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Chapter 26: Problem 75

Supply condensed or structural formulas for the following substances. (a) 1,5 -cyclooctadiene (an intermediate in the manufacture of resins) (b) 3,7,11 -trimethyl- 2,6,10 -dodecatriene- 1 -ol (farnesol \(-\) odor of lily of the valley) [Hint: Dodeca means \(12 .]\) (c) 2,6 -dimethyl- 5 -hepten- 1 -al (used in the manufacture of perfume).

Short Answer

Expert verified
The condensed or structural formulas for 1,5 -cyclooctadiene, 3,7,11 -trimethyl- 2,6,10 -dodecatriene- 1 -ol and 2,6 -dimethyl- 5 -hepten- 1 -al can be drawn by decoding the IUPAC names and representing chemical connections between atoms as indicated by their positions in the name. The respective compounds should correspond to their names in atom count and structure.

Step by step solution

01

Draw Structure for 1,5 -cyclooctadiene

1,5 -cyclooctadiene is a cycloalkene, a class of compound with one or more carbon rings and one or multiple double bonds. 'Cycloocta' represents an eight-membered carbon ring. 'Diene' indicates there are two double bonds in this molecule, at positions 1 and 5. Hence, draw an eight-membered ring and place double bonds between the 1st-2nd and 5th-6th carbons.
02

Draw Structure for 3,7,11 -trimethyl- 2,6,10 -dodecatriene- 1 -ol

'Dodeca' indicates a twelve-carbon chain, while 'triene' indicates the presence of three double bonds, located at positions 2, 6, and 10. '3,7,11-trimethyl' signifies the existence of three methyl groups (-CH3), attached at carbon atoms 3, 7, and 11. '1-ol' indicates the presence of a hydroxyl (-OH) group at the 1st carbon atom. To draw the structure, start with a twelve-carbon chain, then add the double bonds, methyl groups, and the hydroxyl group at their respective positions.
03

Draw Structure for 2,6 -dimethyl- 5 -hepten- 1 -al

'Hepta' indicates a seven-carbon chain. 'ene' means there is one double bond, and it's located at position 5. '2,6-dimethyl' signifies the existence of two methyl groups on the 2nd and 6th carbon atoms. '1-al' signifies an aldehyde functional group (-CHO) at carbon atom 1. Start by drawing a seven-carbon chain and then add the double bond, methyl groups, and the aldehyde group at their respective positions.

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Most popular questions from this chapter

Draw as many structural isomers as you can for cyclic ethers (no - OH groups) having the formula \(\mathrm{C}_{4} \mathrm{H}_{6} \mathrm{O}\) Try to draw at least six. (There are more than six.).

Give the isomers of the carboxylic acid with molecular formula \(\mathrm{C}_{5} \mathrm{H}_{10} \mathrm{O}_{2}\).

Consider the following molecular formulas. How many elements of unsaturation are there in each case? (a) \(\mathrm{C}_{4} \mathrm{H}_{11} \mathrm{N} ;\) (b) \(\mathrm{C}_{4} \mathrm{H}_{6} \mathrm{O} ;\) (c) \(\mathrm{C}_{9} \mathrm{H}_{15} \mathrm{ClO}\).

With appropriate sketches, represent chemical bonding in terms of the overlap of hybridized and unhybridized atomic orbitals in the following molecules. (a) \(\mathrm{C}_{4} \mathrm{H}_{10} ;\) (b) \(\mathrm{H}_{2} \mathrm{C}=\mathrm{CHCl} ;\) (c) \(\mathrm{CH}_{3} \mathrm{C} \equiv \mathrm{CH}\).

Draw structural formulas for all the isomers of \(\mathrm{C}_{7} \mathrm{H}_{16}\).
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