Subscribe to RSS





Recent Comments


Chemistry News

- 09/01/10 PHD comic: 'You autumn leave'
Piled Higher and Deeper RSS Gradfeed
- Fragrance Overload?
C&ENtral Science
- 2010 nobel predictions
Everyday Scientist
- EuCheMS - Colloids and culture
The Sceptical Chymist
- Nanopore-Based Screening
Chemical & Engineering News: Latest News
- Crew Reported Safe In Gulf Oil Platform Fire
Chemical & Engineering News: Latest News
- Stimulating quasi-erotic excitement through organic structure determination
The Curious Wavefunction
- Industrial Gas Companies Face Brazilian Fine Muito Grande
C&ENtral Science
- An Early Harvest of Biofuels News
C&ENtral Science
- Bacterial Altruism
Chemical & Engineering News: Latest News
- Orexigen Partners With Takeda for Potential Obesity Drug Contrave
C&ENtral Science
- Plagiarism: Is the Digital Age becoming its number one accomplice?
ASSETT
- Posters and Pickiness
In the Pipeline
- Cork rings: a collection of links
Chemjobber
- Chemjobber C&EN Index: August 23, 2010 issue
Chemjobber

Chemistry Lab Demonstrations: Silver Nitrate/Copper Wire

by azmanam on Apr 03 2009 (6363 Views)

nitration

*For more cool stories, pictures, and videos of chemistry demonstrations, click here*

This week in lab, students performed electrophilic aromatic substitution (and here).  Dissolution of 4-methylacetanilide in 70% nitric acid gives mono nitration.  There are two possible products.  The acetamide is a better ortho/para director than the methyl group, so 2-nitro-4-methylacetanilide is the major product of the reaction.  The reaction was a bit touchy.  In my lab, for the most part the reactions were carried out at room temperature.  This resulted in the reaction not occuring!  Nearly every student got back unreacted starting material, instead of product.  The product is supposed to be a bright, crayon yellow solid.  Other labs ran the reaction on low heat and got excellent results…  But some students left the reaction on the heat too long or at too high of a temperature and the reaction decomposed into this ugly brown oil.  So there is a very small window for success in this reaction.  For the first time this semester (!) students analyzed the reaction mixture by Thin Layer Chromatography.

A brief safety warning.  Nitric acid is a very strong oxidizer.  It reacts explosively with readiliy-oxidizable small organic molecules like alcohols and acetone… acetone being of course what all good lab students rinse their glassware with before they start lab.  There was an explosion in our department last year as a result of improperly mixing nitric acid waste and acetone waste.  Nitric acid MSDS here, incident report on nitric acid explosion (not from our department) here (it’s probably worth glancing through the other incidents on that page as well), and video showing gas evolution from nitric acid oxidation (this time of copper) here – note how much gas is produced in a short amount of time.  Imagine this in a closed container.  Keep watching the video till the end, as it actually makes for a neat demo in itself.

The demo for the week was the silver nitrate/copper wire demo.  Silver nitrate (nitrate being the conjugate base of nitric acid… which is how I’m relating this demo to lab this week…) dissolves readily in water to give a solution of silver nitrate.  Just about everything silver nitrate touches gets stained black.  Not immediately… only after exposure to light.  For this reason, silver nitrate used to be used in early photography.  No stains for me, though it is always a concern.

Dropping copper wire into the silver nitrate solution initiates a redox reaction between the silver ion and copper metal.  The silver is reduced to elemental silver and the copper is oxidized to copper(II):

Cu(0) + 2AgNO3 = Cu(NO3)2 + 2Ag(0)

