Detailed Lesson Plan in Organic Chemistry- Grade 10 THIRD QUARTER/THIRD GRADING PERIOD Prepared by: Shamarie Love R. Maribao I. Objectives At the end of the lesson, at least 85% of the students will be able to: a. b. c. d. define the cyclic hydrocarbon compounds; name the different cyclic compounds based on structures given; draw the structural formula of the given cyclic hydrocarbon; and appreciate the organic compounds that is used in everyday through identifying examples that essential in daily routine. II. Content a. Subject Matter: Subject: Organic Chemistry Topic: Naming and Structural Writing of Cyclic Hydrocarbon b. Integration: Geometry c. Values: Patience, Following Rules and Instructions, Collaboration d. Strategies: Collaborative, Inquiry-based Learning e. Materials: TV, Laptop, f. References: Fundamentals of Organic Chemistry (6th Edition) by John Mcmurry and Erik Semanik III. Learning task/procedure Teacher’s Activity a. Daily Routine “Goodmorning class” “ I am Ma’am Sha, a student of College of Education major in General Science as well as a teacher that standing here in front of you.” And I want you to remember this rules, 1. If I will raise my hand and “Close my fist” it means be Silent. Then, listen attentively. 2. If I raise “Two Thumbs up” tap your seatmate and say “ORG CHEM TIME” 3. And when I say “Class”, You will respond “Okeey Keyoow”. And I will start the discussion. Did you get it? Student’s Activity “Goodmorning Ma’am” “Yes Ma’am” Students answer in chorus. Thank you. So now, Please all stand and pick up pieces of papers that surrounds your chair. After that you may now take your seat. b. Review of previous topic Did the last meeting’s topic instill in your “Yes Ma’am” minds? So, I have a question for you, Where is the starting point of naming a substance if you are given this structure? “ student answer, In the left side of the structure and it is 3,3- dimethylpent-2-ene” “ Yes, Brilliant” Another one, How can you name this structure? “ student answer 3- methylhexane” “Yes, Right. Very Good! “ We need to find first the longest continuous What chain are we going to consider 1st in C chain so that we can start naming an organic naming an organic compound? compound” Yes, That’s Right!. c. Motivation “You already know how to name “Yes Ma’am” structures that looks like these, right?” 1. 2. “ How about if the structure of a compound will looks like these?” 1. 2. 3. “How can we name these structures? Anyone from the class who has an idea? “Yes, you have that idea!” “But how can we classify this figures since it is enclosed?” “ It is the same way as the last topics’ naming ma’am” What do you think is our topic for today? Student just listen with curiousity. Students guessing. d. Lesson Proper “As far as each of you know how to name and make a structure about the open-chain hydrocarbons which is the last meetings topic. But, there are also chains of compounds that can be classify as rings of carbon atoms. These series of atoms in a compound that as you can see, vary in sizes. These compounds that connects to form a ring is called as the CYCLIC HYDROCARBON. It is mainly composed of Carbon and Hydrogen atoms. It composes a –CH2- units and follows a general formula (CH2)n . Those examples that I give you earlier are the examples of a cyclic hydrocarbon.” What do you think is the difference between an open-link chain and cyclic hydrocarbon compound? Can I hear the voice from the Student standing. “ For me ma’am, In order to person at the back? differentiate the cyclic from open-link, we will use the prefix “cyclo” for cyclic hydrocarbons. “Yes, Brilliant idea!” “ It is Cycloalkenes Ma’am” If the ring is bonded in a single bond, we call it as Cycloalkanes. What about in double bond? “ Cycloalkynes” Very Good! In triple bond?..... Great! “Select the LONGEST continuous chain of So we follow different steps in naming a cyclic carbon atoms containing the functional group hydrocarbon compound. In the previous topic, or multiple bond. What is the 1st step in naming a hydrocarbon compound? Yes, That’s Right! The same as in cyclic hydrocarbon, there is a need to 1. Determine the cycloalkane to use as the parent chain. The parent chain is the one with the highest number of carbon atoms. If there are two cycloalkanes, use the cycloalkane with the higher number of carbons as the parent chain. 2. If there is an alkyl straight chain that has a greater number of carbons than the cycloalkane, then the alkyl chain must be used as the primary parent chain. Cycloalkane acting as a substituent to an alkyl chain has an ending "-yl" and, therefore, must be named as a cycloalkyl. Just for example, In these figure, “ A student standing. It is “Cyclopropane Ma’am”. How can we name this one? Anybody from the class? You have the idea! But remember in the 2nd rule. We need to consider also the longest straight chain in the figure. The longest straight chain contains 10 carbons, compared with cyclopropane, which only contains 3 carbons. Because cyclopropane is a “Yes, Ma’am” substituent, it would be named a cyclopropyl substituted alkane. Did you get it class? 3. When naming the cycloalkane, the substituents and functional groups must be placed in alphabetical order. Like for example the “2-bromo-1-chloro-3methylcyclopentane” NOTE: That "f" of fluoro alphabetically precedes the "m" of methyl. Although "di" alphabetically precedes "f", it is not used in determining the alphabetical order. 