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Author: Subject: Rador Labs Challenge 11-12/2014: High Stakes, High Mass
Brain&Force
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[*] posted on 14-11-2014 at 13:49
Rador Labs Challenge 11-12/2014: High Stakes, High Mass


Rador Labs is announcing the first of its monthly challenges. We've drafted up some rules for the competition, which are described in detail here. Please read the rules thoroughly before you submit an entry.

The challenge is to make the heaviest compound by molar mass. Pure starting materials must have a molar mass less than 260 g/mol and starting materials extracted from impure sources must have a molar mass less than 500 g/mol.

Another way to enter is to just extract the heaviest compound possible. However, you cannot react the extracted compound with anything.

Polymers, proteins, and DNA don't count.

The competition starts at 15 November 2014. The winner will be announced within a day of the end of the challenge, on 15 December 2014 at 00:00 UTC. Updates will be posted biweekly regarding any extensions or reductions of the challenge time.

Happy reacting!

[Edited on 14.11.2014 by Brain&Force]




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[*] posted on 14-11-2014 at 19:34


Great initiative! Just to get an idea... how much is heavy? 2500, 5000 g/mol?



Bromine, definitely bromine.
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[*] posted on 14-11-2014 at 19:40


Heaviest is defined as heavier than the next heaviest compound.

If you isolate deuterium and the only other entry was just regular hydrogen, you win. :D

[Edited on 15.11.2014 by Brain&Force]




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[*] posted on 14-11-2014 at 23:30


Alright, here's a little something to get this started...
Copper(II) acetylsalicylate (or copper aspirinate) weighing in at 843.69 g/mol.
The reason that it is so heavy is that copper forms dinuclear complexes with carboxylic acids, so this compound is twice as heavy as one would first expect.
IMGP0379.JPG - 655kB
For the preparation, I followed bfesser's first procedure.

Materials:
3.14g Acetylsalicylic acid (recrystallized from aspirin tablets using OTC EtOH, Everclear, as the solvent)
1.30g Sodium bicarbonate (baking soda)
2.01 Copper(II) sulfate pentahydrate (recrystallized from root killer)

Explanation:
The procedure that I used first calls for the preparation of sodium acetylsalicylate from acetylsalicylic acid and sodium bicarbonate via an acid-base reaction, and then using that to precipitate the insoluble copper salt via reaction with copper(II) sulfate.

HC9H7O4 + NaHCO3 --> NaC9H7O4 + CO2 + H2O
4NaC9H7O4 + 2CuSO4 --> Cu2(C9H7O4)4 + 2Na2SO4

I started by calculating the masses of each compound I'd need for the procedure. I was originally going to prepare it on a 40 mmol scale, but I didn't have enough ASA, so I reduced the amounts for the max amount of ASA that I had (3.14g). I dissolved the bicarbonate in some water, added the ASA to a 250mL Erlenmeyer flask and then slowly added the bicarbonate solution to the flask. At this point, I also prepared the copper sulfate solution separately. I let the mixture sit for a while until gas was no longer being evolved and most of the ASA had dissolved. After that, I slowly combined the two solutions. At first, I was concerned that nothing was happening, as there was no apparent precipitation, and the solution had turned from blue to green. I took a plastic stir stick and began agitating the solution. At this point, the striking blue precipitate began to form. After waiting a few minutes for the reaction to be completed, I vacuum filtered the precipitate, pulled air through for a few minutes to dry it, and then weighed it. My final yield of copper(II) acetylsalicylate was 2.34 grams, which is a pretty sad yield, but enough to qualify for this competition, and to make a nice addition to my compound collection, and the 8th copper compound that I have in it. I don't expect to win this competition with this compound, but I wanted to submit something fairly simple to start with.

Left to right, top to bottom: The starting reagents, the precipitation reaction, vacuum filtration of the product, the precipitate in the frit funnel.
IMGP0370.JPG - 132kB IMGP0371.JPG - 271kB

IMGP0373.JPG - 279kB IMGP0378.JPG - 374kB

Oh, and I will make a donation for this entry, although I have not yet.




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[*] posted on 15-11-2014 at 00:37


Question. Does water of crystallisation count?
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[*] posted on 15-11-2014 at 06:08


Quote: Originally posted by j_sum1  
Question. Does water of crystallisation count?


