Okay so the difference between the product and excess t-butyl chloride is that they contain different halides and the product contains two aromatic ring structure. (Not too sure where this is going xD)
Yes, and the biphenyl product is much larger than the t-butyl chloride, and what do you know about boiling points of molecules?
Okay so the difference between the product and excess t-butyl chloride is that they contain different halides and the product contains two aromatic ring structure. (Not too sure where this is going xD)
Yes, and the biphenyl product is much larger than the t-butyl chloride, and what do you know about boiling points of molecules?
Personally, when doing an extraction I like to analyze where all the reactants/product like to be, in de organic layer or in the (acidic) water layer. HCl doesnt just magically destroy or remove an impurity.
So in your reaction mixture you have: your biphenyl product, excess t-butylchloride, formed HCl from the reaction, and FeCl2 (are you sure you didn't use FeCl3?). Definately, the product and the excess tbutylchloride stay in the organic layer. HCl and the Iron salt will go to the water layer. (Anorganic salt generally go to the water layer.
So you are left with your product and excess tbutylchloride in the dichloromethane layer after washing. How do you seperate these 2 from eachother? What physical property do they really differ in when you look at them?
Thank you so much for your response critzz!!! I really need to understand how workups work before my lab exam next week and unfortunately, my lab coordinator is leaving me in the dust.
Yes, I meant to say FeCl3. Okay so the difference between the product and excess t-butyl chloride is that they contain different halides and the product contains two aromatic ring structure. (Not too sure where this is going xD)
Personally, when doing an extraction I like to analyze where all the reactants/product like to be, in de organic layer or in the (acidic) water layer. HCl doesnt just magically destroy or remove an impurity.
So in your reaction mixture you have: your biphenyl product, excess t-butylchloride, formed HCl from the reaction, and FeCl2 (are you sure you didn't use FeCl3?). Definately, the product and the excess tbutylchloride stay in the organic layer. HCl and the Iron salt will go to the water layer. (Anorganic salt generally go to the water layer.
So you are left with your product and excess tbutylchloride in the dichloromethane layer after washing. How do you seperate these 2 from eachother? What physical property do they really differ in when you look at them?
Thank you so much for your response critzz!!! I really need to understand how workups work before my lab exam next week and unfortunately, my lab coordinator is leaving me in the dust.
Yes, I meant to say FeCl3. Okay so the difference between the product and excess t-butyl chloride is that they contain different halides and the product contains two aromatic ring structure. (Not too sure where this is going xD)
YOu neeed acid/water to decompose the intermediate that leads to form the ketone http://www.organic-chemistry.org/namedreactions/friedel-crafts-acylation.shtm
He did a friedelcrafts alkylation though. But I guess you use HCl to quench the reaction and keep all salts desolved? If you'd use NaOH solution for example you would get nasty insoluble Fe(OH)3 salts. I'm not sure though in this case.
The dark (brown?) colour probably comes from the hydrolized FeCl3 salts (Fe(H2O)6).
YOu neeed acid/water to decompose the intermediate that leads to form the ketone http://www.organic-chemistry.org/namedreactions/friedel-crafts-acylation.shtm
He did a friedelcrafts alkylation though. But I guess you use HCl to quench the reaction and keep all salts desolved? If you'd use NaOH solution for example you would get nasty insoluble Fe(OH)3 salts. I'm not sure though in this case.
The dark (brown?) colour probably comes from the hydrolized FeCl3 salts (Fe(H2O)6).
OH YEAH!!!! Tertbutyl chloride has a low bp (around 50°C)!!! We did a simple distillation but I thought it was to remove DCM only. Thank you that makes so much sense!
But what was the point of washing with HCl? There was a dark colour change when HCl was added.
OH YEAH!!!! Tertbutyl chloride has a low bp (around 50°C)!!! We did a simple distillation but I thought it was to remove DCM only. Thank you that makes so much sense!
But what was the point of washing with HCl? There was a dark colour change when HCl was added.
YOu neeed acid/water to decompose the intermediate that leads to form the ketone http://www.organic-chemistry.org/namedreactions/friedel-crafts-acylation.shtm
YOu neeed acid/water to decompose the intermediate that leads to form the ketone http://www.organic-chemistry.org/namedreactions/friedel-crafts-acylation.shtm
Personally, when doing an extraction I like to analyze where all the reactants/product like to be, in de organic layer or in the (acidic) water layer. HCl doesnt just magically destroy or remove an impurity.
