Molecule: 5-methylhept-3-ynoic acid
FOR ALL STEPS: Draw using a chemical drawing program or other computer generated form the structural formula of your molecule
1. Determine if your molecule contains any chiral carbons. If there are chiral carbons in your molecule, circle or highlight all of them. If your molecule does not contain any chiral carbons explain why none of the carbons are chiral.
2. Calculate the maximum number of possible stereoisomers of your molecule using the following formula: Maximum number of possible stereoisomers = 2n (where n= the number of chiral carbons in your molecule). This calculation does not include E- or Z isomers for any compounds containing double bonds
3. Draw the possible stereoisomers of the molecule using a chemical drawing program or other computer-generated form. No hand drawn structures will be accepted. Note that E-, Z- isomers of each stereoisomer are also possible and would not be accounted for by the formula above; draw any E- or Z isomers.
4. Draw using a chemical drawing program or other computer generated form, the expanded structure of your molecule. (If the structure already contains any dashed lines, make them solid (non-dashed) covalent bonds for this assignment so that they are not confused with hydrogen bonds)
5. Illustrate all the locations where your molecule could form hydrogen bonds with water either as a hydrogen donor or as a target (receiver) of hydrogen bonds from water. Do this by drawing using a chemical drawing program or other computer generated form, bent water molecules as necessary and representing hydrogen bonds between water and the molecule using dashed lines. Be sure it is clear exactly which atoms on each molecule are involved in the hydrogen bonds. No hand drawn structures will be accepted.
6. If your molecule is not capable of forming hydrogen bonds with water explain why not
7. Circle or highlight all polar portions of the molecule
8. Make predictions whether your molecule will be soluble in water or not and explain your rational. Note that there may be no correct answer as often solubility must be tested. Therefore the explanation may be more important the prediction itself.