[Sonoris]

Awful online homework, what else is new.


But afaik, these two don't even react? Solved

The textbook has nothing on alkynes + salts, just halides and stuff, so...?


It also says nothing about alkynes + these two, unless you also have some halogen stuff laying around to react with first...


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Edit2: What am I doing wrong here? It's neither of these apparently...?

[discodermolide]

So what is your question(s)? And have you any thoughts on the answers to your question(s)?

[Sonoris]

So what is your question(s)? And have you any thoughts on the answers to your question(s)?

I have absolutely no idea how to go about these. The entire rest of the chapter questions I can do, but I can't find anything resembling these in the book. What is the mechanism going on here, and what would be the correct answer?

[discodermolide]

Start with question A. It says acid/base reaction, so identify an acid and a base in that scheme.

[Sonoris]

Start with question A. It says acid/base reaction, so identify an acid and a base in that scheme.

Acetylene is acidic, and NaOH is a base. Alright, so... an H can get pulled off the acetylene and there's gonna be ions and crap around and... ok, I got the right answer for it now. (quote from my textbook: "Because water is a stronger acid than acetylene, the hydroxide ion is not a strong enough base to convert a terminal alkyne to an alkyne anion" so uh, yeah...)

#2 still confuses me, but for #3 - is it just throwing a fit because I put NaNH2 and not Na+ and NH2- in the second box?

[Dan]

Acetylene is acidic, and NaOH is a base. Alright, so... an H can get pulled off the acetylene and there's gonna be ions and crap around and... ok, I got the right answer for it now. (quote from my textbook: "Because water is a stronger acid than acetylene, the hydroxide ion is not a strong enough base to convert a terminal alkyne to an alkyne anion" so uh, yeah...)

There is no NaOH in the question.

[Archer]

but for #3 - is it just throwing a fit because I put NaNH2 and not Na+ and NH2- in the second box?

Is that NH₂^- or NH^2-?

[Sonoris]

Acetylene is acidic, and NaOH is a base. Alright, so... an H can get pulled off the acetylene and there's gonna be ions and crap around and... ok, I got the right answer for it now. (quote from my textbook: "Because water is a stronger acid than acetylene, the hydroxide ion is not a strong enough base to convert a terminal alkyne to an alkyne anion" so uh, yeah...)

There is no NaOH in the question.

The now-solved, strikethrough question had NaOH

[Sonoris]

but for #3 - is it just throwing a fit because I put NaNH2 and not Na+ and NH2- in the second box?

Is that NH₂^- or NH^2-?

NH₂^-

[discodermolide]

same thing which is the acid and which the base?


did you delete the previous one? If so please don't.

[Sonoris]

same thing which is the acid and which the base?


did you delete the previous one? If so please don't.

No, I turned the statement into a link to the picture and put solved next to it - still there, just not obnoxiously huge.

Acetylene is still the acid, and the... lithium thing is the base I guess. If it's like the last one, ...oh, REALLY. That double bond in my answer should be a triple. Would that make it correct?

For the next one, with the alcohol + NaNH₂ + NH₃ - it won't accept any type of answer I think it might be (see Edit2, same issue)

[discodermolide]

OK, the ethyl lithium is the base the acetylene the acid, so what could the products be?

Same for the alcohol, what are the products?

[discodermolide]

Think about the very first question, what did you do to get the answer?

[Sonoris]

OK, the ethyl lithium is the base the acetylene the acid, so what could the products be?

Same for the alcohol, what are the products?

For the lithium one - I want to say it'd be this, but in drawing it out I get this, but I guess the Li⁺ would go hang out with the C^-

For the -OH one, the OH compound is the base and the other is the acid. I still stand by the organic part of my answer, but... I guess there would just be Na⁺ around instead of NaNH₂
edit: this answer for my -OH problem doesn't help for the edit to the main post I made, since neither of those are right and it just wanted the organics

[discodermolide]

The acetylene one is now ok, you get

and ethane.

Now do the same for the alcohol, replace the O-H by O^-Na⁺ and the NH₂^- by NH₃.