4. Name the compound. Let’s start now with naming a single bond which is the cycloalkanes. “ The first one is the open-chain hydrocarbon and the other one is the cyclic hydrocarbon” What is the difference between these two figures? Very Good!! “It is also based from the rules given Ma’am” How can we name this Cyclic Hydrocarbon? Any wild guess from the class? Yes, in this figure, you have your freedom to choose in what carbon would like to start counting. (counting) “There are 4 carbon atoms and 8 Hydrogen atoms Ma’am. How many carbon and hydrogen atoms are there in this figure? Student just listening. “Since it is cyclic hydrocarbon we will use the Very Good! Word “Cyclo “ and Butane since it is a single bond.” Since, It has 4 carbon atom, How can we name it now? “Yes, Ma’am” Now, Combine the two words to form one word “Cyclobutane” is the name of the first example. Did you get it class? What if we have this kind of structure now: A student volunteer. “ It is cycloheptene” “ It is because it has a double bond Ma’am. “I want a volunteer from the class to answer this one” Wow, you have a sharp mind! Why do you say so? That’s Right! What about if there is now a substituent? How can we name it now? If the figure is just like this: Students in silence. In this example, how are we going to name this “It’s Cyclobutane Ma’am” one? What is the name of the compound if there is now substituent? But before that, What is the name of the ring “The name should be in alphabetical order form? ma’am if both is in equidistant. So the carbon one will start in the Ethyl group.” Very Good! How about if we consider the substituent? Which is the carbon number 1? What should we do if there is two or more substituents? And in equidistant? Yes, Brilliant idea! “You are so intelligent class.” Another example, if we had this kind of structure, How can we name this structure? “It is 1- heptylcyclobutane” I want Ms…… In silence. . “If there is an alkyl straight chain that has a greater number of carbons than the cycloalkane, then the alkyl chain must be used “Are you sure?” as the primary parent chain. Cycloalkane acting as a substituent to an alkyl chain has an Remember again class, We should follow the ending "-yl" and, therefore, must be named as rule, What is the Rule number 2 again? a cycloalkyl.” (calling randomly) Student nodding “Yes, Ma’am” “ Yes, Ma’am” Yes! So, in the given structure the cyclic hydrocarbon there will turn into a substituent. Are we clear with the naming of cyclic hydrocarbon class? Students answering in the board. Let’s Proceed now to Structure making which “GROUP 1” is much easier than naming a compound. If you are given a name : 1. 2. 3. 4. 1-Bromo- 3-Flourocyclohep-2-ene 3- cyclohexyloct-2- ene 4,5-dimethylcyclodecene 3-ethyl-1,3-dimethylpentane “GROUP 2” “You will draw the structure of this names in the board. It is by group. This row is for 1st group……..followed by the 2nd third and fourth. You will answer the following corresponding “GROUP 3” item in the board. In 3 minutes, “TIMER STARTS NOW” “GROUP 4” “ Are we all done” You may now go back to your seats. Let us check your work. (checking each groups work.) “Is all the structures correct?” “Who says no? And who says it is correct?” No one answers. And why? GROUP 1 REPRESENTATIVE STANDING. Okay, I want a volunteer from the group to And answer. explain the answers. GROUP 2 REPRESENTATIVE STANDING Very good! Group 1, let us go now to the group 2. GROUP 3 REPRESENTATIVE STANDING Brilliant! GROUP 4 REPRESENTATIVE STANDING Now, the group 3. You’re so good class. Let’s here now the Group 4 answer! Yes, Correct. Since, you already know how to construct structures based on the given name. “Yes, Ma’am” Are still with me Jupiter? Again, what is cyclic hydrocarbon? “Cyclic hydrocarbon is also chains of compounds that can be classify as rings of carbon atoms. These series of atoms in a compound that as you can see, vary in sizes. These compounds that connects to form a ring What a sharp mind! What prefix are we going to add in naming cyclic hydrocarbon? “ It’s –cyclo Ma’am.” “What are the things that we should remember “The prefix cyclo in the parent name, assign in naming cyclic hydrocarbon compounds?” locant numbers to substituents in a way that substituents have the lowest possible locants, and arrange the name alphabetically.” What is the Importance of Cyclic Hydrocarbon in our daily life? “In day to day living, the cyclic organic compounds gives us knowledge on what we are dealing with every day, like the food we eat that contains preservatives. The soap, shampoo , lotion and different materials that can we infer with hydrocarbon compound. We can now read properly the ingredients that we use in our shampoo, soap, and other things that we use every day.” Yes, That’s Right. Thank you Jupiter! You have the sharp mind. Cyclic hydrocarbon is very important. Based on you classmates, this will help you read about the labels of foods preserve, the chemicals compounds on the things we used and many more. Every single day, we encounter different organic compounds. And I want you to instill in your minds that everything exist has it’s own purpose. So give importance on it. And that’s all about Cyclic Hydrocarbon compound. Are you ready now for a short quiz? Let’s see if you really understand the topic. IV. EVALUATION Test I. Short answer. Answer each question to the bests of ability on the space provided. 1. What is a cyclic hydrocarbon compound? _____________________________________________________________________ ____________________________________________________________________. 2. What is the difference between an open-link chain and a cyclic hydrocarbon? _____________________________________________________________________ ____________________________________________________________________. Test II. Identification. Give the name or structure of the following hydrocarbons in column A, write your answer on the space in column B. Column A Column B 1-sec-butyl-4-ethyl-3,4dimethylcyclopentane 1. 4-cyclopentylnonane 2. 3. 3,5,7-tripropylcyclooctene 4. 4-ethyl-9-isopropylcyclodecyne V. Assignment In a ½ crosswise, Formulate your own Cyclic Hydrocarbon Compound.