(a)
Interpretation:
Molecular formula of Ramelteon has to be written.
Concept Introduction:
Molecular formula shows that the actual number of atoms of each element that are present in a molecule of the compound.
(b)
Interpretation:
Number of
Concept Introduction:
The geometry of the central atom will be determined by counting the steric number followed by the hybridization state of that central atom and finally electronic arrangement of atoms in space.
The steric number is the combination of both number of
If the steric number is 4, the central atom is sp3 hybridized and the electronic arrangement of atoms in space (i.e. geometry) will be tetrahedral.
If the steric number is 3, the central atom is sp2 hybridized and the electronic arrangement of atoms in space (i.e. geometry) will be trigonal planar.
If the steric number is 2, the central atom is sp hybridized and the electronic arrangement of atoms in space (i.e. geometry) will be linear.
(c)
Interpretation:
Number of
Concept Introduction:
The geometry of the central atom will be determined by counting the steric number followed by the hybridization state of that central atom and finally electronic arrangement of atoms in space.
The steric number is the combination of both number of
If the steric number is 4, the central atom is
If the steric number is 3, the central atom is
If the steric number is 2, the central atom is
(d)
Interpretation:
Number of
Concept Introduction:
The geometry of the central atom will be determined by counting the steric number followed by the hybridization state of that central atom and finally electronic arrangement of atoms in space.
The steric number is the combination of both number of
If the steric number is 4, the central atom is sp3 hybridized and the electronic arrangement of atoms in space (i.e. geometry) will be tetrahedral.
If the steric number is 3, the central atom is sp2 hybridized and the electronic arrangement of atoms in space (i.e. geometry) will be trigonal planar.
If the steric number is 2, the central atom is
(e)
Interpretation:
The lone pair of electrons present in the given structure has to be identified.
Concept introduction:
The unshared electrons of an atom that does not involve in bonding are called lone pair.
Steps to determine the lone of pair of electrons,
- Appropriate valence electron has to be known.
- The actual number of valence electrons exhibited by the atom has to be known.
- Count the number of bonds and assign the number of lone pair.
A formal charge (FC) is the charge assigned to an atom in a molecule, irrespective of relative electronegativity by thinking that electrons in all
(f)
Interpretation:
The lone pair of electrons is delocalized or not has to be identified.
Concept introduction:
The unshared electrons of an atom that does not involve in bonding are called lone pair.
Steps to determine the lone of pair of electrons,
- Appropriate valence electron has to be known.
- The actual number of valence electrons exhibited by the atom has to be known.
- Count the number of bonds and assign the number of lone pair.
A formal charge (FC) is the charge assigned to an atom in a molecule, irrespective of relative electronegativity by thinking that electrons in all chemical bonds are shared equally among atoms. Electrons can be tracked by formal charge.
(g)
Interpretation:
Geometry of the atoms except hydrogen has to be identified.
Concept introduction:
The steric number is the combination of both number of
The geometry of the central atom will be determined by counting the steric number followed by the hybridization state of that central atom and finally electronic arrangement of atoms in space.
If the steric number is 4, the central atom is sp3 hybridized and the electronic arrangement of atoms in space (i.e. geometry) will be tetrahedral.
If the steric number is 3, the central atom is sp2 hybridized and the electronic arrangement of atoms in space (i.e. geometry) will be trigonal planar.
If the steric number is 2, the central atom is sp hybridized and the electronic arrangement of atoms in space (i.e. geometry) will be linear.
trigonal pyramidal(if one lone pair of electron is present).
bent geometry (if two lone pair of electrons are present).
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Chapter 2 Solutions
ORGANIC CHEMISTRYPKGDRL+MLCRL MDL
- Synthesis of ZybanⓇ: 1. Write a mechanism for the bromination of m-chloropropiophenone. Br₂ CH2Cl2 Cl Br 2. Give the expected m/z (to a round number) for the molecular ion from the product above (including isotopic peaks). 3. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardSynthesis of Ibuprofen-Part 2: 1. Some pain relievers including ibuprofen (MotrinⓇ) and naproxen (Aleve®) are "α-arylpropanoic acids." Look up the structure of naproxen (AleveⓇ), another a-arylpropionic acid. Using the same reactions that we used for making ibuprofen, show how to make naproxen from the compound below. Show all intermediates and reagents in your synthesis. Show how you would prepare ibuprofen starting from p-isobutylbenzene rather than p-isobutylacetophenenone. What reaction steps would need to change/add? 3. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardAcid Catalyzed Aromatization of Carvone: 1. Starting with the ketone, below, draw a mechanism for the reaction to give the phenol as shown. H2SO4 HO- H₂O 2. Why do we use CDCl instead of CHCl, for acquiring our NMR spectra? 3. Why does it not matter which enantiomer of carvone is used for this reaction? What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forward
- Assign this H NMRarrow_forwardPlease complete these blanks need that asaparrow_forwardNitration of Methyl Benzoate: 1. Predict the major product for the reaction below AND provide a mechanism. Include ALL resonance structures for the intermediate. C(CH3)3 NO₂* ? 2. Assuming the stoichiometry is 1:1 for the reaction above, what volume of concentrated nitric acid would be required to mononitrate 0.50 grams of the compound above? What product(s) might you expect if you nitrated phenol instead of methyl benzoate? Explain your reasoning. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forward
- Sodium Borohydride Reduction (continued on the next page): 1. Draw the product of each of the reactions below and give the formula mass to the nearest whole number. ? (1) NaBH (2) acid (1) NaBD4 (2) acid ? 2. In mass spectra, alcohols typically break as shown in equation 8 in chapter 11 (refer to your lab manual). The larger group is generally lost and this gives rise to the base peak in the mass spectrum. For the products of each of the reactions in question # 1, draw the ion corresponding to the base peak for that product and give its mass to charge ratio (m/z). 3. Given the reaction below, calculate how many mg of 1-phenyl-1-butanol that can be produced using 31 mg NaBH4 and an excess of butyrophenone. 4. + NaBH4 OH (after workup with dilute HCI) What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardAspirin from Wintergreen: 1. In isolating the salicylic acid, why is it important to press out as much of the water as possible? Write a step-by-step mechanism for the esterification of salicylic acid with acetic anhydride catalyzed by concentrated H₂SO4. 3. Calculate the exact monoisotopic mass of aspirin showing your work. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardSynthesis of Ibuprofen-Part 1: 1. What characteristic absorption band changes would you expect in the IR spectrum on going from p-isobutylacetophenone to 1-(4-isobutylphenyl)-ethanol and then to 1-(4-isobutylphenyl)-1-choroethane as you did in the experiment today? Give approximate wavenumbers associated with each functional group change. Given that the mechanism of the chlorination reaction today involves formation of a benzylic carbocation, explain why the following rearranged product is not formed. محرم محمد 3. Why do we use dilute HCl for the first step of the reaction today and concentrated HCI for the second step? What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forward
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- 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
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