
Concept explainers
(a)
Interpretation:
The physical state of ethene at room temperature and pressure has to be indicated with the help of Figure 13-7.
Concept Introduction:
Organic compounds are represented shortly by the molecular formula and structural formula. Each and every compound has its own molecular formula. Compounds can have same molecular formula but not same structural formula.
Alkenes and cycloalkenes are hydrocarbons. They are nonpolar molecules. Water is a polar molecule. Therefore, alkenes and cycloalkenes do not get solubilized in water. In other words, alkenes and cycloalkenes are insoluble in water.
Regarding density, alkenes and cycloalkenes have density lower than water. When alkenes and cycloalkenes are mixed with water, two layers are formed which is a result of insolubility. Alkenes and cycloalkenes are present on top of water layer which is due to lesser density.
Boiling point of alkenes and cycloalkenes increase with an increase in carbon‑chain length or the ring size. The continuous chain alkenes which contain two to four carbon atoms are gases at room temperature. The continuous chain alkenes that contain five to seventeen carbon atoms and one double bond are liquids at room temperature.
When branching happens in the carbon chain, it lowers the boiling point of alkenes. In simple words, unbranched alkenes have more boiling point than branched alkenes with the same number of carbon atoms.
Cycloalkenes have more boiling point compared to noncyclic alkenes with the same number of carbon atoms. This is due to the more rigid and more symmetrical structures that occur in cyclic systems. Cyclopropene and cyclobutene are relatively unstable compound and gets converted into other hydrocarbons.
(b)
Interpretation:
The physical state of 1-pentene at room temperature and pressure has to be indicated with the help of Figure 13-7.
Concept Introduction:
Organic compounds are represented shortly by the molecular formula and structural formula. Each and every compound has its own molecular formula. Compounds can have same molecular formula but not same structural formula.
Alkenes are linear chain unsaturated hydrocarbons and cycloalkenes are cyclic carbon chain unsaturated hydrocarbons. They both occur naturally.
Alkenes and cycloalkenes are hydrocarbons. They are nonpolar molecules. Water is a polar molecule. Therefore, alkenes and cycloalkenes do not get solubilized in water. In other words, alkenes and cycloalkenes are insoluble in water.
Regarding density, alkenes and cycloalkenes have density lower than water. When alkenes and cycloalkenes are mixed with water, two layers are formed which is a result of insolubility. Alkenes and cycloalkenes are present on top of water layer which is due to lesser density.
Boiling point of alkenes and cycloalkenes increase with an increase in carbon‑chain length or the ring size. The continuous chain alkenes which contain two to four carbon atoms are gases at room temperature. The continuous chain alkenes that contain five to seventeen carbon atoms and one double bond are liquids at room temperature.
When branching happens in the carbon chain, it lowers the boiling point of alkenes. In simple words, unbranched alkenes have more boiling point than branched alkenes with the same number of carbon atoms.
Cycloalkenes have more boiling point compared to noncyclic alkenes with the same number of carbon atoms. This is due to the more rigid and more symmetrical structures that occur in cyclic systems. Cyclopropene and cyclobutene are relatively unstable compound and gets converted into other hydrocarbons.
(c)
Interpretation:
The physical state of cyclobutene at room temperature and pressure has to be indicated with the help of Figure 13-7.
Concept Introduction:
Organic compounds are represented shortly by the molecular formula and structural formula. Each and every compound has its own molecular formula. Compounds can have same molecular formula but not same structural formula.
Alkenes are linear chain unsaturated hydrocarbons and cycloalkenes are cyclic carbon chain unsaturated hydrocarbons. They both occur naturally.
Alkenes and cycloalkenes are hydrocarbons. They are nonpolar molecules. Water is a polar molecule. Therefore, alkenes and cycloalkenes do not get solubilized in water. In other words, alkenes and cycloalkenes are insoluble in water.
Regarding density, alkenes and cycloalkenes have density lower than water. When alkenes and cycloalkenes are mixed with water, two layers are formed which is a result of insolubility. Alkenes and cycloalkenes are present on top of water layer which is due to lesser density.
Boiling point of alkenes and cycloalkenes increase with an increase in carbon‑chain length or the ring size. The continuous chain alkenes which contain two to four carbon atoms are gases at room temperature. The continuous chain alkenes that contain five to seventeen carbon atoms and one double bond are liquids at room temperature.
When branching happens in the carbon chain, it lowers the boiling point of alkenes. In simple words, unbranched alkenes have more boiling point than branched alkenes with the same number of carbon atoms.
Cycloalkenes have more boiling point compared to noncyclic alkenes with the same number of carbon atoms. This is due to the more rigid and more symmetrical structures that occur in cyclic systems. Cyclopropene and cyclobutene are relatively unstable compound and gets converted into other hydrocarbons.
(d)
Interpretation:
The physical state of cyclohexene at room temperature and pressure has to be indicated with the help of Figure 13-7.
Concept Introduction:
Organic compounds are represented shortly by the molecular formula and structural formula. Each and every compound has its own molecular formula. Compounds can have same molecular formula but not same structural formula.
Alkenes are linear chain unsaturated hydrocarbons and cycloalkenes are cyclic carbon chain unsaturated hydrocarbons. They both occur naturally.
