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Material Type: Exam; Class: Organic Chemistry 1 - Introduction; Subject: Chemistry; University: Pennsylvania State University-Penn State Lehigh Valley; Term: Forever 1989;
Typology: Exams
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Part I. Below is a skeletal structure of Ibuprofen. Complete the structure with hydrogen atoms and any other necessary group. Add all lone pair electrons to the structure on the right. Write the complete formula for the molecule using the following order: C, H, O.__________ Identify the hybridization of the element enclosed in a box. 1. _____
Name the functional group and compound class for 3, 5 _____________ ___________________ 3, 4, 5, 6 _____________ ___________________ 4, 6 _____________ ___________________ Choose a number(s) for the most basic area on the molecule ______ Electrostatic potential surface color? ______ Define Lewis base _________________________________________________________ Choose a number(s) for the most acidic area on the molecule ______ Electrostatic potential surface color? ______ Define Lewis acid _________________________________________________________
Part II. Draw the structure of 1-butene. React 1-butene with hydrogen chloride and show the product. Name the product _________________________ Explain the location of the chloride ion on the product. Incorporate the following words into the answer: carbocation, primary, secondary, Markovnikov, stability, making sure the terms are clearly defined.
On 1-butene indicate the number of sigma bonds ________ pi bonds ________ The orbitals used by the two carbon atoms of the double bond? ________________ Of the two reactants in Part II identify the nucleophile _____________ the electrophile _____________ Show the mechanism steps for 1-butene + hydrogen chloride.
Part IV. Halogenation To answer the questions below, consider the following reaction: On the structures provided below, show all electron flow with arrows for the mechanism of this reaction. Since the two bromine atoms add to opposite faces of the cyclohexene double bond, we say that the reaction occurs with: a. syn stereochemistry b. cis stereochemistry c. anti stereochemistry d. retention of stereochemistry Part V. Products Indicate the product(s) of each of the following reactions. Show any necessary stereochemistry.
Name the products of the reaction above. _______________________
Part VI. Show the hydration of 4-octyne. Include the needed reactants, the two equilibrium products, and name the stable product.