pyrrole

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Yesterday I have made something really new and really pure, a highly substituted pyrrole what crystallized on standing during the night to give these nice round crystals at the bottom of the flask.  

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Using principles of electrochemistry, one can create polymers with switchable hydrophilic and hydrophobic characteristics.

After successfully performing the electropolymerization of Pyrrole onto a glass substrate, followed by the electrochemical oxidation of the Pyrrole (Ppy) film (dark area at the centre of the square), this is what happened when a 5 μL droplet of water is placed onto the Ppy film.

My first experiment relating to materials chemistry was hands down the most exciting and interesting experiment I have performed so far in my undergraduate studies. Who knew I would get so excited to see a bead of water resting on a surface?

Photo courtesy of the UBC Department of Chemistry

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These crystals are the first results of a several month long work, they are a quite special substituted pyrrole what could be polymerized quite easily and it will give a conductive polymer.

Even through the crystals have a slight brownish coloration, they are perfectly pure, according to the NMR analysis.

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One of my favorites: Freshly prepared N-tosyl-3,4-dibromopyrrole crystals. 

I attempted to prepare this compound in the past, but sadly I usually ended up with a gunk what failed to crystallize from several solvents. Now I’ve got a solvent mixture that gives these nice crystals with a perfect purity (+99%).

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Preparation of something really pure. This compound (a highly substituted dihydroxy pyrrole) was made by me at least tenth time, but since a slight contamination (1-5%) was always present in the final product, it always had a green fluorescence.

Now, finally I found an easy was to purify the product and I was able to make it in a +99,5% purity.

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I am doing pyrrole chemistry for a while now and there is a quite interesting reaction with this. When I synthesize freshly a pyrrole (with free N-H) and add sodium-hydride, during the formation of the N-Na salt of the pyrrole an intense blue color appears as seen on the picture, but it fades to give a yellowish solution as the gas evolution stops. And it only works if the pyrrole is freshly prepared and it is in a pure form.

The color reminds me to the classic experiment, the solvated electron, what could be done by dissolving a piece of alkali metal in liquid ammonia.

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I was trying to explain to my friend how to practice watercolour transitions and gradients and I remembered all the swatches I used to do, so I scanned these for her, thought it’d be cool to post them here too if anyone else wants to see stuff like that….. I think it’s a really awesome way to work out limited palettes as well :)

Top one is

  • Benzimida Yellow
  • Scarlet Lake
  • French Ultramarine
  • Viridian Green

Bottom is

  • Benzi Yellow
  • Pyrrole Orange
  • Quinacridone Rose
  • Dioxazine Violet
  • Phthalo Blue (G.S.)
  • Phthalo Green (Y.S.)
Cadila banks on diabetes drug, Lipaglyn, Saroglitazar

Cadila banks on diabetes drug, Lipaglyn, Saroglitazar

Originally posted on

New Drug Approvals

:

(2S)-2-Ethoxy-3-[4-(2-{2-methyl-5-[4-(methylsulfanyl)phenyl]-1H-pyrrol-1-yl}ethoxy)phenyl]propanoic acid

(αS)-α-Ethoxy-4-[2-[2-methyl-5-[4-(methylthio)phenyl]-1H-pyrrol-1-yl]ethoxy]benzenepropanoic Acid

  1. alpha-ethoxy-4-(2-(2-methyl-5-(4-methylthio)phenyl))-1H-pyrrol-1-yl)ethoxy))benzenepropanoic acid
  2. alpha-ethoxy-4-(2-(2-methyl-5-(4-methylthio)phenyl))…

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