1 stoichiometry used to predict how much chemical is needed / made by reactions. requires:...
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Stoichiometry
• Used to predict how much chemical is needed / made by reactions.
• Requires:– Molecular Weight– Balanced Equation
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Stoichiometry – Balanced Eqn.
• A balanced chemical equation has multiple conversion factors in it:
4 Na (s) + O2 (g) 2 Na2O
• Use these ratios to relate moles of one chemical to moles of another.
• Always use moles… “mole superhighway”
ONamol
Omol
ONamol
Namol
Omol
Namol
22 2
1,
2
4,
1
4
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Stoichiometry – Balanced Eqn.
• C6H12O2 + 8 O2 6 CO2 + 6 H2O
• How many moles of O2 do you need to burn 1 mole of glucose?– Write a mole ratio.
• How much water do you get from each mole of O2?– Write a mole ratio.
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Stoichiometry Road Map
Moles of B
Moles of A
Molar Mass
Mass of B
Gas Laws
Avogadro’s Number
Molarity
Volume of Gas B
Number of particles of B
Volume of Solution B
Molar Mass
Mass of A
Gas Laws
Avogadro’s Number
Molarity
Volume of Gas A
Number of particles of A
Volume of Solution A
Moles BMoles A
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Mass calculations.
• Wrap some (mass mole) around your (mole mole):
mass A mole A mole A mole B mole B mass B
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Twinkies…
Amount Per Serving
Calories 150 Calories from Fat 45
% DV
Total Fat 5g 8%
Saturated Fat 2g 10%
Cholesterol 20mg 7%
Sodium 200mg 8%
Total Carbohydrate 25g 8%
Dietary Fiber 0g 0%
Sugars 14g Protein 1g 2%
Vitamin A 0% Vitamin C 0%
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Mass Calculation - Twinkies
• How many grams of water do you get after burning 14.0 grams of glucose?
• Need:– Balanced Equation (Previous Slide)– What’s Chemical A & Chemical B?
(on the roadmap)– MW of glucose.– MW of water– Mole ratio
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Mass Calculation - Twinkies
– What’s A, B? (roadmap)• A = glucose, C6H12O6
• B = water, H2O
– MW of glucose. 180.16 g/mol
– MW of water 18.02 g/mol
– Mole ratio 1 mol glu / 6 mol H2O
OHg
OHmol
OHg
OHCmol
OHmol
OHCg
OHCmolOHCg
2
2
2
6126
2
6126
61266126
40.8
1
02.18
1
6
16.180
10.14
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% Yield – What is it?
• Yield compares how much product you got in lab to how much you should have gotten.
• You Got:– Comes from weighing product in lab.
• Should have gotten:– Comes from MassMolesMolesMass
(Stoichiometry) 100%
GotShouldda
GotYaYield
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% Yield – What can go wrong?
What can go wrong in lab?
• Loss during transfer.
• Loss during purification
• Chemistry doesn’t react 100%
• Make some of the wrong chemical
in the kitchen?• Lick the cake bowl.
• Cookie cutter extras.
• 1 lb of eggs 1 lb of hard-boiled egg (shell)
• Burned the edges of cake.
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% Yield – The Formula
• Here’s the actual formula:
100%
100%
trystoichiomefrommass
labinmassYield
gproductofmassltheoretica
gproductofmassactualYield
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% Yield Example
• 680 kilograms of magnesium oxide react with water to form 805 kilograms of magnesium hydroxide.
• Steps:1. Balanced Equation.2. Stoichiometry Mass
1. Identify A & B2. Get molecular weights3. Get mole Ratio4. Do the calculation – show all work + units!
3. % Yield Calculation
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% Yield Example - Balanced Equation
Mg2+, O2- MgOMg2+, OH- Mg(OH)2
MgO + H2O Mg(OH)2
� Mg Balanced? � H Balanced?� O Balanced?
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% Yield Example - Planning
• A = MgO, B = Mg(OH)2 (on stoich. map)
• M.W. MgO M.W. Mg(OH)2
• Mole Ratio: 1 mol MgO 1 mol Mg(OH)2
Mg 1 × 24.31 = 24.31O 2 × 16.00 = 32.00 H 2 × 1.008 =+ 2.016 58.33 g/mol
Mg 1 × 24.31 = 24.31O 1 × 16.00 =+ 16.00
40.31 g/mol
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% Yield Example – Stoichiometry II
• Map:(Mass A) ÷ (MW A) × (mol B/mol A) × (MW B)
2
2
22
984
1
33.58
1
1
31.40
1680
OHMgkg
OHMgmol
OHMgg
MgOmol
OHMgmol
MgOg
MgOmolMgOkg
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% Yield Example – Finally an Answer
%8.81
100984
805%
2
2
ltheoreticaOHMgkg
labinOHMgkgYield
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You try one with your team: Show all work on a sheet of paper, turn in at end of class.
