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Transcript
Name: Suzanne Monir
Date: Nov. 13/08
Strand: University Prep
Unit: Organic Chemistry
Lesson Title: Alcohol/Ether Reactions, Aldehyde/Ketones
Lesson Length (approximate): 75 minutes
Lesson Expectations: OC1.02, OCV.01,.02,.03
Description of Activity
1. Elimination Reactions
2. Alcohols (Properties and Naming)
3. Model Activity (Group work)
Learning Skills to be Addressed
Independent work, Initiative, homework completion, Use of information, Cooperation with
others, Conflict resolution, Class participation, problem solving, Goal setting to improve work,
or others (specify).
Assessment Tools and Criteria
Assignment on Alcohol Derivatives (see attached)
Key Concepts and Vocabulary
Elimination reactions
Dehydration
Hydroxyl groups/ -OH groups
Functional group – a structural arrangement of atoms that imparts particular characteristics to
the molecule
Required Resources and Materials
Prior
Functional Groups Sheet (see attached)
Nelson Chemistry – 12 – Unit 1, section 1.5,1.6
To save time, give homework solutions for previous day
Concepts or Skills
Halogens
Substitution/addition reactions
Teaching-Learning Strategies and Lesson Sequence:
Before ( 15 min.)
(Distribute Sheet of functional groups)
Simplified the classifications
(define functional group)
Start them off and tell them to continue to fill reaction types
Properties of alcohols:
- Increased bp
- Since it has polar and non-polar end, very good solvent since they
dissolve both polar and non-polar cmpds (compared to hexane only non)
- Boiling Points: (ethane - -88.6 C, chloroethane 12.3 C, ethanol 78.4 C)
Reactions:
1. Can also undergo combustion (just say)
2. Already talked about their formation with hydration. Alkene +
WHAT for alcohols?
3. Similar to organic halides, alcohols undergo elimination to form
alkenes. Adjacent carbon must have H (3-pentanol)
Notes
During ( 15-45
min.)
Assessment/
Evaluation
Ethers
 For many years, ethoxyethane commonly called ether) was used as an
anesthetic
 Ether is an oxygen with 2 alkyls attached
 Are they polar? Do they have as intermolecular forces as strong as
alcohols? (NO) – more polar than alkanes but less than alcohol – good
solvents
 Naming: adding oxy to smaller alkyl group, and larger alkyl taken as
parent chain. e.g. methoxypropane (on board)
 Ethers can be formed by reaction of 2 alcohols under acidic conditions
with LOSS OF WATER - because of the loss of water this is called a
dehydration reaction
Aldehydes and Ketones (an intro before we go through the sheets)
 an aldehyde is like a ketone on the last carbon so it is attached to an H.
In the centre is a C=O which is called a carbonyl group.
 In Naming – aldehydes end with "al"
 Ketones have an "one" at the end of the alkane name and a # where
the carbonyl is.


Acetone common name for propanone which is nail polish remover
Formaldehyde common name for propanal which is used to preserve
dead bodies

Aldehydes and ketones are formed from the oxidation of alcohols
(potassium permanganate and chromium derivatives).
Since aldehydes are terminal, they are formed from terminal alcohols
which are primary (OH removed and H from adjacent carbon)
Ketones, which are not terminal, are formed from secondary alcohols –
while tertiary alcohols do not react (no H adjacent)
Aldehydes and ketones can be converted back to alcohols with
reduction reactions such as hydrogenation



