Concept explainers
(a)
Interpretation:
The group which is more electron-donating among methyl or hydrogen from the dipole moment data of the given compounds is to be stated.
Concept introduction:
The dipole moment is the product of the charge-separated and the distance between the separated charges. Its unit is Debye (D). It is a vector quantity having its direction from electropositive element to the electronegative element.
(b)
Interpretation:
The compound having the greater dipole moment among the given compounds is to be stated.
Concept introduction:
The dipole moment is the product of the charge-separated and the distance between the separated charges. Its unit is Debye (D). It is a vector quantity having its direction from electropositive element to the electronegative element.
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Organic Chemistry
- The pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms.(a) Use resonance forms to show which three carbon atoms bear the unpaired electron.(b) How many MOs are there in the molecular orbital picture of the pentadienyl radical?arrow_forwardDraw the shapes of the following molecules and ions in 3-dimension. Show clearly any lone pairs of electrons on the central atom, state the number of bond pairs and lone pairs of electrons on the central atom and name the shape of the molecule or ion. (a) CH3+, methyl carbocation (b) HOBr, bromic (I) acid (c) NCl3, nitrogen trichloride Provide everything stated in the instructions for each compound.arrow_forwardThe pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms.(a) Use resonance forms to show which three carbon atoms bear the unpaired electron.(arrow_forward
- Write the contributing resonance structures and resonance hybrid for each of the following: (a) CH;CH=CH-CH=OH (f) CH3 (b) CH2=CH-CH-CH=CH2 (g) CH3-S-CH, (h) CH3-NO, (d) CH2=CH-Br CH, (e)arrow_forwardFor each of the following structures, determine the hybridization requested and whether the electrons will be delocalized: (a) Hybridization of each carbon н :0: Н | || | Н—с—с——н H. (b) Hybridization of sulfur (c) All atoms EN: H.arrow_forwardCompare with explanation the acidity of the following pairs of compounds. (Note: You must draw the appropriate resonance structures to support your answers.) (c) (i) .COOH .COOH H3COarrow_forward
- The pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms.(a) Use resonance forms to show which three carbon atoms bear the unpaired electron.(b) How many MOs are there in the molecular orbital picture of the pentadienyl radical?(c) How many nodes are there in the lowest-energy MO of the pentadienyl system? How many in the highest-energy MO?(d) Draw the MOs of the pentadienyl system in order of increasing energyarrow_forwardThe pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms.(a) Use resonance forms to show which three carbon atoms bear the unpaired electron.(b) How many MOs are there in the molecular orbital picture of the pentadienyl radical?(c) How many nodes are there in the lowest-energy MO of the pentadienyl system? How many in the highest-energy MO?(d) Draw the MOs of the pentadienyl system in order of increasing energy. (continued)762 CHAPTER 15 Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy(e) Show how many electrons are in each MO for the pentadienyl radical (ground state).(f) Show how your molecular orbital picture agrees with the resonance picture showing delocalization of the unpairedelectron onto three carbon atoms.(g) Remove the highest-energy electron from the pentadienyl radical to give the pentadienyl cation. Which carbon atomsshare the positive charge? Does this picture agree with the resonance picture?(h) Add an…arrow_forwardThe bonding between the carbon and oxygen in a ketone can be described as C(sp2)-0(sp²), o-bond and C(p)-O(p), л-bond. How would you describe the bonding between carbon and oxygen in a ketene? Sketch the orbitals used to make the bonds in the ketene. H a ketenearrow_forward
- 2. The full structural formulae of three organic compounds, P, Q and R, are shown below. H H H H HH HHHH Н-С -с- Н H-C- C - C = C – H H - C - C = C – C – H H H H H Q P (a) State one similarity between P, Q and R in terms of their molecular formulae. (b) Name the homologous series that compounds P, Q and R belong to. (c) State one similarity between Q and R in terms of chemical bonding id) Which of these compounds are isomers? Explain your answer.arrow_forwardUse bond-dissociation enthalpies (Table 4-2, p. 167) to calculate values of ∆H° for the following reactions. (a) CH3¬CH3 + I2 ¡ CH3CH2I + HI(b) CH3CH2Cl + HI ¡ CH3CH2I + HCl(c) (CH3)3C¬OH + HCl ¡ (CH3)3C¬Cl + H2O (d) CH3CH2CH3 + H2 ¡ CH3CH3 + CH4 (e) CH3CH2OH + HBr ¡ CH3CH2¬Br + H2Oarrow_forwardDetermine the weakest C-H bond in each of the following compounds. (a) (b) (c) ОНarrow_forward