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2003 AP Chemistry FRQs #8

2003 AP Chemistry FRQs #8. Compound Name Compound Formula Change in Hvap (kJ mol-1 Propane CH3CH2CH3 19.0 Propanone CH3COCH3 32.0 1-propanol CH3CH2CH2OH 47.3 8. Using the information in the table above, answer the following questions about organic compounds.

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2003 AP Chemistry FRQs #8

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  1. 2003 AP Chemistry FRQs #8

  2. Compound Name Compound Formula Change in Hvap (kJ mol-1 Propane CH3CH2CH3 19.0 Propanone CH3COCH3 32.0 1-propanol CH3CH2CH2OH 47.3 8. Using the information in the table above, answer the following questions about organic compounds

  3. a. For propanone, i. draw the complete structural formulaii. Predict the approximate carbon to carbon bond angle • i. H H O H C C C H H H

  4. ii. The approximate carbon to carbon bond angle is 120o because the carbon to carbon bond is has the hybridization of sp2, which has 120o bonds. • b. For each pair of compounds below, explain why they do not have the same value for their standard heat of vaporization, change in Hvap (You must include specific information about both compounds in each pair) • i. Propane and propanone • ii. Propanone and 1-propanol

  5. Propane H H H H C C C H H H H

  6. Propanone Double bond H H O H C C C H H H

  7. Hydrogen bond H H H H C C C O H H H H 1-propanol

  8. i. Propane has the lowest Hvap because it only has single bonds, which are broken the most easily. • Propanone has a double bond, which is stronger and shorter in length than a single bond. The energy required to break a single bond is less than the energy required to break a double bond. • ii. 1-propanol has the highest Hvap due to the fact that it has a hydrogen bond (O and H), which more energy to break than both single and double bonds.

  9. c. Draw the complete structural formula for an isomer of the molecule you drew in part (a) (i) H H H H C C C O H H

  10. H • Given the complete structural formula for propyne below • i. indicate the hybridization of the carbon atom indicated by the arrow in the structure above • ii. indicate the total number of sigma () bonds and the total number of pi () bonds in the molecule H C C C H H

  11. i. The hybridization of the carbon atom indicated by the arrow in the propyne is sp, as it has two bonds and no lone pairs. • ii. Propyne has 2 pi bonds and 6 sigma bonds The carbon has one single bond and one triple bond. The single bond is 1 sigma bond whereas the triple bond has 2 pi bonds and 1 sigma bond for the total of 2 sigma bonds and 2 pi bonds C has 4 single bonds, and each single bond is a sigma bond H H C C C H H

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