4. Did increasing the polarity of your eluent increase or decrease your Rr's? wPyalue. 3. Given that the solid surface is polar, explain why polar samples have lower Rr Values than less polar ones. 6. Explain why increasing eluent polarity increases the Rf value for a given sample?
Basics in Organic Reactions Mechanisms
In organic chemistry, the mechanism of an organic reaction is defined as a complete step-by-step explanation of how a reaction of organic compounds happens. A completely detailed mechanism would relate the first structure of the reactants with the last structure of the products and would represent changes in structure and energy all through the reaction step.
Heterolytic Bond Breaking
Heterolytic bond breaking is also known as heterolysis or heterolytic fission or ionic fission. It is defined as breaking of a covalent bond between two different atoms in which one atom gains both of the shared pair of electrons. The atom that gains both electrons is more electronegative than the other atom in covalent bond. The energy needed for heterolytic fission is called as heterolytic bond dissociation energy.
Polar Aprotic Solvent
Solvents that are chemically polar in nature and are not capable of hydrogen bonding (implying that a hydrogen atom directly linked with an electronegative atom is not found) are referred to as polar aprotic solvents. Some commonly used polar aprotic solvents are acetone, DMF, acetonitrile, DMSO, etc.
Oxygen Nucleophiles
Oxygen being an electron rich species with a lone pair electron, can act as a good nucleophile. Typically, oxygen nucleophiles can be found in these compounds- water, hydroxides and alcohols.
Carbon Nucleophiles
We are aware that carbon belongs to group IV and hence does not possess any lone pair of electrons. Implying that neutral carbon is not a nucleophile then how is carbon going to be nucleophilic? The answer to this is that when a carbon atom is attached to a metal (can be seen in the case of organometallic compounds), the metal atom develops a partial positive charge and carbon develops a partial negative charge, hence making carbon nucleophilic.
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 alt="**Title: Thin Layer Chromatography (TLC) Questions and Concepts**
**4. Did increasing the polarity of your eluent increase or decrease your Rf’s?**
Increasing the polarity of an eluent typically increases the Rf values.
**5. Given that the solid surface is polar, explain why polar samples have lower Rf values than less polar ones.**
Polar samples interact more strongly with the polar surface, causing them to move slower and resulting in lower Rf values compared to less polar samples.
**6. Explain why increasing eluent polarity increases the Rf value for a given sample.**
Increasing eluent polarity reduces interactions between the sample and the polar surface, allowing samples to travel further up the plate and increasing the Rf value.
**7. In what order, from top to bottom, would you expect to see the spots for naphthalene (C10H8), butyric acid (CH3CH2CH2CO2H), and phenyl acetate (CH3CO2C6H5)?**
- **Top:** Naphthalene
- **Middle:** Phenyl acetate
- **Bottom:** Butyric acid
**8. In what order, from top to bottom, would you expect to see the spots for the following:**
- acetic acid = CH3CO2H
- butanal = CH3CH2CH2CHO
- 2-octanone = CH3COCH2CH2CH2CH2CH3
- decane = C10H22
- 1-butanol = CH3CH2CH2CH2OH
- **Top:** Decane
- **2nd 3rd 4th:** Butanal, 2-octanone, 1-butanol
- **Bottom:** Acetic acid
**9. If an eluent of too low polarity is used for the development of a TLC plate, will the sample spots be somewhere in the middle, way at the bottom, or way at the top of the plate?**
The sample spots will be way at the bottom of the plate.
**10. If an eluent of too high polarity is used for the development of a TLC plate, will the sample spots be somewhere in the middle, way at the bottom, or way at the top of the plate?**
The sample spots will be way at the top of the plate.
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