help with chemisty! please!

[ChianaMuse]

Ok guys, I do not know if anyone here knows anything about chemistry, but I need to know this by tomorrow and I'm running out of people to ask. What is the reaction between phenol and isopropyl alcohol? I know the isopropyl neutralizes the phenol, but I don't know what it does. All I have is this:
C6H5OH + CH3CHOHCH3 -> ?

any ideas? please?

-kerri

[Kurt_eh]

Never took organic chem, so I did a yahoo search.
Even Yahoo couldn't help me help you... :(


Google?

[ChianaMuse]

google didn't like it either...:(

[B Sharp]

I know phenol is an alcohol (something that has a hydroxyl attached to a carbon atom) that has a benzene ring. My memory is too poor to remember what happened in organic chem (other than I met my wife in class- she says that's the only chemistry she remembers)...

edited to add that I found this in a google search:
Alcohols are themselves nucleophilic, so can react with one another to produce ether s and water. They also react with hydroxy acid s (or acid halide s) to produce compounds called ester s, of which the esters of organic acids are the most important. At high temperatures, alcohols can undergo an elimination reaction to produce alkene s. The reverse of this, the addition of water to an alkene to produce an alcohol, is catalyzed by acids but is of limited use for synthesis because it generally results in mixtures. Some other techniques exist to convert alkenes to alcohols more reliably.

that's at http://www.tutorgig.com/encyclopedia/getdefn.jsp?keywords=alcohol

[Kurt_eh]

Try this link

http://www.cem.msu.edu/~reusch/VirtualText/intro1.htm#contnt

Or some of the ones I found inside:

http://www.cem.msu.edu/~reusch/VirtualText/alcohol1.htm#alcrx1

http://www.cem.msu.edu/~reusch/VirtualText/alcohol2.htm

[Kurt_eh]

Or this (it's a powerpoint)

http://avogadro.chem.iastate.edu/CHEM332/McMurry/17.ppt

[Kurt_eh]

http://www.chem.uic.edu/web1/OCOL-II/WIN/ALCOHOLS.HTM

[LiLOrion]

Originally posted by ChianaMuse
All I have is this:

C6H5OH + CH3CHOHCH3 -> ?




You need to finish the reaction I'm assuming?

I used to know how to do this...but I quickly realized after looking at that equation that I have no idea where to begin. But that is irritating me so now you have ME looking for the answer. :)

Please post it if you get it.

[Kurt_eh]

IF it helps Lilorion,

Phenol (benzene ring with an OH) + isopropal Alcohol --> ????

[Afarscapefan]

Puts on white lab coat.

C6H5OH + CH3CHOCH3 - >

C6H5CCH3CH3 (with the last two methyls hanging off the middle C) + H2O

Then start shouting "It's alive. It's Alive!"

Even if the equation is wrong people will say, "It's OK we believe you." ( aside "quick call security")
:)

[LiLOrion]

Originally posted by Afarscapefan
Then start shouting "It's alive. It's Alive!"


:rollin:

If I was still in college, I would have SO loved to have tried that! If for no other reason than to make myself laugh. :D

[Antrobus]

C6H5OH + CH3CHOHCH3 -> ?

Yuk! The nightmare that is Organic Chemistry!!:whip:

I was the top student in my college Organic Chem class. I don't know why because I hated it.

Unfortunately that was some 25 years ago and the old memory's gone! As I recall Organic Chem required a lot of memorization - and playing with balls and sticks!

[ChianaMuse]

eurgh. well, now that I know enough to ace my chemistry final without knowing what I'm looking for still...I have searched with no luck. and my mom came up with the brilliant idea to email my aunt (who is a chemist). so I did. I haven't heard back yet, but I'm still hoping!
Thank you everyone who helped! It did help lots (my project is slightly longer now :D just still missing that one equation)

[B Sharp]

this post is driving me crazy- I was actually looking for my organic chem book... the even scarier thing is I'm remembering all these nightmarish cram sessions to memorize all these rings and boats and stuff.

In looking at the way the phenol has to be, it's not really a "real" alcohol, because it's carbon atom isn't bonded, which I think means that because benzene rings are very stable, the result of any reaction is going to be benzene? and some sort of ester, maybe methyl acetate (CH3-COO-CH3)....

I made a little pic to attach to this with the phenol ring and the isopropyl carboxyl getting married to the phenol hydroxyl, but I can't remember how to attach it to a post...