Alkenes and cycloalkenes are hydrocarbons. They are nonpolar molecules. Water is a polar molecule. Therefore, alkenes and cycloalkenes do not get solubilized in water. In other words, alkenes and cycloalkenes are insoluble in water.
Regarding density, alkenes and cycloalkenes have density lower than water. When alkenes and cycloalkenes are mixed with water, two layers are formed which is a result of insolubility. Alkenes and cycloalkenes are present on top of water layer which is due to lesser density.
Boiling point of alkenes and cycloalkenes increase with an increase in carbon‑chain length or the ring size. The continuous chain alkenes which contain two to four carbon atoms are gases at room temperature. The continuous chain alkenes that contain five to seventeen carbon atoms and one double bond are liquids at room temperature.
When branching happens in the carbon chain, it lowers the boiling point of alkenes. In simple words, unbranched alkenes have more boiling point than branched alkenes with the same number of carbon atoms.
Cycloalkenes have more boiling point compared to noncyclic alkenes with the same number of carbon atoms. This is due to the more rigid and more symmetrical structures that occur in cyclic systems. Cyclopropene and cyclobutene are relatively unstable compound and gets converted into other hydrocarbons.

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Chapter 13 Solutions
Study Guide with Selected Solutions for Stoker's General, Organic, and Biological Chemistry, 7th
- Draw a structural formula of the principal product formed when benzonitrile is treated with each reagent. (a) H₂O (one equivalent), H₂SO₄, heat (b) H₂O (excess), H₂SO₄, heat (c) NaOH, H₂O, heat (d) LiAlH4, then H₂Oarrow_forwardDraw the stepwise mechanism for the reactionsarrow_forwardDraw stepwise mechanismarrow_forward
- Part I. Draw reaction mechanism for the transformations of benzophenone to benzopinacol to benzopinaco lone and answer the ff: a) Give the major reason for the exposure of benzophenone al isopropyl alcohol (w/acid) to direct sunlight of pina colone Mechanism For b) Pinacol (2,3-dimethy 1, 1-3-butanediol) on treatment w/ acid gives a mixture (3,3-dimethyl-2-butanone) and 2, 3-dimethyl-1,3-butadiene. Give reasonable the formation of the productsarrow_forwardwhat are the Iupac names for each structurearrow_forwardWhat are the IUPAC Names of all the compounds in the picture?arrow_forward
- 1) a) Give the dominant Intermolecular Force (IMF) in a sample of each of the following compounds. Please show your work. (8) SF2, CH,OH, C₂H₂ b) Based on your answers given above, list the compounds in order of their Boiling Point from low to high. (8)arrow_forward19.78 Write the products of the following sequences of reactions. Refer to your reaction road- maps to see how the combined reactions allow you to "navigate" between the different functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18 roadmaps along with your new Chapter 19 roadmap for these. (a) 1. BHS 2. H₂O₂ 3. H₂CrO4 4. SOCI₂ (b) 1. Cl₂/hv 2. KOLBU 3. H₂O, catalytic H₂SO4 4. H₂CrO4 Reaction Roadmap An alkene 5. EtOH 6.0.5 Equiv. NaOEt/EtOH 7. Mild H₂O An alkane 1.0 2. (CH3)₂S 3. H₂CrO (d) (c) 4. Excess EtOH, catalytic H₂SO OH 4. Mild H₂O* 5.0.5 Equiv. NaOEt/EtOH An alkene 6. Mild H₂O* A carboxylic acid 7. Mild H₂O* 1. SOC₁₂ 2. EtOH 3.0.5 Equiv. NaOEt/E:OH 5.1.0 Equiv. NaOEt 6. NH₂ (e) 1. 0.5 Equiv. NaOEt/EtOH 2. Mild H₂O* Br (f) i H An aldehyde 1. Catalytic NaOE/EtOH 2. H₂O*, heat 3. (CH,CH₂)₂Culi 4. Mild H₂O* 5.1.0 Equiv. LDA Br An ester 4. NaOH, H₂O 5. Mild H₂O* 6. Heat 7. MgBr 8. Mild H₂O* 7. Mild H₂O+arrow_forwardLi+ is a hard acid. With this in mind, which if the following compounds should be most soluble in water? Group of answer choices LiBr LiI LiF LiClarrow_forward
- Q4: Write organic product(s) of the following reactions and show the curved-arrow mechanism of the reactions. Br MeOH OSO2CH3 MeOHarrow_forwardProvide the correct IUPAC name for the compound shown here. Reset cis- 5- trans- ☑ 4-6- 2- 1- 3- di iso tert- tri cyclo sec- oct but hept prop hex pent yl yne ene anearrow_forwardQ6: Predict the major product(s) for the following reactions. Note the mechanism (SN1, SN2, E1 or E2) the reaction proceeds through. If no reaction takes place, indicate why. Pay attention to stereochemistry. NaCN DMF Br σ Ilm... Br H Br H H NaCN CH3OH KOtBu tBuOH NaBr H₂O LDA Et2O (CH3)2CHOH KCN DMSO NaOH H₂O, A LDA LDA Systemarrow_forward
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