For the reaction:
3 NO2 + H2O 2 HNO3 + NO
1. Name each chemical.2. Calculate the theoretical yield and
percentage yield of nitrogen oxide if 49.2 grams of nitrogen dioxide is reacted.
3. Calculate the percentage yield if 8.90 grams of nitrogen oxide is made.
Final Answer: 83.2%
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% Yield as a Conversion Factor
• Percentage is always something per 100 somethings.
• Mg(OH)2 yield was 81.3 %, we could use this as the conversion factor:
• Use this for homework problems #26 & 29
ltheoreticaOHMgg
labinOHMgg
2
2
100
8.81
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Chains of % Yield• Modern real-world chemisty methods
often take 8 – 10 steps to complete.• 90% yield sounds good but what if
you need to do 10 steps?
• What would you get with a 50% yield?(0.098 g or )
yieldfinalgg
g
9.34100
90100
100
90
100
90
100
90
100
90
100
90
100
90
100
90
100
90
100
90
100
90100
10
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TaxolIn the late 1950s the National Cancer Institute announced a new program aimed at screening plant extracts for chemotherapeutic activity. As a direct result of this program, extracts from the bark of the pacific yew, Taxus brevifolia, were shown to inhibit tumor growth. In 1969 the most active component of the extract was isolated. Its structure was published in 1971. The compound was named taxol. In 1983 the National Cancer Institute began clinical trials of taxol's safety and effectiveness against various types of cancer. In 1992 the Food and Drug Administration approved the use of taxol for treatment-resistant ovarian cancers, and in 1994 the FDA also approved taxol for recurrent breast cancer chemotherapy. Figure 1 presents the structure of taxol.
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TaxolTaxol seems to be the answer to many cancer patients' prayers, but there are "deep rooted" ethical issues involved that makes its production a controversial issue. Ecologically, the problem with Taxol is that it is produced from a resource that is rapidly being depleted. It is extracted from the bark of the Pacific yew tree, a slow growing tree native of the pacific north west. It takes an average of six, one hundred year old trees to treat each patient. The scarcity of Taxol and the ecological impact of harvesting it have prompted extension searches for alternative sources including semisynthesis, cellular structure production and chemical synthesis. The later has occurred for almost two decades, but these attempts have been thwarted by the magnitude of synthetic challenge.
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TaxolTaxol’s first complete synthesis was performed independently by two groups in February, 1994. One group was led by K.C. Nicolaou of the Scripps Research Institute, the other by Robert Holton of Florida State University. The complete synthesis of taxol has eluded chemists for the prior twenty years, since its anti-cancer potential was discovered.
Both methods of synthesis take more than 30 steps. This is not considered commercially viable. Yields are reported to be about 0.05%.
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New Methods: • Produced in over 50% yield from a chemical
10-deacetylbaccatin III (from Yew tree needles). At least two pharmaceutical companies now uses similar methodology for the commercial production of taxol from 10-deacetylbaccatin III.
• A number of companies have developed processes for producing taxol from cell cultures of Taxus brevifolia, Taxus cuspidata, and Taxus canadensis.
Taxol
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Outline
• Limiting Reagents (Chapter 9)
• Gases – Properties (Chapter 4)
• Gases – Laws (Chapter 4)
• Combined Gas Law (Chapter 4)
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Limiting Reactants – What is it?
• Example: Cu + S Cu2S
• We added lotsa Sulfur & reacted it.• Then we added extra sulfur & reacted it.
• We didn’t weigh the sulfur or worry when it burned away.
• Copper was the “limiting” reagent.
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26Cl2 + H2 2 HCl
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Limiting Reactants
Variable Bleach
0
20
40
60
80
0 2 4 6 8
Volume of Bleach (mL)
Vo
lum
e o
f O2
(m
L)
Variable Peroxide
0
20
40
60
80
0 2 4 6 8
Volume of H2O2 (mL)
Vo
lum
e o
f O
2
(mL
)