Lewis structures compounds

Compound Lewis Structure Condensed Structural Formula... 

In order to compare the structures of the compounds being discussed, we will need a more efficient way to draw the structures of organic compounds. Lewis structures are only efficient for small molecules, such as those we considered in the previous chapter. The goal of this chapter is to master the skills necessary to use and interpret the drawing method most often utilized by organic chemists and biochemists. These drawings, called bond-line structures, are fast to draw and easy to read, and they focus our attention on the reactive centers in a compound. In the second half of this chapter, we will see that bond-line structures are inadequate in some circumstances, and we will explore the technique that chemists employ to deal with the inadequacy of bond-line structures. 

Like nitric acid each of the following inorganic compounds will be frequently encountered in this text Calculate the formal charge on each of the atoms in the Lewis structures given... 

Section 1 3 The most common kind of bonding involving carbon is covalent bond ing A covalent bond is the sharing of a pair of electrons between two atoms Lewis structures are written on the basis of the octet rule, which limits second row elements to no more than eight electrons m their valence shells In most of its compounds carbon has four bonds... 

All the following compounds are charactenzed by ionic bonding between a group I metal cation and a tetrahedral anion Wnte an appropriate Lewis structure for each anion remembenng to specify formal charges where they exist... 

Thus cyclobutadiene like cyclooctatetraene is not aromatic More than this cyclo butadiene is even less stable than its Lewis structure would suggest It belongs to a class of compounds called antiaromatic An antiaromatic compound is one that is destabi lized by cyclic conjugation... 

Phenol has different chemical properties from those of typical alcohols. Display the electrostatic potential map for phenol. Does this suggest that phenol is likely to be a stronger or weaker acid than any of the compounds discussed above Compare the electrostatic potential map for 4-nitrophenol to that for phenol. What effect does substitution by nitro have on acid strength Explain your result by considering charge delocalization in the conjugate base. Draw all reasonable Lewis structures for phenoxide anion and for 4-nitrophenoxide anion. Which is more delocalized Is this consistent with experimental pKa s ... 

Examine the geometry of formamide. Is the CN bond shorter than expected for a normal single bond (in methylamine), and closer to that expected for a full double bond (in methyleneimine) Is the CO bond longer than that expected in a carbonyl compound (in formaldehyde), perhaps closer to that appropriate for a single bond (in methanol) Also, compare the electrostatic potential map for formamide with those of formaldehyde and methylamine. Is the CO bond in formamide more or less polar than that in formaldehyde Is the CN bond in formamide more or less polar than that in methylamine Draw whatever Lewis structures are needed to properly describe the geometry and charge distribution of formamide. 

Mechanistically the 1,3-dipolar cycloaddition reaction very likely is a concerted one-step process via a cyclic transition state. The transition state is less symmetric and more polar as for a Diels-Alder reaction however the symmetry of the frontier orbitals is similar. In order to describe the bonding of the 1,3-dipolar compound, e.g. diazomethane 4, several Lewis structures can be drawn that are resonance structures ... 

Oxalic acid, H2C204, is a poisonous compound found in rhubarb leaves. Draw the Lewis structure for oxalic acid. There is a single bond between the two carbon atoms, each hydrogen atom is bonded to an oxygen atom, and each carbon is bonded to two oxygen atoms. 

Several compounds have the formula C3H60. Write Lewis structures for two of these compounds where the three carbon atoms are bonded to each other in a chain. The hydrogen and the oxygen atoms are bonded to the carbon atoms. 

Sei f-Test 2.4A Write the Lewis structure for the interhalogen compound chlorine... 

One test for the presence of iron(III) ions in solution is to add a solution of potassium thiocyanate, KSCN, and obtain the blood-red color of a compound of iron and the thiocyanate ion. Write three Lewis structures with different atomic arrangements for the... 

Compounds of boron and aluminum may have unusual Lewis structures in which... 

Write the complete Lewis structure for each of the following compounds (a) formaldehyde, HCHO, which as its aqueous solution formalin is used to preserve biological specimens (b) methanol, CH3OH, the toxic compound also called wood alcohol (c) glycine, H2C(NH2)COOH, the simplest of the amino acids, the building blocks of proteins. 

Write the Lewis structure of each of the following organic compounds (a) ethanol, Cl IjCLLOH, which is also called ethyl alcohol or grain alcohol (b) methylamine, CH3NH2, a putridsmelling substance formed when flesh decays (c) formic acid, HCOOH, a component of the venom injected by ants. 

Write the complete Lewis structure for each of the following compounds (a) ammonium chloride (b) potassium phosphide (c) sodium hypochlorite. 

One of the following compounds does not exist. Use Lewis structures to identify that compound, (a) C2H2 (b) C2FI4 ... 

Lewis s theory also fails to account for the compound diborane, B2H6, a colorless gas that bursts into flame on contact with air. The problem is that diborane has only 12 valence electrons (three from each B atom, one from each H atom) but, for a Lewis structure, it needs at least seven bonds, and therefore 14 electrons, to bind the eight atoms together Diborane is an example of an electron-deficient compound, a compound with too few valence electrons to be assigned a valid Lewis structure. Valence-bond theory can account for the structures of electron-deficient compounds in terms of resonance, but the explanation is not straightforward. 

Borazine, B3N3Hft, a compound that has been called inorganic benzene because of its similar hexagonal structure (but with alternating B and N atoms in place of C atoms), is the basis of a large class of boron—nitrogen compounds. Write its Lewis structure and predict the composition of the hybrid orbitals used by each B and N atom. 

Three isomeric alkcnes have the formula C4Hjj (see the following table), (a) Draw Lewis structures of these compounds,... 

The boranes are electron-deficient compounds (Section 3.8) we cannot write valid Lewis structures for them, because too few electrons are available. For instance, there are 8 atoms in diborane, so we need at least 7 bonds however, there are only 12 valence electrons, and so we can form at most 6 electron-pair bonds. In molecular orbital theory, these electron pairs are regarded as delocalized over the entire molecule, and their bonding power is shared by several atoms. In diborane, for instance, a single electron pair is delocalized over a B—H—B unit. It binds all three atoms together with bond order of 4 for each of the B—H bridging bonds. The molecule has two such bridging three-center bonds (9). 

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