I know that $\ce{(CH3)2P(CF3)3}$ is geometry of trigonal bipyramid and according to Bent's rule $\ce{CH3}$ goes to axial positions and $\ce{CF3}$s remains on equatorial positions. However, as per ...
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1answer
57 views

Can methyl halide be used in Wurtz reaction?

Yields of product(alkanes) are best for 1°(60%) and least for 3°(10%) alkyl halides. Can methyl halides be used in Wurtz reaction? Would it produce a good yield?
3
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1answer
223 views

Stability of 3d metal fluorides and iodides in different oxidation states

I read that the fluorides of 3d metals in lower oxidation states, e.g. $\ce{VF2}$, $\ce{TiF2}$, and $\ce{CuF}$ are thermodynamically unstable. For example, $\ce{CuF}$ disproportionates to $\ce{Cu + ...
-1
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1answer
36 views

Will a reverse osmosis membrane exclude perfluorobutanoic acid?

I recently did a water quality test and it showed a detectable level of perfluorobutanoic acid, a potentially dangerous carboxylate PFC. Will a reverse osmosis water purification system exclude this ...
2
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1answer
2k views

What happens when (+) 2-iodobutane is treated with NaI in acetone?

After treating the compound with NaI, we should follow SN2 mechanism and the product will follow an optical inversion, giving us (-)2-iodobutane, but the answer is (±)2-iodobutane. After going ...
2
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2answers
296 views

Can vicinal dihalide produce conjugated alkene in strong base?

In Klein's Organic Chemistry (3rd edition), p. 410, we learn that vicinal dihalide can produce alkyne in strong base. And on Reaxys I see many reactions of this sort. For example: However, why isn't ...
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1answer
283 views

What's the difference between FFKM and PTFE?

These two fluorocarbon polymers seem to me very similar, the only difference I see is that FFKM is elastomer while PTFE aka Teflon is more of hard type of plastic. Isn't FFKM just PTFE with lower ...
1
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1answer
487 views

Wurtz Reaction with acidic alkyl halides [closed]

My chemistry book says we cannot use alkyl halides containing acidic hydrogen for Wurtz reaction. Why is this so?
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0answers
41 views

Why do amides react differently with PCl5? [duplicate]

In a reaction involving $\ce{PCl5}$ and any reactant containing oxygen atom, it generally takes out the oxygen and put chlorine their due to formation of strong bond between phosphorus and oxygen. ...
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0answers
52 views

Difference between reactions of ring strained cycloalkanes and higher cycloalkanes (n>4)

Today I read two publications stating that cyclopropane's ring can be opened by reactions of it with $\ce{Cl2/Br2/HCl/HBr}$. Correct me please if I interpreted something wrong. Here are these ...
1
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1answer
520 views

What is the reaction of pentane-2,4-dione with chlorine in presence of NaOH? [duplicate]

We know that in haloform reaction alpha acidic hydrogen are substituted by halogen atom. But in the above case we find two acidic hydrogens in between the two keto groups (due to -R effect) which are ...
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0answers
334 views

What is the product formed when 4-chlorobut-1-ene is treated with acetic acid?

My teacher did like this forming a really unstable cyclopropyl group but this is the correct answer instead. My question is why the product will be even formed? In the mechanism that my teacher had ...
6
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1answer
125 views

If liquid hydrogen fluoride autoionises, how can it be an insulator?

According to Wikipedia, one of the last major hurdles in the isolation of elemental fluorine was the need to mix hydrogen fluoride with another substance in order for its electrolysis to be possible (...
8
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2answers
1k views

Why does chlorination of toluene stop at two chlorine atoms?

My instructor mentioned a reaction for preparation of benzaldehyde by chlorination of toluene in presence of sunlight to form benzal dichloride, which on hydrolysis gives benzaldehyde. However, I'm ...
8
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1answer
195 views

Does chlorine trifluoride react with candlewax?

I've run across references to chlorine trifluoride quite a lot. It pops up fairly regularly on the Worldbuilding SE, and whatever idea people have with it is usually shot down very quickly - For ...
8
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0answers
373 views

Why are two three-membered rings preferred to a single five-membered ring in the reaction of a dihalide with alcoholic KOH?

The given answer is 1,1-dicyclopropylmethanone: Step 1 is abstraction of acidic H by the strong base. Then, there's surely going to be anchimeric assistance. But there can be two places where the ...
0
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2answers
1k views

What are the functional group names of halogenoalkanes?

The functional group name of other organic compounds is easily findable, but that of the halogenoalkanes (or haloalkanes) is not. This makes me wonder if such a name exists for the halogenoalkanes or ...
1
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1answer
139 views

Does the van der Waals force not affect the alkali metal 's trend of decreasing melting points down the table? [duplicate]

Melting and boiling points increase further down the halogen group, but they decrease further down the alkali metal group. I know that the former's trend has to do with the van der Waals force, but I ...
2
votes
1answer
599 views

Are SN2 reactions in equilibrium?

I'm learning about SN2-reactions, and my text book gives the following examples of these reactions: $$\ce{HO^- +CH_3Br -> CH_3OH + Br^-}\tag{1}$$ $$\ce{I^- +CH_3Br -> CH_3I + Br^-}\tag{2}$$ ...