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07:12
0
Q: Is it socially acceptable to consider myself a chemist?

electronpusherI have a bachelor's degree in chemistry, and feel like I have definitely learned enough to deserve it. However, I have only done laboratory chemistry outside of my courses for a few months my junior year. I have not had any internships or professional chemistry positions. Next year I will be ente...

 
3 hours later…
10:05
-2
Q: Synthesis of penta-1,4-dien-3-ylcyclopentane from (E)-3-cyclopentylprop-2-en-1-ol

Alex Martin Propose reagents, and give the mechanisms, to achieve the following conversion: Hello, I am stuck on this conversion question if anyone has any ideas or pointers in where I could start, that would be greatly appreciated!!

@Loong $\ce{^}$ If you have time to spare, could you double-check those names? I just used ChemDraw's structure to name.
Thanks ;)
10:38
@DHMO o/
Does (the mechanism of) the addition reaction between ethene and hydrogen bromide involve a primary carbocation?
@paracresol hallo
@DHMO Hmmm...I don't think so ._.
(Not entirely sure though)
Could you give a mechanism that doesn't (involve primary carbocations)?
@DHMO Nope :P
Let's see...
The way I was taught it... you see the Electromeric effect come in to action the minute you generate a nucleophile (Br- in your case). As I understand it, the electromeric effect involves polarization of the double bond... it doesn't form a carbocation outright ._.
@DHMO But let me read up on this though...
Electromeric effect refers to a molecular polarizability effect occurring by an intramolecular electron displacement (sometimes called the ‘conjugative mechanism’ and, previously, the ‘tautomeric mechanism’) characterized by the substitution of one electron pair for another within the same atomic octet of electrons. However, this term is now considered and this effect is considered along with the inductive effect. This effect is shown by those compounds containing multiple bonds. When a double bond or triple bond is exposed to an attack by a reagent, a pair of bonding electrons involved in the...
Wikipedia avoids using the term "carbocation" here...scary :O
so...?
 
1 hour later…
12:07
@orthocresol done
12:21
If we had a blog, we could try to make a benchmark of the structure to name functions of various programs.
13:17
@orthocresol hast du idee von meine Frage?
(sorry for my bad German)
I'm not German and I don't speak German.
What are you asking?
do you have any idea about my question?
Oh. Well, no, not really. Of course, I learnt it the same way that you see online: primary carbocation attacked by Br-.
I see, thanks.
13:38
Can anybody tell me where does we use this formula
@koolman Rutherford scattering
@Loong hast du idee von meine frage?
@Loong thanks
@DHMO Under clean laboratory conditions, you usually get the primary cation. However, if your reaction mixture can produce Br radicals from HBr, this pathway would probably be faster.
13:54
@Loong but i was told that we don't create primary carbocations
also, how would you produce Br radicals?
What conditions do you consider? Bubbling ethene through a polar solvent with HBr, or a gas phase reaction between HBr and ethene?
14:12
@Loong any condition?
@DHMO Well, if you have HBr in a polar solvent, you get a lot of H+ that could start the reaction with ethene. However, if you have HBr in the gas phase, you don't get any H+ ions.
what would the intermediate be in the first case?
a carbocation intermediate
which?
With ethene, there is only one possible carbocation: eth-1-ylium
You should consider propene to see the difference.
14:21
so the carbocation again?
you mean that the second pathway would not produce primary carbocation?
Yes, the gas phase reaction doesn't produce a cation; it produces a radical.
which reaction is faster?
That depends on many factors. However, if you have sufficient initial radicals, the radical reaction is usually faster.
I see, thanks.
If you consider propene, you would get two different products. Hence, it would be easier to show the different mechanisms.
 
3 hours later…
17:48
@Loong o/
17:58
@Mithoron hi
@Loong @M.A.R is still gone :(
hm, yeah
18:17
Hey guys, I have a quick question about pyruvic acid and lactic acid, which I think I know the answer too but I'm unsure
the melting point of lactic acid is said to be higher than that of pyruvic acid
despite very similar molecular masses
is this because lactic acid has 2 OH groups, and pyruvate only has 1, thus there are twice as many hydrogen bonds between lactic acid molcules that must be broken for the substance to boil?
18:32
I'm going to cry. I just spent 30 mins "debugging" some code where I wrote if (foo = true) then ...
@Mithoron Wikipedia says that his entrance exams are in June, so don't hold your breath...
> The exam is so stringent that normally students spend a year preparing for it; those who fail are allowed to repeat the test in the following years until they pass it.
@orthocresol @M.A.R has a Wikipedia page? ;-)
2
Mar, mar or MAR may refer to: == Culture == Mar, a title of respect in Syriac Earl of Mar, an earldom in Scotland MAA (singer) (born 1986), Japanese recording artist, former television host and model Marathi language, by ISO 639-2 language code March, the third month of the year in the Gregorian calendar Master of Arts in Religion, a type of Master's degree == Places == Mar, Isfahan, a village in Iran Mar, Markazi, a village in Iran Mar, Russia, a selo in Nyurbinsky District of the Sakha Republic Mar, an area of Scotland now known as Marr Mesoamerican reef, a system of coral reefs in th...
Grétar Mar Sigurðsson (born April 14, 1988), known by his stage name and artist name Mar, is an experimental multi-genre artist and musician from Reykjavík, Iceland. Mar aims to combine various genres and mediums. He has released two studio albums, SoundEscapes (2013) and Mellows (2014), and a few singles. When not making music, Mar works as an independent artist, sometimes fusing the two mediums together. Mar has worked with various Icelandic musicians in different bands and projects, including Two tickets to Japan and Celestine, where he worked with Ólafur Arnalds. == Early life == Mar was born...
19:06
Hey guys, I have a quick question about pyruvic acid and lactic acid, which I think I know the answer too but I'm unsure
the melting point of lactic acid is said to be higher than that of pyruvic acid
despite very similar molecular masses
is this because lactic acid has 2 OH groups, and pyruvate only has 1, thus there are twice as many hydrogen bonds between lactic acid molcules that must be broken for the substance to boil?
 
3 hours later…
22:21
Is this spam, spam, answer and spam, or just spam?
2
Jan
Jan
@Loong I think it’s spam, spam, spam, spam, spam, spam, spam, baked beans, spam, spam and spam — just without the baked beans.
!!spam
The best drain cleaner spam on the market …
Jan
Jan
22:54
@Loong The product of a Wittig reaction of cyclohexanone and methyl Wittig ylide; is it called methylene-cyclohexane?
methylene is no longer recommended; it's methylidenecyclohexane now
Jan
Jan
Ah, methylidene. I’m never sure with substituted double bonds~ Thanks!
for =CH2, not for –CH2–

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