Sciencemadness Discussion Board
Not logged in [Login ]
Go To Bottom

Printable Version  
Author: Subject: "Friendly" synthesis of Benzyl Dimethyl Carbinol
EvlRenne
Harmless
*




Posts: 39
Registered: 6-10-2018
Member Is Offline


[*] posted on 6-10-2018 at 07:22
"Friendly" synthesis of Benzyl Dimethyl Carbinol


Dear all,

chemistry was always the point of interest of mine, I wanted to do some organic synthesis, I was searching in the web for "friendly" route to synthesis Benzyl Dimethyl Carbinol (CAS 100-86-7).
I can buy it in China, but price for the delivery is ridiculous and concern about quality.
I want to do it by myself, not only because of price, but curiosity.

View user's profile View All Posts By User
CuReUS
National Hazard
****




Posts: 928
Registered: 9-9-2014
Member Is Offline

Mood: No Mood

[*] posted on 6-10-2018 at 07:43


just do a grignard reaction between benzyl bromide and acetone
View user's profile View All Posts By User
fusso
International Hazard
*****




Posts: 1922
Registered: 23-6-2017
Location: 4 ∥ universes ahead of you
Member Is Offline


[*] posted on 6-10-2018 at 07:58


I think this could be a candidate for the tert alcohol catalyst in making Na.

[Edited on 06/10/18 by fusso]




View user's profile View All Posts By User
EvlRenne
Harmless
*




Posts: 39
Registered: 6-10-2018
Member Is Offline


[*] posted on 6-10-2018 at 10:15


I was thinking about following:
C7H7Cl + Mg + Et2O(Anh) + C3H6O(Anh) + NH4Cl and dry it over K2CO3.
Any suggestion?
View user's profile View All Posts By User
Tsjerk
International Hazard
*****




Posts: 3022
Registered: 20-4-2005
Location: Netherlands
Member Is Offline

Mood: Mood

[*] posted on 6-10-2018 at 11:30


I would call a grignard "friendly" quite the opposite
View user's profile View All Posts By User
EvlRenne
Harmless
*




Posts: 39
Registered: 6-10-2018
Member Is Offline


[*] posted on 6-10-2018 at 12:29


Quote: Originally posted by Tsjerk  
I would call a grignard "friendly" quite the opposite

I agree, I think I will not be able even start it
View user's profile View All Posts By User
fusso
International Hazard
*****




Posts: 1922
Registered: 23-6-2017
Location: 4 ∥ universes ahead of you
Member Is Offline


[*] posted on 6-10-2018 at 12:33


Why you want a "friendly" synthesis? How do you define friendly?



View user's profile View All Posts By User
EvlRenne
Harmless
*




Posts: 39
Registered: 6-10-2018
Member Is Offline


[*] posted on 6-10-2018 at 12:40


Quote: Originally posted by fusso  
Why you want a "friendly" synthesis? How do you define friendly?

Friendly - synthesis which is not require some high-end lab equipment, very complicated steps with special conditions (like hight pressure, hight temp. and so on), and working with dangerous, but not deadly chemicals.
View user's profile View All Posts By User
fusso
International Hazard
*****




Posts: 1922
Registered: 23-6-2017
Location: 4 ∥ universes ahead of you
Member Is Offline


[*] posted on 6-10-2018 at 12:46


Quote: Originally posted by EvlRenne  
I was thinking about following:
C7H7Cl + Mg + Et2O(Anh) + C3H6O(Anh) + NH4Cl and dry it over K2CO3.
Any suggestion?
Then I think that's friendly enough?



View user's profile View All Posts By User
Metacelsus
International Hazard
*****




Posts: 2531
Registered: 26-12-2012
Location: Boston, MA
Member Is Offline

Mood: Double, double, toil and trouble

[*] posted on 6-10-2018 at 23:20


What about reacting phenyl-2-propanone with dimethylzinc?

:D

More seriously, the Barbier reaction might be an option. (Benzyl bromide + zinc powder + acetone)




As below, so above.

My blog: https://denovo.substack.com
View user's profile View All Posts By User
Tsjerk
International Hazard
*****




Posts: 3022
Registered: 20-4-2005
Location: Netherlands
Member Is Offline

Mood: Mood

[*] posted on 6-10-2018 at 23:24


Quote: Originally posted by fusso  
Quote: Originally posted by EvlRenne  
I was thinking about following:
C7H7Cl + Mg + Et2O(Anh) + C3H6O(Anh) + NH4Cl and dry it over K2CO3.
Any suggestion?
Then I think that's friendly enough?


Friendly also includes doable for a beginner, have you ever done a grignard?
View user's profile View All Posts By User
CuReUS
National Hazard
****




Posts: 928
Registered: 9-9-2014
Member Is Offline

Mood: No Mood

[*] posted on 7-10-2018 at 01:29


Quote: Originally posted by Metacelsus  
More seriously, the Barbier reaction might be an option. (Benzyl bromide + zinc powder + acetone)
Yes,that's a much better idea :)
I had heard about the barbier reaction but I didn't know you could do it with Mg or Zn too :o

I think you could use benzyl chloride as well
using Mg -https://gallica.bnf.fr/ark:/12148/bpt6k30841/f111.pleinepage...

using Zn -https://www.organic-chemistry.org/abstracts/lit1/029.shtm
View user's profile View All Posts By User

  Go To Top