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A: A question based on introduction to organic chemistry that is to be accomplished.
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- Complete the equation for the reaction between each Lewis acid-base pair. In each equation, label which starting material is the Lewis acid and which is the Lewis base; use curved arrows to show the flow of electrons in each reaction. In doing this problem, it is essential that you show valence electrons for all atoms participating in each reaction. (a) (b) (c) (d)The following are equivalent ways of asking about the acidity of an H atom: • What is the most acidic H on the molecule? • Which H is associated with the published pKa value? • Which H on the molecule is easiest to remove? • Which H on the molecule takes the least energy to remove? • Which bond to an H is most polarized? • For which H atom is removal least uphill in energy? • Which bond to an H atom, when broken, results in the lowest PE conjugate base? We will often find the last of these questions is easiest to answer. To do this, find all the different Hatoms on the molecule, and draw all possible conjugate bases.Only the lowest-energy one is the “real” conjugate base. Identify this structure, and you have found the most acidic H. Use this strategy to find the most acidic H on each of the following molecules. Note: Each structure hasat least three different kinds of H’s, so draw at least three unique conjugate bases for each.Choose the stronger (less stable, more basic, more reactive) base in the following pair of molecules. Consider the basicity of only the indicated atom. A B ОА B
- 2. Which is the most acidic hydrogen in the following compound? Provide a brief explanation. H H H. H, II IV +H `H.4. Label the three oxygens in compounds A, B, and C in order of Lewis basicity, with 1 being the most basic and 3 being the least. Explain your choice for the most basic one. B C H H H H F3CWhich compound would be the strongest acid? O CH3CCI2CH2CO2H O CH3CHCICHCICO2H O CH3CH2CCI2CO2H O CICH2CHCICH2CO2H
- Choose the most acidic and least acidic of the compounds given below. A OH B The most acidic compound is: [Select] The least acidic compound is: [Select] OH C OH CI D ū O OH5. Identify which of the following is a) the most acidic and b) the most basic NH2 ÇH, CH, NH2 CHa H3C HO H,C CH, CH, 9 ÇH, CH, CH3 CH H,C H,C H,C4. Identify the second weakest acid and the third strongest acid out of the following compounds. HC1 CH4 NH3 PH3 H₂S
- Rank the compounds in order of decreasing acidity. Most acidic Least acidic Answer Bank BRCH, CO,H CICH, CO,H FCH, CO,HRank the indicated atoms from the most (1) to the least (3) basic. C ANH NH2 A BWhich factors affect the strength of acid? a) The polarity of the molecule b) The strength of the H-A bond c) Stronger acids have a larger Ka d) All of the above
