CHM 2211L Final Quiz - Davidson

25 July 2022
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question
How can you distinguish between 2-pentanone and 2 hexanone from IR
answer
No because they will still have the same signal since they have the same functional group. We could tell if we had NMR
question
Describe the water flow for the distillation apparatus. Describe the reasons why that happens?
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The water flows up the condenser because if the water enters from the bottom, the condenser will always be completely filled with cold water. This ensures maximum cooling.
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Why is it important to soak the cloves in water for several minutes prior to beginning the distillation
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It is important to soak the cloves because water enters the cloves, extracting the oil, thus allowing more oil to be collected
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How do you calculate Rf values
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(Point from origin)/(Point from solvent line)
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What is the point of TLC plates
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To figure out which substance are more polar. It is also used for determining different products
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If you have a TLC, which substance would be more polar? Does a polar compounds have a smaller or larger Rf value
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It would be closer to the origin, thus having a lower Rf value
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Why do we not want to dilute the initial sample when doing a TLC chromotography?
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We want to have a compact band as much as possible. If we add water, which is polar, it will interfere with the results
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Which compound would you expect to elute first from the column: unreacted ferocene, acetylferrocene, or diacetylferrocene
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least polar compound would elute first. Thus, unreacted ferrocene would elue first because it is nonpolar
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What is Salicylamide?
answer
It is powder that is used in OTC medicine to relieve pain and reduce migraines
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What position would you put a substitution on if there was a EWG
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on it's meta position
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What position would you put a substitution on if there was a EDG
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On it's para/ortho position
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What are examples of Electron Donating Groups, and what are examples of Electron Withdrawling groups?
What are examples of Electron Donating Groups, and what are examples of Electron Withdrawling groups?
answer
Usually, EWG have double bonds while EDG don't (see photo)
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Why do we not want water in our grinard reactions? what do we do?
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Grignards are very sensitive to water and react readily? It makes a carcinogen which is bad (cyclohexane and Mg(OH)Br. It will react readily more to water
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What is the purpose of a stemless funnel for a hot gravity filitrtion?
answer
It will prevent recrystallization in the funnel, it will occur a lot faster, and the liquid will not build up in a funnel
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what is the purpose of a hot gravity filitartion
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to remove any insoluble impurities
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What is ligrion? Is it polar or non polar?
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is a flammable substance that is a viatile hydrocarbon mixture obtained from petroleum, and used as a solvent. It is NONPOLAR
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What makes phenols and strong acid than a base? why is it more acidic than a hexanol?
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Phenol is more acidic because it's conjugate base is more stable compared to cycloheanol. It is more stable because the double bond structure inside the ring can resonate
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If you have an impurity, what will cause the boiling point to decrease? what happens inside?
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If there is a impurities in your substance. It causes less energy to cause the solid phase into the liquid phase and there is less of packing
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Does an insoluble impurity have an effect om melting point? Give examples.
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No. Sand or glass
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What is acetophenetidin?
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a drug that can be used as an analgesic (pain reliever) and an antiphyretic (fever reducer)
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When choosing a solvent for recrystalization, what do you need?
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A solvent that causes impurities and DC soluble at high temperatures, and the DC must be insoluable at cool temperatures while the impurities must be soluable.
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When are most insoluable impurities are typically removed?
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during hot gravity filtration
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Why should one not have the glass be touching a hot surface when heating?
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It will cause superheating in one place
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How high should we have vapors come up for a reflux?
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1/4 to 1/2 way up the tube
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Why do we use a wooden stick when doing a recrystallization
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to avoid "bumping" which is caused by superheating.
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What is atom economy?
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Mass of desired product/mass of reagents
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what does immiscible mean?
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Cannot be soluble in each other
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polar compounds are ore soluble in (polar/nonpolar) solvents
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polar - remember "like dissolves like"
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Acids tend to...
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donate (or lose) a proton when placed with an aqueous base
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bases tend to...
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accept a proton when placed with an aqueous acid
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Weak bases will extract...
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strong acids
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strong bases will extract...
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weak acids
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Name a weak base? That will extract carboxylic acid
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Sodium Bicarbonate
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Name a strong base? that will extract a phenol?
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Only Sodium hydroxide
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Why do we use brine?
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to remove the majority of the dissolved water
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why do we use anhydrous magnesium?
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to absorb the water that is dissolved in the organic layer to make it more dry
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Why do we shake it an expel gas in the extraction experiment?
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Just to reduce pressure
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What is the difference between extracting and washing
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washing removes unwanted products while extracting is getting a desired product
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Why do we grind the magnesium turnings?
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to expose metal surface by removing magnesium oxide
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In the Grignard experiement, when Magniesum bromozene reacted with an ester, why did we use 2 equivalance?
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because the first product would show a ketone (kicks out O-CH3), so in order to obtain the final product, we would need one more equivalence
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When we had biphenyl in the grignard reaction as a product, what did we use to get rid of the product?
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ligrion, which is a nonpolar solvent, which will dissolve the biphenyl
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When doing the aromatic substitition lab, what does the sodium thiosulfate do?
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it absorbs the iodine that may be in the solution that did not react
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Why do we see more 1,1 acetylferrocene
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because it is the less sterically hindered
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In a column chromatography, which comes out first? nonpolar or polar compounds?
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Nonpolar
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what is a monomer?
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a smaller molecule that can be bonded to other identical molecules to form a polymer
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What is a repeating unit?
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part of a polymer which when repeated, would produce the whole polymer chain?
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Condensation polymerzation
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the formation of a polymer where molecules join together by losing molecules like water as a byproduct
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cross-linked polymer
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long chain molecules are attached to each other through a 2D-3D unit
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what is the mobile phase?
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sample mixture placed in a liquid or gas phase
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what is the staionary phase?
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a solid support that contains an absorbent
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great affinity for mobile phase means that
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travel through the staionary phase more quickly
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great affinity for the stationary phase means that...
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travel slowly through the stationary phase