Yes. See linked to rules in opening post.

Quote: Originally posted by zts16  
Alright, here's a little something to get this started...
Copper(II) acetylsalicylate (or copper aspirinate) weighing in at 843.69 g/mol.


Pff... a truly lovely synth is that but off the top of my head I can think of at least one compound that is much simpler to prepare and beats 844 pants down. Totally OTC, of course.

And another one, more than 3 times heavier than copper aspirinate...

[Edited on 15-11-2014 by blogfast25]




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[*] posted on 15-11-2014 at 06:53


Quote: Originally posted by blogfast25  


Pff... a truly lovely synth is that but off the top of my head I can think of at least one compound that is much simpler to prepare and beats 844 pants down. Totally OTC, of course.

And another one, more than 3 times heavier than copper aspirinate...

[Edited on 15-11-2014 by blogfast25]


Hey, you've gotta start somewhere. And if you were already going to make the compound anyway, you may as well submit it.




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[*] posted on 15-11-2014 at 07:18


Quote: Originally posted by No Tears Only Dreams Now  

Hey, you've gotta start somewhere.


Perhaps not with something that is so obviously lighter than compounds that took about 3 minutes to spring to my feeble mind? Do you think the people that will take part in that composition were born yesterday? :D




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[*] posted on 15-11-2014 at 07:55


Quote: Originally posted by blogfast25  
Quote: Originally posted by No Tears Only Dreams Now  

Hey, you've gotta start somewhere.


Perhaps not with something that is so obviously lighter than compounds that took about 3 minutes to spring to my feeble mind? Do you think the people that will take part in that composition were born yesterday? :D
Well, I guess my mind is far more feeble than yours then...
I was trying to think of some other simple things off the top of my head that would beat it and I wasn't able to find anything. Keep in mind I've been doing this for less than a year, so I don't have an entire chemical catalog in my head yet, and each time I thought that something seemed like it would be higher than 843, it wasn't. I just wanted to reserve a place, and now I'm going to continue looking for something heavier. I think I made that pretty clear in my post.

Edit: I have an entire week off of school for Thanksgiving, the week after next, and we'll see what I can do during that time.

[Edited on 11-15-2014 by zts16]




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[*] posted on 15-11-2014 at 08:05


Quote: Originally posted by blogfast25  
Quote: Originally posted by No Tears Only Dreams Now  

Hey, you've gotta start somewhere.


Perhaps not with something that is so obviously lighter than compounds that took about 3 minutes to spring to my feeble mind? Do you think the people that will take part in that composition were born yesterday? :D


Hurry up and submit something then, so we can stop talking about zts16's clearly shameful attempts at home chemistry!




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[*] posted on 15-11-2014 at 08:48


Compound Name: Silver (I) Tetraiodomercurate (II)
Molecular Mass: 923.94
Donated

1.43g Ag2HgI4 in a vial:



2AgNO3 + Hg(NO3)2 + 4KI --> Ag2HgI4 + 4 KNO3

First, 0.43g silver metal and 0.40g Hg was measured out. They were then combined. Mercury instantly wets silver and forms a nice amalgam.



An excess of 68% nitric acid was added to the silver/mercury to dissolve both, evolving nitrogen oxides and some heat. The amalgam is very reactive toward nitric acid. Separately, 1.4g KI was weighed out and dissolved in a minimum of water. Very little water is required as KI is very soluble.



The two solutions were rapidly combined, changing a multitude of colors as species of I2, AgI and HgI2 equilibrated. The end result was a heavy, flocculant yellow powder. This was vacuum filtered on two coffee filters sitting on a medium frit in a 60ml Büchner funnel.



After drying, a fine, heavy yellow powder is obtained, as seen in the first photo. The powder is strikingly thermochromic at about 50°C. In the following images, the room temperature filter paper is shown next to the same paper heated by a hot-air gun. The color change is completely reversible, and the effect is especially gratifying on the filter paper since it changes temperature rapidly, as opposed to the bulk powder in the vial which takes a few minutes to cool down.



Some experimental notes:

Drying with acetone does not work. I believe the compound reacts to form iodoacetone. No further investigation was made.

