Saturated hydrocarbons, structures

From information related to linear saturated hydrocarbon structures bond strengths of about 80 kcal mol-1, bond lengths of about 154 pm and bond angles of about 109° are quoted as standard reference values for C—C bonds. 

This concept of asphaltenes is useful in the interpretation of the present data, and conversely, the data support the concept. First, 13C NMR data show that the saturated hydrocarbon structure, which constitutes the majority of the carbon in the fractions, is virtually identical between the asphaltenes and the maltenes, within the limited sensitivity of 13C NMR. This factor is consistent with the argument that there is a partitioning between fractions and that the appearance of a particular species predominantly in the asphaltene fraction results because of a relatively higher aromaticity or the presence of polar heteroatoms for a specified molecular weight. It is important to recognize, from a processing standpoint, that only a minor weight percent of the fraction (or molecule) may be responsible for its classification as an asphaltene. 

Figure 3 Acyclic saturated hydrocarbon structures with five primary carbons, one secondary, one tertiary, and one quaternary carbon...

Polyisobutene is non-crystalline when unstretched and is therefore soluble at room temperature in hydrocarbons and halogenated hydrocarbons. The material is resistant to most acids, alkalis and aqueous solutions, as would be expected from its saturated hydrocarbon structure and absence of tertiary hydrogen atoms. The lack of tertiary hydrogen atoms renders polyisobutene more resistant to oxidation than polypropylene also, the less numerous and partially shielded methylene groups in polyisobutene are less reactive than those in polyethylene. However, polyisobutene is rather susceptible to thermal degradation since chain scission is favoured by the greater stability of the resultant tertiary free radical ... 

Certain C—H bonds have significantly lower bond dissociation energies than do the normal C—H bonds in saturated hydrocarbons. Offer a structural rationalization of the lowered bond energy in each of the following compounds, relative to the saturated... 

As in the alkanes, it is possible for carbon atoms to align themselves in different orders to form isomers. Not only is it possible for the carbon atoms to form branches which produce isomers, but it is also possible for the double bond to be situated between different carbon atoms in different compounds. This different position of the double bond also results in different structural formulas, which, of course, are isomers. Just as in the alkanes, isomers of the alkenes have different properties. The unsaturated hydrocarbons and their derivatives are more active chemically than the saturated hydrocarbons and their derivatives. 

Alkanes are a class of saturated hydrocarbons with the general formula C H2n. -2- They contain no functional groups, are relatively inert, and can be either straight-chain (normal) or branched. Alkanes are named by a series of IUPAC rules of nomenclature. Compounds that have the same chemical formula but different structures are called isomers. More specifically, compounds such as butane and isobutane, which differ in their connections between atoms, are called constitutional isomers. 

One large and structurally simple class of hydrocarbons includes those substances in which all the carbon-carbon bonds are single bonds. These are called saturated hydrocarbons, or alkanes. In the alkanes the carbon atoms are bonded to each other in chains, which may be long or short, straight or branched. 

Compounds that contain only hydrogen and carbon are called hydrocarbons. The hydrocarbons that have only single bonds all have similar chemistry and they are called, as a family, the saturated hydrocarbons. If there are carbon-carbon double bonds, the reactivity is much enhanced. Hence hydrocarbons containing one or more double bonds are named as a distinct family, unsaturated hydrocarbons. Both saturated and unsaturated hydrocarbons can occur in chain-like structures or in cyclic structures. Each of these families will be considered. 

We have already remarked that ethane is a member of a family of compounds called the saturated hydrocarbons. This term identifies compounds that contain only carbon and hydrogen in which all bonds to carbon are single bonds formed with hydrogen or other carbon atoms. They occur in chains, branched chains, and cyclic structures. 

Fig. 18-11. Structural formulas for some five-carbon saturated hydrocarbons.

The chain and branched chain saturated hydrocarbons make up a family called the alkanes. Some saturated hydrocarbons with five carbon atoms are shown in Figure 18-11. The first example, containing no branches, is called normal-pentane or, briefly, n-pentane. The second example has a single branch at the end of the chain. Such a structural type is commonly identified by the prefix iso- . Hence this isomer is called /50-pentane. The third example in Figure 18-11 also contains five carbon atoms but it contains the distinctive feature of a cyclic carbon structure. Such a compound is identified by the prefix cyclo in its name—in the case shown, cyclopentane. 

Using CO-saturated hydrocarbon matrices, Pearsall and West" photolyzed sily-lene precursors at 77 K and monitored CO coordination to the silylenes by UV-vis spectroscopy (Scheme 13). Bis(trimethylsilyl)silanes 44a-c or SifiMcji were irradiated at 254 nm to create silylenes 45a-d, which reacted with CO, causing new peaks to ca. 290 and 350 nm, which were attributed to complex 46a-d, a resonance structure of silaketene 47a-d. Silylene adducts form fairly weak bonds, as seen by warming of the matrices. In the case of silylene adducts where one R = Mes, the CO dissociates and the corresponding disilene 48a-c peaks in the UV-vis spectra observed upon warming (R2 = Me most likely produced silane rings Si, Me6. etc.). 

The analysis of experimental results by simple linear regression provide an equation from which the estimation is straightforward. Nevertheless, to obtain an accurate model, an equation for each structural type is needed. Thus, for hydrocarbons, which are one of the best examples for this approach, an equation for linear saturated hydrocarbons is required, one for the branched ones, and one for the cyclic compounds. The same is needed for unsaturated, then aromatic compounds etc. The more the study is based on a precise structural type, the better the linear adjustment and the better the forecast standard deviation but at the same time there will be fewer points with which to calculate the model and the forecast standard deviation will be higher. It is not simple to find a compromise and it was decided to give up on this approach as soon as the relevance of the Hass model was noted. 

The nature of dangerous reactions involving organic chemicals depends on the saturated, unsaturated or aromatic structures of a particular compound. Saturated hydrocarbons are hardly reactive, especially when they are linear. Branched or cyclic hydrocarbons (especially polycyclic condensed ones) are more reactive, in particular as with oxidation reactions. With ethylenic or acetylenic unsaturated compounds, the products are endothermic . 

Major components Chemical formula Chemical structure Identification numbers Tri-o-cresyl phosphate C2iH2i04P (RO) (RO) (RO) P=0 Predominantly saturated hydrocarbons predominantly in the range C15 through C30 Hydrocarbons predominantly in the range C11 through C20... 

Cyclopentane has the low chemical reactivity which is typical of saturated hydrocarbons, while 2-pentene is much more reactive. Similarly, ring structures containing double bonds, called cyclo-alkenes, can be shown to be isomeric with alkynes. 

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