Halogenation

[chiddler]

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How do products differ for each of these?

thanks very much.

 

[syoung]

Both pictures would give racemic results, and both pairs would be diastereomers to one another.
One set would produce 4 sets of R-S and S-R molecules
The other would produce 4 sets of R-R and S-S

http://chemistry.umeche.maine.edu/CHY251/Br2Add.html

 

[chiddler]

Both pictures would give racemic results, and both pairs would be diastereomers to one another.
One set would produce 4 sets of R-S and S-R molecules
The other would produce 4 sets of R-R and S-S

http://chemistry.umeche.maine.edu/CHY251/Br2Add.html

thank you

 

[SaintJude]

Yeah, thanks for the link. This is an anti-addition reaction, right? I must admit it was somewhat a surprise that a stereo-selective reaction yields a racemic product. (orgo novice)

 

[hellocubed]

Just a heads up, these reactions are no longer on the MCAT.

 

[MedPR]

Just a heads up, these reactions are no longer on the MCAT.

Correct, but halogenation of alkanes is. Same concept I think though.

 

[chiddler]

Correct, but halogenation of alkanes is. Same concept I think though.

you mean radical halogenation, right?

Just a heads up, these reactions are no longer on the MCAT.

great! was a passage in TPR book, unfortunately.

i'm also really upset that i spent the last hour learning this =/

 

[hellocubed]

haha, I felt the same way. Spent a few days on benzene, alkene halogenations, electrophillic additions, etc. all not there anymore.

But yeah, radical halogenation is definitely on the MCAT. But honestly, it's an entirely different reaction. Not really the same concept (more of the chaotic sheering and smashing together of compounds)

 

[chiddler]

haha, I felt the same way. Spent a few days on benzene, alkene halogenations, electrophillic additions, etc. all not there anymore.

But yeah, radical halogenation is definitely on the MCAT. But honestly, it's an entirely different reaction. Not really the same concept (more of the chaotic sheering and smashing together of compounds)

yup for sure. fortunately i have spent time learning radical halogenation and i'm very comfortable with it.

 

[SaintJude]

same here in Kaplan! alkynes, aromaticity, all throw out the window.

What about E1 and E2? It's not on the AAMC topic list. Is this still on the MCAT?

Edit: Maybe Kaplan covers E1 b/c acid-catalyzed dehydration reaction is an E1 reaction.

 

[chiddler]

same here in Kaplan! alkynes, aromaticity, all throw out the window.

What about E1 and E2? It's not on the AAMC topic list. Is this still on the MCAT?

Edit: Maybe Kaplan covers E1 b/c acid-catalyzed dehydration reaction is an E1 reaction.

no way they would remove that while keeping substitution!

"[alkanes]...substitution reactions with halogens, etc"

why would they write "etc"? so lazy..

 

[syoung]

same here in Kaplan! alkynes, aromaticity, all throw out the window.

What about E1 and E2? It's not on the AAMC topic list. Is this still on the MCAT?

Edit: Maybe Kaplan covers E1 b/c acid-catalyzed dehydration reaction is an E1 reaction.

Dude what the hell? If we aren't gonna learn year 2 of Orgo, why the hell are we required to know year 1 material on the MCAT. **** just throw it the f* out. But keep the carbs/proteins and etc.

 

[pfaction]

Both pictures would give racemic results, and both pairs would be diastereomers to one another.
One set would produce 4 sets of R-S and S-R molecules
The other would produce 4 sets of R-R and S-S

http://chemistry.umeche.maine.edu/CHY251/Br2Add.html

Er, 4 sets? Meso compounds, wouldn't it be less?