Sublimation and Recrystallization

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Questions and Answers

What are the two primary methods for purifying solid organic compounds mentioned?

Sublimation and Recrystallization.

What is sublimation?

The process where a solid compound evaporates directly into the gas phase without becoming a liquid.

Sublimation involves the direct transition of a substance from the _____ phase to the _____ phase.

solid, gas

According to a typical phase diagram, sublimation occurs at conditions _____ the triple point.

<p>Below (C)</p> Signup and view all the answers

Sublimation is used for purifying solids that have a significant _____ _____.

<p>vapor pressure</p> Signup and view all the answers

For sublimation to occur readily, the total pressure of the atmosphere (or surrounding environment) should ideally be _____ the vapor pressure of the solid at that temperature.

<p>Less than (B)</p> Signup and view all the answers

Sublimation occurs at temperatures and pressures _____ the substance's triple point.

<p>below</p> Signup and view all the answers

During the purification of an impure sample by sublimation, which component preferentially sublimes?

<p>The organic compound with high vapor pressure (D)</p> Signup and view all the answers

What are the two main steps involved in the process of purification by sublimation?

<ol> <li>Heating the impure solid sample causing the desired compound to evaporate directly into a gas (Sublimation, S → G). 2. Condensing the resulting gas back into a pure solid on a cold surface (Deposition, G → S).</li> </ol> Signup and view all the answers

What is a primary advantage of using sublimation over recrystallization for purification?

<p>It does not require the use of a solvent.</p> Signup and view all the answers

What is a potential disadvantage of sublimation?

<p>Not all solid compounds sublime under practical conditions (D)</p> Signup and view all the answers

How is the recovery percentage calculated in a sublimation experiment?

<p>Recovery % = (mass of compound recovered / mass of crude sample) * 100%</p> Signup and view all the answers

What are the two types of sublimation techniques mentioned?

<p>Normal Pressure Sublimation and Vacuum Sublimation.</p> Signup and view all the answers

Vacuum sublimation typically allows the process to occur at a _____ temperature compared to normal pressure sublimation.

<p>lower</p> Signup and view all the answers

For which two types of compounds is vacuum sublimation particularly useful?

<ol> <li>Compounds that have relatively low vapor pressures at temperatures below their melting point. 2. Compounds that decompose at or near their melting point or the temperature required for normal pressure sublimation.</li> </ol> Signup and view all the answers

True or False: Benzoic acid can be purified by sublimation.

<p>True (A)</p> Signup and view all the answers

Which of the following organic compounds are listed as examples that can be purified by sublimation?

<p>Camphor (A), Naphthalene (D)</p> Signup and view all the answers

In the sublimation procedure described using masses $m_1$ and $m_2$, what does $m_1$ represent?

<p>The mass of the collection apparatus (e.g., funnel with cotton) <em>before</em> collecting the sublimed product.</p> Signup and view all the answers

In the sublimation procedure described using masses $m_1$ and $m_2$, what does $m_2$ represent?

<p>The total mass of the collection apparatus (e.g., funnel with cotton) <em>after</em> the pure sublimed sample has deposited onto it.</p> Signup and view all the answers

Using the variables from the described procedure, how is the mass of the recovered compound calculated?

<p>Mass recovered = $m_2 - m_1$</p> Signup and view all the answers

What is the fundamental difference between Recovery % and Yield % in a laboratory context?

<p>Recovery % measures the efficiency of a <em>purification</em> or <em>separation</em> process (e.g., sublimation, recrystallization, extraction), indicating how much of the desired substance was isolated from a mixture. Yield % measures the efficiency of a <em>chemical reaction</em>, indicating how much product was formed relative to the theoretical maximum.</p> Signup and view all the answers

Why is it important to use very low or gentle heating during sublimation?

<p>To prevent the sample from melting.</p> Signup and view all the answers

Flashcards

What is Sublimation?

A purification method where a solid transitions directly to the gas phase, bypassing the liquid phase.

When is sublimation used?

Sublimation is effective for solids with a high tendency to vaporize, at or above atmospheric pressure.

Describe the Sublimation Process

In sublimation, the impure solid is heated, turning it into gas (sublimation), then the gas cools and becomes pure solid crystals (deposition).

Advantage of sublimation

No solvent is used, making it cleaner than recrystallization. It's also simple and fast.

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Disadvantages of Sublimation

Only a small amount of organic compounds can be purified by this method, it also yields low recovery.

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Normal Pressure Sublimation

A type of sublimation performed at normal atmospheric pressure. It's shown with ammonium chloride experiment setup.

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Vacuum Sublimation

A type of sublimation done under reduced pressure (vacuum) to lower the boiling point. It's used for compounds sensitive to heat.

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What is Recovery percentage?

It helps separate the desired purified sample from the original crude. It represent the mass of purified sample recovered compared to the mass of the crude sample.

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Recovery % vs. Yield %

Recovery % is for purified samples, while Yield % is for the products of chemical reactions.

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Study Notes

  • Sublimation and recrystallization are methods for purifying solid organic compounds.

Sublimation

  • A solid compound transitions directly to the gas phase without becoming a liquid.
  • Solid becomes gas directly.
  • Purification of solids with significant vapor pressure, which is equal to or higher than atmospheric pressure, can be achieved through sublimation.
  • Sublimation happens when the total atmospheric pressure is less than the solid's vapor pressure.
  • Sublimation occurs at temperatures and pressures below the triple point.
  • Organic compounds with high vapor pressure and impurities with low vapor pressure can be purified using sublimation.
  • Organic compounds sublime while impurities do not.
  • This process results in pure organic compounds

Sublimation Process

  • The sample is heated and evaporates, transitioning from solid to gas (S → G).
  • The vapor then condenses on a cold surface, forming new, pure crystals, which is deposition (G → S).

Advantages of Sublimation

  • No solvent use makes it a clean method, preferred over recrystallization where solvent is an impurity.
  • Sublimation is a simple and fast method.

Disadvantages of Sublimation

  • Only a small fraction of organic compounds can be purified this way.
  • The recovery percentage is low.

Recovery Percentage Formula

  • Recovery % = (mass of compound recovered / mass of crude) * 100 %

Types of Sublimation

  • Normal Pressure Sublimation
  • Vacuum Sublimation

Vacuum Sublimation

  • Occurs at lower temperatures.
  • Used for compounds with low vapor pressure or those that decompose at high temperatures.

Examples of Organic Compounds Purified by Sublimation

  • 1,4-dichlorobenzene
  • Naphthalene
  • Salicylic acid
  • Anthracene
  • 1-naphthole
  • Acetamide
  • Benzoic acid
  • Caffeine
  • Camphor

Procedure Notes

  • Place 1 gram of the organic compound sample on a watch glass.
  • Record the exact mass of the crude sample.
  • Use a weight funnel with cotton.
  • Heat at a very low temperature.
  • Use a weight funnel with cotton to deposit the sample.

Recovery Calculation

  • Recovery % = (mass of compound recovered / mass of crude) * 100 %
  • Can also be expressed as Recovery % = (m2 - m1 / mass of crude) * 100%, where m1 is the weight of the funnel with cotton and m2 is the weight of the funnel with cotton and the deposited sample.
  • Recovery% is for purified and separated samples, while Yield% is for chemical reaction products.

Important Notes

  • Very low heating is important to prevent sample melting.
  • A beaker can be added to prevent high temperature from reaching the sample.

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