The copper version of this compound is used to test for mercury. CuI on paper is swabbed on surfaces, forming the corresponding copper tetraiodomercurate, which is a different color than the iodide. Copper and silver react similarly, so silver iodide could also be used in this manner. However, silver iodide is photosensitive and prone to decomposition in storage, not to mention expensive.

[Edited on 15-11-2014 by Praxichys]




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[*] posted on 15-11-2014 at 10:35


Nice work. The thermochromism points to an endothermic and reversible (equilibrium) transition, but which one?



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[*] posted on 15-11-2014 at 10:38


Superb work Praxichys.

Rule test: if i come and steal your sample, then make sure you can't get it back, does that count as Isolating the Compound (from you in this case) ?




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[*] posted on 15-11-2014 at 11:09


Quote: Originally posted by aga  
Superb work Praxichys.

Rule test: if i come and steal your sample, then make sure you can't get it back, does that count as Isolating the Compound (from you in this case) ?


:D Even if you did, you'd be tied with him. And since he's chronologically first...




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[*] posted on 15-11-2014 at 12:41


What is the definition of a polymer (as in the rules)?
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[*] posted on 15-11-2014 at 12:45


Darn.... I spent a lot of my day making something for the competition, Barium bistartratocuprate(II), and the final product would have only been 632.27 g/mol :/ Hard to beat that most recent one. Do we even consider mercury, iodine, and silver OTC? They hardly are.
Regarding my experimentation today, I at least got some Fehling's solution and calcium bistartratocuprate(II) out of it. Turns out the latter still is an ok indicator for sugar type (Like Fehling's solution, a potassium/sodium double salt). Although it's not exactly for the competition; as it can't beat the two posted above, and I can't donate anyways (Like what are you even using donations for?); I still am posting pictures of the procedure, kind of pretty. I proved the bistartratocuprate(II) complex formed, with glycerin. The below link proves glycerin gives a positive Fehling test:

http://books.google.com/books?id=f5EtAQAAMAAJ&pg=PA302&a...

Sorry about image size.

PTDC0214.JPG - 1.6MB PTDC0217.JPG - 1.6MB PTDC0219.JPG - 1.8MB PTDC0220.JPG - 1.8MB

The first one is the test run precipitate, the second is the cuprous oxide precipitate, the third is the real run, and the fourth is the filtered off calcium bistartratocuprate(II).

[Edited on 11-15-2014 by The Volatile Chemist]




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[*] posted on 15-11-2014 at 13:08


The donations go to the winner (if they donated). It's the prize money essentially.
Also, it looks looks like an interesting compound that you made. I'll have to check it out. :)

And in the Skype group, Praxichys explained in detail how each of the reagents he used can be OTC, so his submission does count.

[Edited on 11-15-2014 by zts16]




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[*] posted on 15-11-2014 at 13:30


A polymer is anything that's a long, indefinitely repeating unit. You must be able to give a structure and formula. Proteins and DNA are not allowed unless they are synthesized, not extracted.

NexusDNA asked if disaccharides are OK. They are.




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[*] posted on 15-11-2014 at 13:43


Quote: Originally posted by The Volatile Chemist  
Darn.... I spent a lot of my day making something for the competition, Barium bistartratocuprate(II), and the final product would have only been 632.27 g/mol :/ Hard to beat that most recent one.


No, no: easy peasy, actually! :P

Still, very nice compound indeed.




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[*] posted on 15-11-2014 at 13:59


What is the definition of a polymer (as in the rules)?
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[*] posted on 15-11-2014 at 14:01


Quote: Originally posted by Tsjerk  
What is the definition of a polymer (as in the rules)?


Read about 3 posts up...




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[*] posted on 15-11-2014 at 14:50


Quote: Originally posted by zts16  
Alright, here's a little something to get this started...
Copper(II) acetylsalicylate (or copper aspirinate) weighing in at 843.69 g/mol.


Damn it! that was the first thing that came to mind! and i have all the photos of the synth too! :P


Good job everyone who entered so far!
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[*] posted on 15-11-2014 at 14:52


What is the definition of a polymer (as in the rules)?
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[*] posted on 15-11-2014 at 14:56


more than one monomer conjoined ?



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[*] posted on 15-11-2014 at 15:00


Quote: Originally posted by HeYBrO  
Damn it! that was the first thing that came to mind! and i have all the photos of the synth too!


Post them anyway! I am interested to see how you did it.




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