So in your reaction mixture you have: your biphenyl product, excess t-butylchloride, formed HCl from the reaction, and FeCl2 (are you sure you didn't use FeCl3?). Definately, the product and the excess tbutylchloride stay in the organic layer. HCl and the Iron salt will go to the water layer. (Anorganic salt generally go to the water layer.
So you are left with your product and excess tbutylchloride in the dichloromethane layer after washing. How do you seperate these 2 from eachother? What physical property do they really differ in when you look at them?
Personally, when doing an extraction I like to analyze where all the reactants/product like to be, in de organic layer or in the (acidic) water layer. HCl doesnt just magically destroy or remove an impurity.
So in your reaction mixture you have: your biphenyl product, excess t-butylchloride, formed HCl from the reaction, and FeCl2 (are you sure you didn't use FeCl3?). Definately, the product and the excess tbutylchloride stay in the organic layer. HCl and the Iron salt will go to the water layer. (Anorganic salt generally go to the water layer.
So you are left with your product and excess tbutylchloride in the dichloromethane layer after washing. How do you seperate these 2 from eachother? What physical property do they really differ in when you look at them?
More
VOTE
Yes, and the biphenyl product is much larger than the t-butyl chloride, and what do you know about boiling points of molecules?
Yes, and the biphenyl product is much larger than the t-butyl chloride, and what do you know about boiling points of molecules?
More
VOTE
Thank you so much for your response critzz!!! I really need to understand how workups work before my lab exam next week and unfortunately, my lab coordinator is leaving me in the dust.
Yes, I meant to say FeCl3.
Okay so the difference between the product and excess t-butyl chloride is that they contain different halides and the product contains two aromatic ring structure. (Not too sure where this is going xD)
Thank you so much for your response critzz!!! I really need to understand how workups work before my lab exam next week and unfortunately, my lab coordinator is leaving me in the dust.
Yes, I meant to say FeCl3.
Okay so the difference between the product and excess t-butyl chloride is that they contain different halides and the product contains two aromatic ring structure. (Not too sure where this is going xD)
More
VOTE
He did a friedelcrafts alkylation though. But I guess you use HCl to quench the reaction and keep all salts desolved? If you'd use NaOH solution for example you would get nasty insoluble Fe(OH)3 salts. I'm not sure though in this case.
The dark (brown?) colour probably comes from the hydrolized FeCl3 salts (Fe(H2O)6).
He did a friedelcrafts alkylation though. But I guess you use HCl to quench the reaction and keep all salts desolved? If you'd use NaOH solution for example you would get nasty insoluble Fe(OH)3 salts. I'm not sure though in this case.
The dark (brown?) colour probably comes from the hydrolized FeCl3 salts (Fe(H2O)6).
More
VOTE
But what was the point of washing with HCl? There was a dark colour change when HCl was added.
But what was the point of washing with HCl? There was a dark colour change when HCl was added.
More
VOTE
http://www.organic-chemistry.org/namedreactions/friedel-crafts-acylation.shtm
http://www.organic-chemistry.org/namedreactions/friedel-crafts-acylation.shtm
More
VOTE
So in your reaction mixture you have: your biphenyl product, excess t-butylchloride, formed HCl from the reaction, and FeCl2 (are you sure you didn't use FeCl3?).
Definately, the product and the excess tbutylchloride stay in the organic layer. HCl and the Iron salt will go to the water layer. (Anorganic salt generally go to the water layer.
So you are left with your product and excess tbutylchloride in the dichloromethane layer after washing. How do you seperate these 2 from eachother? What physical property do they really differ in when you look at them?
So in your reaction mixture you have: your biphenyl product, excess t-butylchloride, formed HCl from the reaction, and FeCl2 (are you sure you didn't use FeCl3?).
Definately, the product and the excess tbutylchloride stay in the organic layer. HCl and the Iron salt will go to the water layer. (Anorganic salt generally go to the water layer.
So you are left with your product and excess tbutylchloride in the dichloromethane layer after washing. How do you seperate these 2 from eachother? What physical property do they really differ in when you look at them?
More
VOTE