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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