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PHA6115 > [PHA6115 lab] Experiment 1 > Flashcards

[PHA6115 lab] Experiment 1 Flashcards

1
Q

Interaction of two or more chemical species to form a new product

A

Synthesis

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2
Q

AKA Oil of Wintergreen

A

Methyl salicylate

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3
Q

What are the uses of Methyl salicylate?

A
  1. Topical analgesic - together with counterirritants, treat minor aches and pains in joints and muscles
  2. Flavoring agent
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4
Q

Distinct characteristic of Methyl salicylate

A

Minty odor

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5
Q

AKA Acetylsalicylic acid

A

Aspirin (ASA)

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6
Q

What are the uses of Acetylsalicylic acid?

A
  1. Analgesic
  2. Antipyretic
  3. Anti-inflammatory
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7
Q

[Reaction Mechanism of Different Class of Compounds]
Alkanes

A

Free-radical substitution

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8
Q

[Reaction Mechanism of Different Class of Compounds]
Alkenes and Alkynes

A

Electrophilic addition

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9
Q

[Reaction Mechanism of Different Class of Compounds]
Arenes

A

Electrophilic substitution

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10
Q

[Reaction Mechanism of Different Class of Compounds]
Substituted Alkanes

A

Nucleophilic elimination/substitution

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11
Q

[Reaction Mechanism of Different Class of Compounds]
Carbonyl compounds

A

Nucleophilic addition

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12
Q

[Reaction Mechanism of Different Class of Compounds]
Carboxyl compounds

A

Nucleophilic acyl substitution

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13
Q

Formulation for synthesis of Methyl salicylate

A

0.5 g salicylic and 3 mL of methanol

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14
Q

Positive catalyst in the synthesis of Methyl salicylate

A

2 drops of sulfuric acid

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15
Q

T or F: The drops of sulfuric acid should be added rapidly

A

False, it should be slowly (rapid = result to splattering, loss of product, contact with skin)

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16
Q

Water bath formulation for synthesis of Methyl salicylate

A

70 degrees for 15 min

17
Q

Formulation for synthesis of Aspirin

A

2 g salicylic acid and 5 mL acetic anhydride

18
Q

How many drops of sulfuric acid for the synthesis of Aspirin?

19
Q

Water bath formulation for synthesis of Aspirin

A

70-80 degrees for 20-30 mins

20
Q

When do we add more room temperature water?

A

Until a max of 40 drops or until cloud and aspirin crystals appear

21
Q

T or F: In the synthesis of aspirin, we rinse the test tube using ice cold water for 10 mins

A

True, because Aspirin has low solubility in cold water

22
Q

Is purification necessary when doing organic synthesis? Why?

A

Yes, because it is hard to perform characterization on impure products

23
Q

Examples of Purification Methods

A
  1. Sublimation
  2. Distillation
  3. Chromatography
  4. Recrystallization
24
Q

It involves the removal of unwanted materials and compound (impurities) and leave behind the pure compounds

A

Purification

25
Q

It involves the method to assess whether the desired compounds was indeed produced

A

Characterization

26
Q

T or F: IR spectroscopy is an example of a characterization technique

27
Q

What will happen if a sample with impurities is subjected immediately to IR analysis?

A
  1. Peaks of impurities and peaks of the desired product may overlap
  2. Unusual IR spectrum
28
Q

Methyl salicylate and Aspirin are both __________?

A

Esters of salicylic acid

29
Q

Reaction equation for synthesis of Methyl salicylate

A

Salicylic acid + Methanol <-> Methyl salicylate + Water

30
Q

Reaction equation for synthesis of Aspirin

A

Salicylic acid + Acetic anhydride -> Acetylsalicylic acid + Acetic acid

31
Q

Mechanism Review of Esterification

A
  1. Protonation
  2. Nucleophilic attack of alcohol
  3. Proton transfer
  4. Elimination of water
  5. Deprotonation
  6. Ester
32
Q

Maximum theoretical amount in grams of product that can be produced from the reaction

A

Theoretical Yield

33
Q

TY is dictated by

A

Limiting reagent

34
Q

T or F: The limiting reagent will be completely consumed after the reaction

35
Q

Characterization Techniques

A
  1. Odor
  2. Ferric chloride Test
  3. Chromatography
  4. FTIR
36
Q

[Characterization]
Methyl salicylate has a minty odor

37
Q

[Characterization]
A complexation reaction by adding 1% of ferric chloride solution to test the purity of the final product

A

Ferric chloride test

38
Q

[Characterization]
Ferric chloride test complex goes from what color to what color?

A

Yellow to purple complex

39
Q

[Characterization]
What solvent system is used for chromatography?

A

3:1 hexane to ethyl acetate

PHA6115 (2 decks)

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