8/12/2019 CH-338 Lab 2

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Name: David Stark TA Name: Shelly Chu

1. (1 pt) Name of experiment:

The Grinard addition of phenylmane!ium "romide to #ar"on dioxide to make "en$oi# a#id

%. (% pt!) &urpo!e of experiment:The purpo!e of thi! experiment i! to !ynthe!i$e "en$oi# a#id throuh a t'o !tep

Grinard rea#tion.. ( pt!) *alan#ed e+uation(!) for main rea#tion(!) (!ho' #ataly!t!):

. (1, pt!) Summary of experimental pro#edure:a. (, pt!) -ea#tion !tae:

Take all inredient! and +ui#kly pla#e them into the -* and #ap it !o that 'ater #annot et in.

Then +ui#kly !et up the re!t of the e+uipment and atta#h the -* to en!ure a minimum of 'ater

#ontaminatin the experiment. Set it to !pinnin and add a drop of "romo"en$ene to the mixin !olutionevery / !e#ond!.

". (, pt!) 0orkup (i!olation of #rude produ#t):

After Grinard reaent form! pour !olution over C2%and then add a#id.

#. (, pt!) inal purifi#ation:

&erform an a#id extra#tion follo'ed "y a "a!e extra#tion "efore doin a final a#id extra#tion.

,. (, pt!) Sket#h of apparatu! (u!e other !ide):

3. (1/ pt!) 4i!t all #hemi#al! u!ed:

-ea#tant!

*romo"en$ene

5ane!ium

Car"on DioxideCataly!t!

6odine

-ea#tion Solvent!

Dry Diethyl 7ther

Dryin Aent!

7xtra#tion Solvent!

&etroleum 7ther

Toluene

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2ther (!pe#ify purpo!e)

Na28 for neutrali$ation.

9. (1/ pt!) Data: (4i!t only for the rea#tant! iven in the "alan#ed e+uation(!) of 6tem omit #ataly!t!)

-ea#tant! mole#ular 'eiht den!ity (for li+uid!) ram! u!ed mole! u!ed

*romo"en$ene

5ane!ium

1,9./1 ;mol

%./, ;mol1./.%,

/.//,

>/./1/

produ#t mole#ular 'eiht theoreti#al yield (mole!) theoreti#al yield (ram!)

*en$oi# A#id 1%%.1% ;mol /.//, /.31/3

=. ( pt!) 4imitin rea#tant:

*romo"en$ene

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1. (, pt!) Comment! and #on#lu!ion!:

nfortunately 6 forot to !ave my 6- data a! a .tiff file@ in!tead !avin it a! the default S&A file

and !o 'a! for#ed to u!e one of my #la!!mate! data.

1. (1, pt!) An!'er! to +ue!tion! (atta#h to report):1. Dra' the produ#t that 'ould have "een o"tained if the dry 7t%2 u!ed in the formation of

the phenylmane!ium "romide had "een #ontaminated 'ith a#etone. (1 point!)

%. 0hy did you put a dryin tu"e pa#ked 'ith de!i##ant on the rea#tionE (1 point!)

To en!ure it 'a!nFt #ontaminated "y 'ater a! 8%2 ha! an extremely deleteriou! effe#t on

Grinard reaent!.

. Dra' the #omplete me#hani!m of takin #ompound A to #ompound *. ( point!)

. ill in the follo'in extra#tion flo' #hart. (1/ point!)