After (
45-75
min.)
Modelling (Group activity)
Activity time: 30 minutes:
(Each team is labeled with 1 model kit and access to boards or large sheet with
markers)
 Split class into even numbered groups (Counting off to 6)
 Team will delegate one presenter and the rest will be research associates
 6 groups: Names – Faraday, Planck, Bohr, Huckel, Avagadro and Hess
 Make students count to 6, and all people that shouted 1 are group 1, etc.
 As a group, they will build models of organic reactions and their products,
by picking up package and following instructions and using included model
 They will also write down the equation on a paper.
 When time ends, the researchers will go to another reaction and learn what
took place, while presenters remain behind and explain group reaction to
visiting research team
 When time ends, researchers will return to original presenter and NEW
explain reaction
 When time ends, all researchers will return to stations and present the new
material to the class
Homework
Safety
No demos…
Accommodations and Modifications
Gave more than 30 minutes for activity – more like 45 to really get the most out of it.,
Reflection
What went well?
They explain to each other very well, and later I’ve found they really remember the material
and their understanding is enduring
What could be changed?
Be sure to reflect on lesson a little the next day to make sure all understood
Team Faraday (teamed with team Planck)
Within your groups, delegate a Presenter and the remaining team will be the research team.
Roles:
Presenter – participate in group model building, present group work to another team, learn a new reaction from his
original research team and write equation on board.
Researchers – participate in group model building, visit another team and learn their reaction, take model and
reaction back to presenter and teach the reaction to presenter.
Round 1:
As a team, build your models of molecules described in box below. Write down structures and distinguish what
time of reaction it is
Round 2 (first time change)
 Presenter will remain at station and present to visiting Planck research team
 Researchers will travel to station Planck to learn about their reaction and models
Round 3: (second time change)
 Researchers return to Faraday station with their models
 Presenter learns of reaction from Planck station from Researchers
Round 4:
Presenter writes overall reaction (with structures) from team Planck on chalkboard. Explains reaction to class
Model Building:
Methyl Propan-2-ol + oxidizing agent [O] → ?
NB: Write down structures. Also write down explanation about the product (or lack of)
Type of reaction: Alcohol oxidation
Modelling: (Carbon-black; Hydrogen–white;Oxygen-Red) – model methylpropan-2-ol only but explain reaction
Team Planck(teamed with team Faraday)
Within your groups, delegate a Presenter and the remaining team will be the research team.
Roles:
Presenter – participate in group model building, present group work to another team, learn a new reaction from his
original research team and write equation on board.
Researchers – participate in group model building, visit another team and learn their reaction, take model and
reaction back to presenter and teach the reaction to presenter.
Round 1:
As a team, build your models of molecules described in box below. Write down structures and distinguish what
time of reaction it is
Round 2 (first time change)
 Presenter will remain at station and present to visiting Faraday research team
 Researchers will travel to team Faraday to learn about their reaction and models
Round 3: (second time change)
 Researchers return to Planck station with their models
 Presenter learns of reaction from Faraday station from Researchers
Round 4:
Presenter writes overall reaction (with structures) from team Faraday on chalkboard. . Explains reaction to class
Model Building (Preparation of Ether):
Ethanol + Methanol + H2SO4(catalyst)→ (? – IUPAC name) + H2O
NB: Write down structures.
Type of reaction: Condensation (define)
Modelling: (C - black; H – white; O – Red) – make models of ethanol, methanol and product
Team Huckel(teamed with team Bohr)
Within your groups, delegate a Presenter and the remaining team will be the research team.
Roles:
Presenter – participate in group model building, present group work to another team, learn a new reaction from his
original research team and write equation on board.
Researchers – participate in group model building, visit another team and learn their reaction, take model and
reaction back to presenter and teach the reaction to presenter.
Round 1:
As a team, build your models of molecules described in box below. Write down structures and distinguish what
time of reaction it is
Round 2 (first time change)
 Presenter will remain at station and present to visiting Bohr research team
 Researchers will travel to station Bohr to learn about their reaction and models
Round 3: (second time change)
 Researchers return to Huckel station with their models
 Presenter learns of reaction from Bohr station from Researchers
Round 4:
Presenter writes overall reaction (with structures) from team Bohr on chalkboard. . Explains reaction to class
Model Building:
Chloropropane + base (OH-) → (?) + H2O + ClNB: Determine product. Write down all structures, then model
Type of reaction: Elimination/Preparation of Alkene
Modelling: (Carbon-black; Hydrogen–white;Chlorine-green)– model chloropropane, product & explain reaction
Team Bohr(teamed with team Huckel)
Within your groups, delegate a Presenter and the remaining team will be the research team.
Roles:
Presenter – participate in group model building, present group work to another team, learn a new reaction from his
original research team and write equation on board.
Researchers – participate in group model building, visit another team and learn their reaction, take model and
reaction back to presenter and teach the reaction to presenter.
Round 1:
As a team, build your models of molecules described in box below. Write down structures and distinguish what
time of reaction it is
Round 2 (first time change)
 Presenter will remain at station and present to visiting Huckel research team
 Researchers will travel to station Huckel to learn about their reaction and models
Round 3: (second time change)
 Researchers return to Bohr station with their models
 Presenter learns of reaction from Huckel station from Researchers
Round 4:
Presenter writes overall reaction (with structures) from team Huckel on chalkboard. . Explains reaction to class
Model Building:
Propan-2-ol + oxidizing agent [O] → ?? (ketone)
NB: Determine product. Write down all structures, then model
Type of reaction: Alcohol oxidation/preparation of ketone
Modelling: (Carbon-black; Hydrogen–white;Oxygen-Red) – model propan-2-ol & Ketone(?) & explain reaction
Team Avagadro (teamed with team Hess)
Within your groups, delegate a Presenter and the remaining team will be the research team.
Roles:
Presenter – participate in group model building, present group work to another team, learn a new reaction from
this original research team and write equation on board or paper.
Researchers – participate in group model building, visit another team and learn their reaction, take model and
reaction back to presenter and teach the reaction to presenter.
Round 1:
As a team, build your models of molecules described in box below. Write down structures and distinguish what
time of reaction it is
Round 2 (first time change)
 Presenter will remain at station and present to visiting Hess research team
 Researchers will travel to station Hess to learn about their reaction and models
Round 3: (second time change)
 Researchers return to Faraday station with their models
 Presenter learns of reaction from Hess station from Researchers
Round 4:
Presenter writes overall reaction (with structures) from team Hess on chalkboard. . Explains reaction to class
Model Building:
propanol + oxidizing agent [O] → (?)
NB: Determine product; also write down explanation that there is no product
Type of reaction: Alcohol oxidation/Preparation of aldehyde
Modelling: (Carbon-black; Hydrogen–white;Oxygen-Red) – model reactant & product & explain reaction
Team Hess (teamed with team Avogadro)
Within your groups, delegate a Presenter and the remaining team will be the research team.
Roles:
Presenter – participate in group model building, present group work to another team, learn a new reaction from his
original research team and write equation on board.
Researchers – participate in group model building, visit another team and learn their reaction, take model and
reaction back to presenter and teach the reaction to presenter.
Round 1:
As a team, build your models of molecules described in box below. Write down structures and distinguish what
time of reaction it is
Round 2 (first time change)
 Presenter will remain at station and present to visiting Avogadro research team
 Researchers will travel to station Avogadro to learn about their reaction and models
Round 3: (second time change)
 Researchers return to Hess station with their models
 Presenter learns of reaction from Avogadro station from Researchers
Round 4:
Presenter writes overall reaction (with structures) from team Avogadro on chalkboard. . Explains reaction to class
Model Building (Preparation of Ether):
2-propanol + H2SO4(catalyst)→ (?) + H2O
Type of reaction: Elimination – specifically dehydration(define)
Modelling: (Carbon- black; Hydrogen – white; Oxygen – Red) – make models of 2-propanol & product
Team Faraday
Team Planck
Team Hess
Team Avogadro
Team Bohr
Team Huckel