Concept explainers
Draw the structure for each of the following:
- a. isobutyraldehyde
- b. diisopentyl
ketone - c. 3-methylcyclohexanone
- d. 2,4-pentanedione
- e. 4-bromo-3-heptanone
- f. 4-bromohexanal
(a)
Interpretation:
The structure of Isobutyraldehyde has to be drawn.
Concept Introduction:
For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:
- Parent chain.
- Functional group.
- Position of the functional group on the parent chain.
- Alkyl substituent.
- Position of the alkyl substituent on the parent chain.
Answer to Problem 28P
The structure of Isobutyraldehyde is given below:
Explanation of Solution
The compound has aldehyde group that is attached to the isobutyl group.
The structure of isobutyraldehyde is as follows.
(b)
Interpretation:
The structure of diisopentyl ketone has to be drawn.
Concept Introduction:
For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:
- Parent chain.
- Functional group.
- Position of the functional group on the parent chain.
- Alkyl substituent.
- Position of the alkyl substituent on the parent chain.
Answer to Problem 28P
The structure of diisopentyl ketone is given below:
Explanation of Solution
The compound has ketone functional group. Two isopentyl groups are attached to the keto group.
The structure of diisopentyl ketone is as follows.
(c)
Interpretation:
The structure of 3-methylcyclohexanone has to be drawn.
Concept Introduction:
For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:
- Parent chain.
- Functional group.
- Position of the functional group on the parent chain.
- Alkyl substituent.
- Position of the alkyl substituent on the parent chain.
Answer to Problem 28P
The structure of 3-methylcyclohexanoneis given below:
Explanation of Solution
The compound has ketone functional and group and it is cyclohexanone that has one methyl group at 3rd position of the cyclic ring.
The structure of 3-methyl cyclohexanone is as follows.
(d)
Interpretation:
The structure of 2,4-pentanedione has to be drawn.
Concept Introduction:
For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:
- Parent chain.
- Functional group.
- Position of the functional group on the parent chain.
- Alkyl substituent.
- Position of the alkyl substituent on the parent chain.
Answer to Problem 28P
The structure of 2,4-pentanedione is given below:
Explanation of Solution
The compound has two keto functional groups and these are attached to the pentane carbon chain.
The structure of 2,4-pentanedione is as follows:
(e)
Interpretation:
The structure of 4-bromo-3-heptanone has to be drawn.
Concept Introduction:
For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:
- Parent chain.
- Functional group.
- Position of the functional group on the parent chain.
- Alkyl substituent.
- Position of the alkyl substituent on the parent chain.
Answer to Problem 28P
The structure of 4-bromo-3-heptanone is given below:
Explanation of Solution
The compound has keto functional group and it is attached to the heptane carbon chain. At the 4th position of the carbon chain has bromine attachment.
(f)
Interpretation:
The structure of 4-bromohexenal has to be drawn.
Concept Introduction:
For any given organic compound name, the corresponding structure can be analysed and drawn by analysing or identifying the following aspects of the name:
- Parent chain.
- Functional group.
- Position of the functional group on the parent chain.
- Alkyl substituent.
- Position of the alkyl substituent on the parent chain.
Answer to Problem 28P
The structure of 4-bromohexenal is given below:
Explanation of Solution
The compound has bromine functional group at the 4th position from the aldehyde functional group on the hexane parent chain.
The structure of 4-bromohexenal is as follows:
Want to see more full solutions like this?
Chapter 12 Solutions
Essential Organic Chemistry (3rd Edition)
- What is the IUPAC name for this compound? Select one: a. 1,4-dimethyl-2-cyclohexanone b. cyclohexyl methyl ketone c. 2,5-dimethylcyclohexanone d. methylcyclohexanone e. 1,4-dimethyl-3-cyclohexanonearrow_forwardDraw the structures of the following compound and give it's IUPAC name: a. Methyl mercaptan b. sec-BUtyl mercaptan c. 2-Methyl-2-propanethiol d. 1-Pentanethiolarrow_forwardDraw your prefered structure for any or for all: a. 5-secbutylnonane b. 1-fluoro-3-iodocyclopentane c. 4,4-dimethyl-2-pentyne d. o-ethylpropylbenzenearrow_forward
- 5. What is the IUPAC name for the following compound? a. 4-hexanone b. 3-hexanone c. ethyl propyl ketone d. propyl ethyl ketone 6. What is the IUPAC name for the following compound? HO OH a. 2,3-dihydroxycyclopentanone b. 1,2-dihydroxy-3-cyclopentanone c. cyclopentanone-1,2-diol 7. What is the correct order of boiling points for the following compounds? ean d. cyclopentanone-2,3-diol HO. A B a. A>B>C b. C>B>A с. В> A>С d. A>C>B 8. Which of the following has the highest water solubility? a. butanal ь. 1-butanol c. I-hexanol d. hexanal 9. Which of the following is true of ketones? a. Most ketones are odorless. b. Most ketones have mild odors. c. Most ketones have strong pleasant odors. d. Most ketones have strong unpleasant odors. JPW Te orheries 10. Which of the following statements is true? a. Both aldehydes and ketones are easily oxidized. b. Neither aldehydes nor ketones are easily oxidized. c. Aldehydes are easily oxidized, but ketones are not. d. Ketones are easily oxidized, but…arrow_forwardThe type of intermediate formed when HgSO4/H2SO4/H2O is added to an alkyne is: a.an alcohol b.an aldehyde c.an enol d.a diol e.a ketonearrow_forward10. Draw a structural formula for each of the fol 'owing esters: a. cyclohexyl propanoate b. methyl formate c. ethyl benzoate d. isopropyl acetate e. butyl butanoate f. propyl pentanoatearrow_forward
- Show how to convert cyclohexanol to these compounds. a. Cyclohexene b. Cyclohexane c. Cyclohexanone d. Bromocyclohexanearrow_forwardWhat is the proper name for the following? Br a. 3-bromopentyl 3-chlorobutanoate b. 3-bromo 7-chloro-5-nonanoate c. 3-bromobutyl 3-chloropentanoate d. 3-bromobutyl 2-chloropentanoate e. 3-bromopentyl 2-chlorobutanoate f. 7-bromo 3-chloro-4-nonanoate g. 8-bromo 3-chloro-4-decanoate h. 3-bromo 8-chloro-7-decanoate Your answer is incorrect. The correct answer is: 3-bromopentyl 2-chlorobutanoatearrow_forward1. Give the skeletal structure and the IUPAC name for: a. n-propyl propenyl ether b. isobutyl tert-butyl ether C. sec-butyl alcohol d. cyclohexyl ethyl ether e. neopentyl alcohol f. cyclobutyl phenolarrow_forward
- Which of the following alkyl halide will emit green flash of flame when a solution was dipped in copper wire and heated in flame? a. All of these b. Chlorobenzene c. 1-Chlorobutane d. 2-Chloropropanearrow_forwardCyclopentanone is treated with chlorine (Cl2) in the presence of acid (H*). What product is formed? A. Chlorocyclopentane B. 1-chloro-1-hydroxycyclopentane C. 2-chlorocyclopentanone D. 3-chlorocyclopentanonearrow_forwardFLAVORANTS: Identify the aldehyde and ketone-containing flavoring compound from each following sources. Choose your best answer from the choices below A. 2-Octanone B. Citral C. Benzaldehyde D. Vanillin E. Cinnamaldehyde F. a-Damascone 1. Вerry 2. Mushroom 3. Lemongrass 4. Cinnamon 5. Almonds Idchyde or ketone formed froarrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY