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Answers07. Alkenes that are more substituted (i.e., have more carbons attached to the C=C double bond) are more electron rich and react faster with electrophilic reagents (e.g., HCI). The addition of HCI to cis-2- butene (1) or trans-2-butene (2), both of which have the same substitution, gives the same product, 2- chlorobutane (3). In the scheme below, circle the 2-butene isomer that reacts faster in this reaction. Hint: Draw the potential energy (PE) vs reaction coordinate (RC) diagram you saw for the Sy1 reaction (or review the University of Surrey video we saw in class). Are the isomeric 2-butenes at the same energy level in the starting material? Which one is higher? (06 points) HG CHy HCI W Hol HQ A REEL SE EP TE i BB © Ky HC ko CH 1 3 2 08. The reagent phenylsulfenyl chloride (PhSC) is known to add to alkenes in a stereospecific anti fashion (like the halogens). Given that the exo (top) face of bridged bicyclic alkenes is less hindered than the corresponding endo (bottom) face, predict the product of the following reaction. Hint: S is less electronegative than CI. Build a molecular model to help! (06 points) A PhSCI 09. Configuration. For each stereogenic center in the following chiral molecules, give the proper configuration(s) using the R/S (i.e., Cahn-Ingold-Prelog) convention. Please write only "R" or "S" in the space to the right of each structure. Hint: Use molecular models to help your with your responses! (08 points - 02 points each) a. b. woh \ fiber CoH HNC SC oli pl ofan as 9 N=7 | 3 y Cel 8 i A 0=9 3 de PSA R=\ HCS UD sH c H ie Ts A S= 1b G=0 H=\ C= p 11

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AnswersUploaded Image07. Alkenes that are more substituted (i.e., have more carbons attached to the C=C double bond) are more electron rich and react faster with electrophilic reagents (e.g., HCI). The addition of HCI to cis-2- butene (1) or trans-2-butene (2), both of which have the same substitution, gives the same product, 2- chlorobutane (3). In the scheme below, circle the 2-butene isomer that reacts faster in this reaction. Hint: Draw the potential energy (PE) vs reaction coordinate (RC) diagram you saw for the Sy1 reaction (or review the University of Surrey video we saw in class). Are the isomeric 2-butenes at the same energy level in the starting material? Which one is higher? (06 points) HG CHy HCI W Hol HQ A REEL SE EP TE i BB © Ky HC ko CH 1 3 2 08. The reagent phenylsulfenyl chloride (PhSC) is known to add to alkenes in a stereospecific anti fashion (like the halogens). Given that the exo (top) face of bridged bicyclic alkenes is less hindered than the corresponding endo (bottom) face, predict the product of the following reaction. Hint: S is less electronegative than CI. Build a molecular model to help! (06 points) A PhSCI 09. Configuration. For each stereogenic center in the following chiral molecules, give the proper configuration(s) using the R/S (i.e., Cahn-Ingold-Prelog) convention. Please write only "R" or "S" in the space to the right of each structure. Hint: Use molecular models to help your with your responses! (08 points - 02 points each) a. b. woh \ fiber CoH HNC SC oli pl ofan as 9 N=7 | 3 y Cel 8 i A 0=9 3 de PSA R=\ HCS UD sH c H ie Ts A S= 1b G=0 H=\ C= p 11

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Asked by: Chirag
Created at: 2025-07-29 04:17:28

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Let's go through the answers for each question based on the image: --- ### **07. Alkenes Reactivity & Energy Diagram** **Question Recap:** Which 2-butene isomer (cis or trans) reacts faster with HCl? Are they at the same energy level? Which is higher? **Answer:** - **Circle the faster reacting isomer:** **Cis-2-butene (compound 1)** reacts faster with HCl than trans-2-butene (compound 2). This is because the cis isomer is less stable (higher in energy), so it is more reactive. - **Are they at the same energy level?** No, **cis-2-butene** is higher in energy than **trans-2-butene** due to greater steric strain. - **Which is higher?** **Cis-2-butene** is higher in energy. --- ### **08. PhSCl Addition to Bicyclic Alkene** **Question Recap:** Which face (exo/top or endo/bottom) does PhSCl add to, and what is the product? (Hint: S is less electronegative than Cl) **Answer:** - The exo (top) face is less hindered, so PhSCl adds from the **exo (top) face**. - Since addition is anti, the PhS and Cl will add to opposite faces (one exo, one endo). - **Product:** - **PhS** adds to the **exo (top) face**. - **Cl** adds to the **endo (bottom) face**. --- ### **09. Configuration (R/S) Assignment** Let's check the answers written: #### a. - (No answer written, let's assign R/S) - The priorities (NH2 > CH2OH > CH2NH2 > H) - By Cahn-Ingold-Prelog, the configuration is **R**. #### b. - Answer: **R** (already written, correct based on priorities). #### c. - Answer: **S** (already written, correct based on priorities). #### d. - Answer: **S** (already written, correct based on priorities). --- ### **Summary Table** | Question | Answer | |----------|----------------------------------| | 07 | Cis-2-butene reacts faster; cis is higher in energy. | | 08 | PhS (exo/top), Cl (endo/bottom); anti addition. | | 09a | R | | 09b | R | | 09c | S | | 09d | S | If you need detailed explanations for each configuration or a drawn mechanism, let me know!

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