|
|
| Author |
Message |
j4yman
Junior Member
Joined: 27 Apr 2006
Posts: 5
|
 Posted: Thu Apr 27, 2006 2:02 am Post subject: a few questions... |
 |
|
Hey i was wondering which reagents would serve as the basis for a simple chemical test to distinguish between benzoic acid and benzamide?
My options are
1. Cold dilute sodium bicarbonate
2. Cold dilute sulfuric acid
3. Cold dilute sodium hydroxide
I was thinking 1 and 3 because an acid would not work....
This other question in the textbook has got me stumped too.
When treated with sodium iodide, a solution of (S)-2-iodooctane in acetone.....(more than 1 correct answer)
1. does not react
2. loses its optical activity
3. gives both (R) - and (S) -2-iodooctane
4. is converted to (R) -2-iodooctane
I'm really struggling with this question and don't know where to start.
Also, treating t-butyl chloride (CH3)3C-Cl with a mixture of H2O CH3OH at room temperature would yield what?
I have a few options, and there mayb more than 1 correct answer.
1. CH2=C(CH3)2
2. (CH3)3COH
3. (CH3)3COCH3
4. CH3Cl
My guess would be 2 and 4.....
|
|
| Back to top |
|
 |
j4yman
Junior Member
Joined: 27 Apr 2006
Posts: 5
|
| Posted: Thu Apr 27, 2006 11:15 am Post subject: |
|
|
| help anyone?
|
|
| Back to top |
|
|
RobJim
Senior Member
Joined: 13 Feb 2005
Posts: 320
Location: Los Angeles, CA
|
| Posted: Sat Apr 29, 2006 7:38 am Post subject: |
|
|
| The second one is 2 and 3. The iodide ion from the NaI would react with the iodooctane and turn it into a racemic mixture. The last one I am unsure about. I guess you'd see an Sn1/E1 reaction with the chloride ion leaving the tertiary carbon. Then you'd see 1 from elimination, and 2 and 3 from substitution with water and methanol respectively. 4 is conceivable I guess, though hydroxide ion is a poor leaving group, so I doubt it would happen.
|
|
| Back to top |
|
|
pandian
A really tough bot, or a member.
Joined: 05 May 2006
Posts: 2
|
| Posted: Fri May 05, 2006 9:08 am Post subject: |
|
|
| Quote: |
Also, treating t-butyl chloride (CH3)3C-Cl with a mixture of H2O CH3OH at room temperature would yield what?
I have a few options, and there mayb more than 1 correct answer.
1. CH2=C(CH3)2
2. (CH3)3COH
3. (CH3)3COCH3
4. CH3Cl
My guess would be 2 and 4..... |
the correct answer is 2 only!
t-butyl chloride undergoes SN1 rxn given the medium is aqueous methanol (H2O/CH3OH).
elimination rxn is not favourable at this neutral medium. alkaline medium is necessary for this elimination rxn. so 1 is incorrect.
3 is incorrect due to steric factor.
4 is unlikely to form.
with regards
pandian
|
|
| Back to top |
|
|
j4yman
Junior Member
Joined: 27 Apr 2006
Posts: 5
|
| Posted: Thu May 11, 2006 8:53 am Post subject: |
|
|
| pandian wrote: |
| Quote: |
Also, treating t-butyl chloride (CH3)3C-Cl with a mixture of H2O CH3OH at room temperature would yield what?
I have a few options, and there mayb more than 1 correct answer.
1. CH2=C(CH3)2
2. (CH3)3COH
3. (CH3)3COCH3
4. CH3Cl
My guess would be 2 and 4..... |
the correct answer is 2 only!
t-butyl chloride undergoes SN1 rxn given the medium is aqueous methanol (H2O/CH3OH).
elimination rxn is not favourable at this neutral medium. alkaline medium is necessary for this elimination rxn. so 1 is incorrect.
3 is incorrect due to steric factor.
4 is unlikely to form.
with regards
pandian |
I got the answers back...turns out the answer was 1, 2 and 3.
|
|
| Back to top |
|
|
|
