Sciencemadness Discussion Board

Ethylbenzene

GrayGhost- - 2-8-2018 at 16:48

Hi people

I find a datasheet of commercial product, is solvent por epoxy, composition variable in percentage:


xylene 50 -70%
2 etoxyetanol 20-30%
ethylbenzene 10-20%
ethanol 1-5 %
butanone 1-5%




My question : If posible obtain via simple or fractionated distillation ethylbenzene?



Thanks.

JJay - 2-8-2018 at 16:53

It is pretty hard to separate it from xylenes. You might find a way to do it with azeotropes and fractional distillation.

GrayGhost- - 2-8-2018 at 17:05

Quote: Originally posted by JJay  
It is pretty hard to separate it from xylenes. You might find a way to do it with azeotropes and fractional distillation.



Xilene bp 144°C, Ethylbenzene pb 136°C only 8 °C. :( this is razon.

Thanks JJay.

Corrosive Joeseph - 2-8-2018 at 17:41

"As is seen in Table A - l , ethylenic double bonds were easily hydrogenated in high yields; for example, ethylbenzene was obtained in an 81.4% yield from styrene.

Experimental - The Reduction of Styrene.

A suspension of styrene (10 g) in 100 ml of water was refluxed vigorously in the presence of ppt-Ni containing 4 g of nickel. After the solution had been refluxed for 12 hours, the ppt-Ni was separated by filtration while hot, and washed with water and then with ether. The filtrate and the washings were combined and extracted with ether. The extract was dried over anhydrous magnesium sulfate, and the ether was carefully evaporated away on a water bath. The residue was analyzed by gas chromatography."

Taken from - "New Hydrogenating Catalysts (Urushibara Catalysts) - Kazuo Hata 1971"
https://www.sciencemadness.org/whisper/viewthread.php?tid=84...



/CJ

GrayGhost- - 2-8-2018 at 18:22

Quote: Originally posted by Corrosive Joeseph  
"As is seen in Table A - l , ethylenic double bonds were easily hydrogenated in high yields; for example, ethylbenzene was obtained in an 81.4% yield from styrene.

Experimental - The Reduction of Styrene.

A suspension of styrene (10 g) in 100 ml of water was refluxed vigorously in the presence of ppt-Ni containing 4 g of nickel. After the solution had been refluxed for 12 hours, the ppt-Ni was separated by filtration while hot, and washed with water and then with ether. The filtrate and the washings were combined and extracted with ether. The extract was dried over anhydrous magnesium sulfate, and the ether was carefully evaporated away on a water bath. The residue was analyzed by gas chromatography."

Taken from - "New Hydrogenating Catalysts (Urushibara Catalysts) - Kazuo Hata 1971"
https://www.sciencemadness.org/whisper/viewthread.php?tid=84...


/CJ



Very interesting procedure :o, thanks Corrosive J. the more complicated is preparation of Urushibara nickel.

[Edited on 3-8-2018 by GrayGhost-]

JJay - 3-8-2018 at 16:02

Some xylenes boil at lower temperatures. You could probably fractionally distill ethylbenzene from o-xylene, but m- and p-xylene boil at 139 C and 138 C, respectively. That's a tough distillation.

GrayGhost- - 3-8-2018 at 16:07

Quote: Originally posted by JJay  
Some xylenes boil at lower temperatures. You could probably fractionally distill ethylbenzene from o-xylene, but m- and p-xylene boil at 139 C and 138 C, respectively. That's a tough distillation.



I dont know what type o mixture of xilene is that product, is expensive, possibly I tempt hydrogenate styrene more ahead. I read what Urushibara Cobalt and Iron can work. Iron salt are more cheaps.

Corrosive Joeseph - 3-8-2018 at 20:15

Quote: Originally posted by GrayGhost-  
the more complicated is preparation of Urushibara nickel.



"10 grams of Zinc dust, as fine as possible, and about 3ccs of distilled water are put in a 100cc RBF and heated on a boiling waterbath.
A stirrer reaching the bottom is installed.

10cc of an aqueous solution containing 4.04 grams of Nickel Chloride, NiCl2-6H20, is heated to ebullition (boiling or bubbling), and added to the Zinc dust by means of a pippette, with vigourous agitation in a few sec.

The solids are at once collected on a glass filter by suction, washed with a small quantity of hot distilled water, transferred into 160cc of 10% aqueous caustic soda contained in an erlenmeyer flask as quickly as possible, and digested at 50-60 degreesC for 15-20 minutes with ocaissional stirring.

Then, the supernaturant liquid is removed, and the solids are washed with 40cc of distilled water of 50-60 degreesC two times, and finally with the solvent of hydrogenation, eg. ethanol. The rinsings are always removed by decantation.

In this way, a catalyst consisting of about 1 gram of Nickel and 4.7 grams of Zinc, and acting as good as 1 gram of Raney Nickel catalyst (eg. W-7), is obtained and can be used for hydrogenation or reduction of ketones, nitriles, oximes and double bond conjugated with carbonyl or carboxyl group at ordinary temperature and pressure"

Taken from - "Procedure for the Preparation of the New Nickel Catalyst" - Urushibara and Nishimura (1954)




"As for the soluble nickel salt, the chloride, nitrate, sulfate, and acetate were successively employed, and nickel chloride was found to be the most appropriate for obtaining a catalyst of high activity. Nickel nitrate solution hardly reacts with zinc dust, and nickel sulfate solution yields a catalyst of rather low activity. Nickel acetate, on the contrary, readily yields precipitated nickel, which proves to give as good a catalyst as that obtainable from nickel chloride."

Taken from - 'Preparing Urushibara catalyst' thread @ The Hive



/CJ

[Edited on 4-8-2018 by Corrosive Joeseph]

unionised - 4-8-2018 at 03:55

You can probably freeze most of the p xylene out of a mixture, but separation of m xylene from ethylbenzene is going to be a real struggle.

What do you want ethylbenzene for?

GrayGhost- - 4-8-2018 at 14:22

Quote: Originally posted by unionised  
You can probably freeze most of the p xylene out of a mixture, but separation of m xylene from ethylbenzene is going to be a real struggle.

What do you want ethylbenzene for?


Every synth of mine is like a trophy.