Please post your aunt's answer, now I'm really curious, and I'm too lazy to keep looking![IMG]

[Saajak]

Geez, you have me thinkin I might be pulling out my Organic Chem notes pretty soon. The only part of Organic Chem I "liked" was the IR specs. It was one giant logic problem. The funny part about the whole class was that our prof would go through these examples, and the end product would always be an illegal drug of some kind.

[Mike0812]

I don't know if this will help, but you can try this link www.crab.rutgers.edu/~alroche/Ch17.doc . Go all the way to the bottom to this section (there ought to be a diagram or line-bond structures) :

Electrophilic Aromatic Substitution
Phenol is a very reactive substrate for EAS since the non-bonding electrons stabilize the sigma complex from attack at the ortho and para positions.

The high reactivity of phenol allows the use of weak Lewis acid catalysts (e.g. HF) in alkyl-or acyl-ations which helps prevent the possibility of over reaction.

--Diagram here-- According to this, you ought to get C6H4OHCH(CH3)2 + H2O if that's what you meant by neutralization.

And some more info courtesy of http://chem.pdx.edu/~wamserc/CH331W96/Ch8notes.htm

Phenol Reactions
the phenol C-O bond is rarely cleaved
(SN1, SN2, E1, and E2 don't work for aryl groups)
phenoxide anions are good nucleophiles
electrophiles add readily to the benzene ring
OH is activating and an o,p-director


Organic chemistry shudder :eek2: :wall:

Hope this helps :shrug: . Otherwise, you need to provide more details i.e. reagants, catalysts, etc...

Mike

[ChianaMuse]

WHOO! MY AUNT IS THE BEST AUNT IN THE WORLD!

She figured it out and told me! :joy:

I even got a little lecture to go with it and stuff! WHOO! In case anyone is interested:
Phenol and isopropyl alcohol are both alcohols (they both have -OH functional groups). Alcohols are miscible (they dissolve into each other), but tend not to react with one another.

Here is a little information about acids and bases. If this information is old, just delete it. Bronsted-Lowry defined acids as proton donors and bases as proton acceptors. (Lewis definitions of acids and bases is taught, but not used in practical terms.)
In a formal sense, a salt can be thought of as the product of an acid-base reaction. Any ionic solid (such as ammonium chloride (NH+4CL- (solid)), is called a salt. When an acid and base react, they are said to neutralize each other. The products of a reaction between an acid and a base are also classified as acids and bases:
Acetic Acid + Methyamine <=> acetate ion + methlyammonium ion
CH3COOH + CH3NH2 <=> CH3COO- + CH3NH3+

acetic acid and methylammonium ion are both acids since they can both donate a proton (hydrogen ion). methyamine and acetate ion are both bases since they can both accept a proton (hydrogen ion).

Water and some alcohols are called protic solvents, since they can act as both an acid and a base:
H2O + H2O <=> H3O+ + OH-
or
H2O <=> H+ + OH-
The extent of these reactions is very small.

This being said, the reaction of phenol and isopropyl alcohol is probably as
follows:
(C6H5)OH + (C3H7)OH <=> (C6H5)OH2+ + C3H7O-


YES! (C6H5)OH + (C3H7)OH <=> (C6H5)OH2+ + C3H7O-
I'M NOT GOING FAIL!

Thank you ALL for the great help! :hugz:

[LiLOrion]

Originally posted by ChianaMuse
(C6H5)OH + (C3H7)OH <=> (C6H5)OH2+ + C3H7O-
I'M NOT GOING FAIL!

Thank you ALL for the great help! :hugz:



Thank your aunt!
Now my brain can rest cause that was driving me nuts. :D

I can put my chemistry book back in storage now.

[B Sharp]

Originally posted by ChianaMuse
WHOO! MY AUNT IS THE BEST AUNT IN THE WORLD!
YES! (C6H5)OH + (C3H7)OH <=> (C6H5)OH2+ + C3H7O-
I'M NOT GOING FAIL!
Thank you ALL for the great help! :hugz:

Not sure if I helped, but thanks so much for sharing the answer!

I won't ask you to ask her another question (I'll go actually find the book and look it up myself), but I think that result is propylene oxide (which is a really nasty pesticide that's toxic and carcinogenic) and something like aminobenzene, which is an explosive.... so this is one reaction I'm not trying in my home lab (if I had one, and if I had any phenol sitting around).

edited to add that (C6H5)OH2 isn't aminobenzene, I don't know what the heck it is other than some sort of phenol.

thanks again for sharing the answer!

[ChianaMuse]

eek. good thing it isn't some poisonous chemical...got me all nervous for a second. I had my toenails cauterized with phenol and then swabbed with isopropyl alcohol to neutralize it, so you can imagine the look on my face...