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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184 views

Stability of CI4 and PbI4

I have read in my textbook that $\ce{CI4}$ is more stable than $\ce{PbI4}$ due to inert pair effect. But shouldn't we also consider the effect of steric repulsions? In $\ce{CI4}$, four large iodine ...
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Can Ethanol be used to carry out SN1 reaction?

My book says that the reaction of $$\ce{Cl-CH2-O-CH2-CH3}$$ with ethanol to form $$\ce{CH3-CH2-O-CH2-O-CH2-CH3}$$ occurs through $\mathrm{S_N1}$ mechanism, but shouldn't it actually be $\mathrm{S_N2}$...
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Why benzenediazonium bromide and iodide are not important?

When we think of aryldiazonium compounds, the first compound that comes to mind is benzenediazonium chloride. Sure thing, the compound is versatile and has been used to make a vast array of organic ...
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Darzens reaction on allylic position

Question Attempt I thought the products would be from simple darzens reaction. So I replaced the OH by Cl. But the answer of mine seems way wrong. Do give some tips on what might be happening in ...
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Comparing between nucleophilic and basic strength of acetylene ion [closed]

Question In this question I understand that 2 reactions- Substitution and elimination- will occur. But which will be major?
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Can Cyanide ion substitute methoxide? [closed]

Question Attempt Since CN is better nucleophile than both OMe and Cl, I believe that it should replace both. But none of the options match my answer. Where am I wrong? Please help.
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Which site would NaCN attacks (SN2)?

Question Attempt I thought that the bromine atom farther from the ring would be substituted because of less hindrance, but the book says opposite, why?
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64 views

Comparing between SN2 and E2

Question I am confused between the questions B. And C. The earlier is SN2 and later is E2. But what makes the difference?
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59 views

Reaction between anisole and concentrated HI in excess

Question: My Attempt: In most of the ethers reaction of HI in excess yields alkane iodide products. But in case of anisole two scenarios are possible, I believe: The HI breaks bond between methyl ...
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19 views

What kind of conjugation occurs in in intermediate formed during SN2 reaction of allylic system?

I had read about the good reactivity of allylic systems towards SN2s. In SN1 there is stabilisation of intermediate carbocation through resonance. What kind of conjugation occurs in SN2?
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What would the following NGP reaction yield?

Question Attempt I believe that in first reaction there would be simple Sn2. In the second reaction there Should be NGP. Hence i think the products should be diastereomers. But answer is (A)they are ...
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What is the effect of polar protic solvent on nucleophilicty? [closed]

Question Attempt: I could figure out the answer correctly using simple rules governing nucleophilicity . But my doubt is how does polar protic solvent affect nucleophicity. And what would be the ...
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Dipole moment difference between ch2f2 and ch3f [duplicate]

In CH3F and CH2F2 the net dipole moment increases from 1.82 to 1.97 while in all other halogen substituted carbon atoms the dipole moment decreases. In the case of CH3Cl and CH3F the chlorine ...
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When is a compound sterically hindered?

In a nucleophilic substitution reaction , which one of the following undergoes complete inversion of configuration ? (A) $\ce{C_6H_5CCH_3C_6H_5Br}$ (B) $\ce{C_6H_5CHCH_3Br}$ (C) $\ce{...
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Why is phosphorus trifluoride the strongest Lewis acid among the phosphorus trihalides?

I had read that for the trihalides of boron, boron trifluoride is the weakest Lewis acid due to backbonding. The order I had seen was - $\ce{BI3 > BBr3 > BCl3 > BF3}\$ $$\ce{}$ $- order of ...
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Reaction of alc. KOH with alkyl halide

The following question was given in FIITJEE study material: At first, I thought it should be elimination. But, soon I realized that there is no heating, plus a primary alkyl halide is used. So, "...
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Comparison of I-F, Br-F, and Cl-F bond strengths

From Chemistry of the Elements by Greenwood and Earnshaw [1, p. 833]: Figure 17.9 Mean bond energies of halogen fluorides. This shows the mean bond energy for $\ce{X-F}$, where $\ce{X}$ is a ...
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Lewis acidity comparison of boron and aluminium trichlorides

Lewis acidity is a function of electron deficiency on the acceptor atom, which in this case is $\ce{B}$ and $\ce{Al}$ respectively. Back donation is better as is the case of $\ce{B}$, due to better ...
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Are the reaction rates of these equations equal? [closed]

$$\ce{CH3CH2CH2Br + OH- -> CH3CH2CH2OH + Br-}$$ $$\mathrm{rate} = k[\ce{CH3CH2CH2Br}][\ce{OH-}]$$ If I change the $\ce{Br}$ with any element from halogens (without changing concentration, volume, ...
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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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44 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? ...
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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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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 ...
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183 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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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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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 ...
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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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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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130 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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174 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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211 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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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 ...
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375 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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256 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 ...
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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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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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226 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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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 ...
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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 ...
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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 ...
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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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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 ...
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711 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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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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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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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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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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396 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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145 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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43 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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