Concept explainers
Interpretation:
A structure for A and two possible structures for B are to be proposed based on the given information.
Concept introduction:
Infrared spectroscopy is a simple, instrumental technique, which helps to determine the presence of various
It depends on the interactions of atoms or molecules with the
In IR spectroscopy, the
The
The
Ketone functional group shows absorption band at
The
The higher the ring strain, the higher will be the stretching frequency.
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Organic Chemistry
- Compound X has molecular formula C5H10. In the presence of a metal catalyst, compound X reacts with one equivalent of molecular hydrogen to yield 2-methylbutane. (1) Suggest three possible structures for compound X. (2) Hydroboration-oxidation of compound X yields a product with no chirality centers. Identify the structure of compound X.arrow_forwardAcridine is a heterocyclic aromatic compound obtained from coal tar that is used in the synthesis of dyes. The molecular formula of acridine is C13H9N, and its ring system is analogous to that of anthracene except that one CH group has been replaced by N. The two most stable resonance structures of acridine are equivalent to each other, and both contain a pyridine-like structural unit. Write a structural formula for acridine.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.(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_forward
- a) If the pH value of an aqueous solution of trimethylamine [(CH3) 3N] is 10.75, what should be the molarity of this solution? (CH3) 3N + H2O ↔ (CH3) 3NH + + OH-, Kb = 6.3 × 10-5 b) What will be the pH of the solution prepared by dissolving 8.35 g of aniline hydrochloride (C6H5NH3 + Cl-) in 750 mL of 0.215 M aniline (C6H5NH2)? Is this solution an effective buffer? Explain (Kb = 7.4 × 10-10 for aniline, C: 12.0 g / mol, H: 1.0 g / mol, N: 14.0 g / mol, Cl: 35.4 g / mol) .arrow_forwardDraw the structure for the following compounds:(i) Ethanoic acid(ii) Bromopentane(iii) Butane(iv) Hexanalarrow_forwardCompounds A and B are isomers having molecular formula C5H12. Heating A with Cl2 gives a single product of monohalogenation, whereas heating B under the same conditions forms three constitutional isomers. What are thestructures of A and B?arrow_forward
- Three compounds, A, B, and C, have the same molecular formula, C5H6. In the presence of a platinum catalyst, all three compounds absorb 3 molar equivalents of hydrogen and yield pentane. Compounds B and C give a precipitate when treated with ammoniacal silver nitrate; compound A give no reaction. Compounds A and B show an absorption maximum near 250 nm. Compound C shows no absorption maximum beyond 200 nm. Propose a structure for A, B, and C.arrow_forwardAssume that you have samples of the following two compounds, both with formula C7H8O. Both compounds dissolve in ether, but only one of the two dissolves in aqueous NaOH. How could you use this information to distinguish between them?arrow_forwardCompound A (C3H17B1) undergo dehydrohalogenation to produce major compound B. Compound C was formed when compound B undergo halogenation in room temperature. Compound B undergo halogenation in aqueous solution to form compound D. Compound B undergo hydrohalogenation in the presence of H202 to form Compound E. Compound B undergo oxidation with hot acidified KMN04 to produce compound F and Compound G. Compound H was produced when Compound B react with cold KMN04. Compound B undergo ozonolysis to form Compound I and Compound J. Compound K was formed when compound B reacted with hydrogen in the presence of platinum. Compound A reacted with sodium hydroxide to form compound L. Compound M was produced when compound A reacted with ammonia in ethanol while compound N was formed when compound A reacted with sodium cyanide. Reaction X happened when compound K reacted with bromine in the presences of UV light. a) Identify the possible structural formulae for compound A to N. The number of carbon…arrow_forward
- Draw the structure of the predominant form of CF3CH2OH (pK a = 12.4) at pH = 6.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_forwardOn prolonged storage, the compound shown below reacts to give a product of molecular formula C12H:60. What is the structure of this product? ÇI OH • C:2H10arrow_forward