TertAmyl
Harmless
Posts: 6
Registered: 14-9-2016
Member Is Offline
Mood: No Mood
|
|
Synthesis of 2-Methyl-2-butyl nitrite?
I can't find much info on tert-pentyl nitrite (2-Methyl-2-Butyl nitrite). Can anyone confirm 2-methyl-2-butanol undergoes esterification as I've
outlined it below?
The reaction from figure #1, but substituting in the molecule found on figure #2..
Figure #1:
Figure #2:
| Quote: |
Procedure:
1). A chilled solution of 100mL H2O and 25g NaNO2 is prepared.
2). A chilled solution of 19mL H2SO4 and 26mL of 2-methyl-2-butanol is prepared (Combining these is very exothermic). After the addition two layers
are formed, a orange lower layer (aqueous), and a clear upper layer.
3). Sol. #1 is placed into an ice bath with stirring. Sol. #2 is added drop wise below the water line of sol. #1. (toxic oxides will evolve).
4). After the complete addition the reaction is left with stirring until bubbles cease to form. Turn off stirring, two layers should form.
5). Using a sep funnel discard the lower aqueous layer, and keep the vivid teal/blue layer on top.
6). Wash with sodium bicarbonate and salt water.
|
[Edited on 14-9-2016 by TertAmyl]
|
|
|
Bert
Super Administrator
Posts: 2821
Registered: 12-3-2004
Member Is Offline
Mood: " I think we are all going to die. I think that love is an illusion. We are flawed, my darling".
|
|
How about some documentation of your source materials...
Rapopart’s Rules for critical commentary:
1. Attempt to re-express your target’s position so clearly, vividly and fairly that your target says: “Thanks, I wish I’d thought of putting it
that way.”
2. List any points of agreement (especially if they are not matters of general or widespread agreement).
3. Mention anything you have learned from your target.
4. Only then are you permitted to say so much as a word of rebuttal or criticism.
Anatol Rapoport was a Russian-born American mathematical psychologist (1911-2007).
|
|
|
TertAmyl
Harmless
Posts: 6
Registered: 14-9-2016
Member Is Offline
Mood: No Mood
|
|
My lab book... It seemed reasonable (to me) that 2m2b could undergo esterification. The reaction proceeded exactly as expected - just as any other
common alcohol esterification. However since I can't find much info on the molecule I am curious if this forum can provide any insight.. Specifically,
I've been trying to find reference to the color of tert-amyl nitrite because what the synthesis yielded is a deep royal blue color, and I feel that
would be mentioned somewhere in literature...
[Edited on 15-9-2016 by TertAmyl]
|
|
|
Bert
|
Thread Moved
14-9-2016 at 19:43 |
TertAmyl
Harmless
Posts: 6
Registered: 14-9-2016
Member Is Offline
Mood: No Mood
|
|
I found reference in literature to this molecule following the path referenced.
http://www.chemsrc.com/en/cas/5156-41-2_249419.html
Wilson; Yang Chin.J.Physiol., 1930 , vol. 4, p. 392 Chem. Zentralbl., 1931 , vol. 102, # I p. 589
|
|
|
CuReUS
National Hazard
Posts: 928
Registered: 9-9-2014
Member Is Offline
Mood: No Mood
|
|
what is the boiling point of your product ?
according to literature,it should be 92.6'C at 760mmHg
|
|
|
![[*]](images/xpblue/default_icon.gif){kind=icon}