The silver crystallizes at the surface of the copper and the copper wire quickly becomes coated with a bunch of elemental silver.  At the same time, the copper ions go into solution and the colorless solution turns a characteristic blue as the concentration of copper ions builds.  It’s a pretty dramatic demo of a neat redox reaction.  I was testing the speed of the reaction before I went to lab (silver started to become visible within 30 seconds to a minute), and I ended up leaving the copper wire in the silver nitrate while I went to lab.  I came back several hours later and the crystals had plenty of time to grow and were very nice looking.  I let it go overnight to see how big the crystals would get.  I took a picture when I got to lab the next morning (click for larger).  And then I collected the silver in a scintillation vial to take home with me.  The pictures are from my experience, Noel posted a picture a while back as well, and there is a nice video below.

before1after1


RSS feed | Trackback URI

8 Comments »

Comment by The Chemist (2009-04-06 20:38:03)


I’ve always wondered how much money Chem departments burn through on Ag compounds. Obviously there are plenty of expensive non-metallic reagents and compounds used in any lab, but for some reason, I’m always conscious of silver’s cost.

Comment by William Penrose (2009-04-16 20:10:48)


We did an argentometric titration while I was teaching introductory analytical. The $600 bottle of silver nitrate needed for one class cost more than makeup glassware and reagents for all the other labs combined.

 
 
Comment by Kelly (2009-10-15 09:41:43)


Can you substitute Silver Nitrate with another silver compound and get the same results, without the cost?

 
Comment by steve (2009-10-17 00:37:06)


it’s very interesting.

 
Comment by Lab Software (2010-05-11 12:42:38)


You should be able to substittue other Ag cpds

 
Comment by annie (2010-08-08 08:00:44)


how to calculate actual concentration mol/L of silver nitrate solution from the standardization titration.(JMR NaCl= 58.5gmol)

Ag+(aq) + Cl-(aq) —–> AgCl(s)

n how to calculate concentration of chloride ion diluted seawater, original undiluted seawater, and in seawater in mol/L ,g/L n g/100ml

 
Comment by Brian (2010-09-02 11:58:25)


Some silver compounds would work, some would not. Make sure the silver compounds you’re considering are either water soluble or are already in solution. Silver’s kind of picky about that.

 
Name (required)
E-mail (required - never shown publicly)
URI
Your Comment (smaller size | larger size)
You may use <a href="" title=""> <abbr title=""> <acronym title=""> <b> <blockquote cite=""> <cite> <code> <del datetime=""> <em> <i> <q cite=""> <strike> <strong> in your comment.

Trackback responses to this post




Google Ads





Recent Chemistry

Humanized nonobese diabetic-scid IL2r{gamma}null mice are susceptible to lethal Salmonella Typhi infection
(Proceedings of the National Academy of Sciences)
ChemFeeds Nav: [Leave a Comment][See Related]

Good Chemistry Books


Calixarenes, a Versatile Class of Macrocyclic Compounds

Agricultural Chemicals and the Environment


Social Chemistry

- Probably the best chemistry channel on YouTube. [54 minutes ago]
Chemistry Reddit
- An Urgent Question [7 hours ago]
Chemical Forums - Materials Chemistry
- I can't wrap my head around s and p orbitals! [11 hours ago]
Chemistry Reddit
- Free radical reaction of carbon or silicon to aluminum [12 hours ago]
Chemical Forums - Analytical (Undergraduate)
- Primo Levi - Periodic Table of Videos [17 hours ago]
Chemistry Reddit
- Allylic alcohol, configuration inversion. [17 hours ago]
Chemical Forums - Organic (Undergraduate)
- Could a good chemist weigh in on a question I'd like to be more informed about; Is sous-vide cooking safe? [18 hours ago]
Chemistry Reddit
- What is the most dangerous substance according the NFPA 704 System? [19 hours ago]
Chemistry Reddit
- Solubility Software - Salting Out [20 hours ago]
Chemical Forums - Analytical (Undergraduate)
- File Format Conversion from GCMS raw data to .CDF format [22 hours ago]
Chemical Forums - Analytical (Undergraduate)
- transport number [1 day ago]
Chemical Forums - Physical (Graduate)
- Dear Chemit, I have a college Chemistry 102 proficiency exam tomorrow. What should I know? [1 day ago]
Chemistry Reddit