Predict the ideal values for the bond angles about each carbon atom in the following molecule. Indicate the hybridization of orbitals for each carbon. $$\mathrm{CH}_{3} \mathrm{CCCH}_{2} \mathrm{COOH}$$

To begin, draw the Lewis structure of the molecule, which will help in understanding the bonds and hybridization states of each carbon atom. The molecule \(CH_3CCCH_2COOH\) has the following Lewis structure: $$H_3C-C\equiv C-C-H_2-C(=O) - OH$$

Next, identify the carbon atoms that we need to analyze. In this molecule, there are five carbon atoms: 1. The left-most carbon atom (in the -CH_3 group) 2. The second carbon atom connected by a single bond to the first carbon 3. The third carbon atom connected by a triple bond to the second carbon 4. The fourth carbon atom connected by a single bond to the third carbon (in the -CH_2 group) 5. The fifth carbon atom connected by a double bond to an oxygen atom (in the -COOH group)

Determine the hybridization state of each carbon atom by counting the number of electron domains (regions of electron density) around each atom: 1. First carbon atom: 4 electron domains (3 hydrogens and one bond to carbon) → sp3 hybridization 2. Second carbon atom: 3 electron domains (1 sigma bond to carbon, 1 sigma bond to adjacent carbon, and 1 pi bond) → sp2 hybridization 3. Third carbon atom: 2 electron domains (1 sigma bond to carbon and 2 pi bonds) → sp hybridization 4. Fourth carbon atom: 4 electron domains (2 hydrogens and 1 sigma bond to each adjacent carbon) → sp3 hybridization 5. Fifth carbon atom: 3 electron domains (1 sigma bond to carbon, 1 sigma bond to oxygen, and 1 pi bond) → sp2 hybridization

Based on the hybridization states of each carbon atom, we can now predict the ideal bond angles: 1. First carbon atom (sp3 hybridization): Tetrahedral geometry (109.5° bond angles) 2. Second carbon atom (sp2 hybridization): Trigonal planar geometry (120° bond angles) 3. Third carbon atom (sp hybridization): Linear geometry (180° bond angles) 4. Fourth carbon atom (sp3 hybridization): Tetrahedral geometry (109.5° bond angles) 5. Fifth carbon atom (sp2 hybridization): Trigonal planar geometry (120° bond angles) The ideal values for the bond angles about each carbon atom in the molecule \(CH_3CCCH_2COOH\) are: 1. First carbon atom: 109.5° 2. Second carbon atom: 120° 3. Third carbon atom: 180° 4. Fourth carbon atom: 109.5° 5. Fifth carbon atom: 120°