Alkanes 794 INDEX

Index of hydrogen deficiency (Section 13 23) A measure of the total double bonds and nngs a molecule contains It is determined by comparing the molecular formula C Hj. of the compound to that of an alkane that has the same number of carbons according to the equation... 

Kovat s retention index for a normal alkane is 100 times the number of carbons thus... 

Kovat s retention index a means for normalizing retention times by comparing a solute s retention time with those for normal alkanes, (p. 575)... 

A paraffin wax is a petroleum wax consisting principally of normal alkanes. MicrocrystalHne wax is a petroleum wax containing substantial proportions of branched and cycHc saturated hydrocarbons, in addition to normal alkanes. SernimicrocrystaUine wax contains more branched and cycHc compounds than paraffin wax, but less than microcrystalHne. A classification system based on the refractive index of the wax and its congealing point as... 

Aromaticity is the most important property of a carbon black feedstock. It is generally measured by the Bureau of Mines Correlation Index (BMCI) and is an indication of the carbon-to-hydrogen ratio. The sulfur content is limited to reduce corrosion, loss of yield, and sulfur in the product. It may be limited in certain locations for environmental reasons. The boiling range must be low enough so that it will be completely volatilized under furnace time—temperature conditions. Alkane insolubles or asphaltenes must be kept below critical levels in order to maintain product quaUty. Excessive asphaltene content results in a loss of reinforcement and poor treadwear in tire appHcations. 

Values for hydrocarbons other than alkynes and alkadienes can be predicted by the method of Suzuki et al. The best model includes the descriptors T, P, the parachor, the molecular surface area (which can be approximated by the van der Waals area), and the zero-order connectivity index. Excluding alkynes and alkadienes, a studv for 58 alkanes, aromatics, and cycloalkanes showed an average deviation from experimental values of about 30 K. 

Both common and systematic names of compounds are used throughout this volume, depending on which the Editor-in-Chief feels is most appropriate. Preparations appear in the alphabetical order of names of the compound or names of the synthetic procedures. The Chemical Abstracts indexing name for each title compound, if it differs from the title name, is given as a subtitle. Because of the major shift to new systematic nomenclature adopted by Chemical Abstracts in 1972, many common names used in the text are immediately followed by the bracketed, new names. Whenever two names are concurrently in use, the carre CChemical Abstracts name is adopted. The prefix n- is deleted from -alkanes and w-alkyls. All reported dimensions are now expressed in S st me International units. 

A molecule of moleculai fonnula C7H12 has four fewer hydrogens than the cone-sponding alkane. It has an index of hydrogen deficiency of 2 and can have two rings, two double bonds, one ring and one double bond, or one triple bond. 

The effective carbon number neff is helpful in characterizing surfactants with an inner functional group. Surfactants with isomeric structures can be compared by means of the hydrophobicity index / [69], which indicates the influence of the effective length of the alkane chain on cM ... 

The hydrophobicity index is also suitable for correlating the cM values of various substituted sodium alkane 1-sulfonates [68]. The perfluoroalkyl substituent, e.g., 8 17 has a pronounced hydrophobic effect (/ = 1.66 at 75°C, sodium salt), whereas the hydrophilic disulfonates have values distinctly below 1 (for a-disulfonates, / = 0.75 was derived [70]). Further, it was somewhat surprisingly shown that substituents like 1-hydroxymethyl, 3-hydroxyethoxy, or even the hydroxyethoxyethoxy groups have hydrophobic effects. 

The solvent triangle classification method of Snyder Is the most cosDBon approach to solvent characterization used by chromatographers (510,517). The solvent polarity index, P, and solvent selectivity factors, X), which characterize the relative importemce of orientation and proton donor/acceptor interactions to the total polarity, were based on Rohrscbneider s compilation of experimental gas-liquid distribution constants for a number of test solutes in 75 common, volatile solvents. Snyder chose the solutes nitromethane, ethanol and dloxane as probes for a solvent s capacity for orientation, proton acceptor and proton donor capacity, respectively. The influence of solute molecular size, solute/solvent dispersion interactions, and solute/solvent induction interactions as a result of solvent polarizability were subtracted from the experimental distribution constants first multiplying the experimental distribution constant by the solvent molar volume and thm referencing this quantity to the value calculated for a hypothetical n-alkane with a molar volume identical to the test solute. Each value was then corrected empirically to give a value of zero for the polar distribution constant of the test solutes for saturated hydrocarbon solvents. These residual, values were supposed to arise from inductive and... 

Detectability may be a significant problem with homologous series of unsaturated compounds, particularly //-alkanes. For these compounds, refractive index detection or evaporative light-scattering, both of which are described elsewhere in the book, may be of use. Indirect photometry is a useful detection scheme for compounds that do not absorb in the UV. Acetone, methylethyl ketone, methyl propyl ketone, methyl isopropyl ketone, methyl isobutyl ketone, and acetophenone are added to an acetonitrile/water mobile phase, generating a negative vacancy peak when the nonchro-mophoric analyte emerges and a positive peak if the ketone is adsorbed and displaced.70 Dodecyl, tetradecyl, cetyl, and stearyl alcohols also have been derivatized with 2-(4-carboxyphenyl)-5,6-dimethylbenzimidazole and the derivatives separated on Zorbax ODS in a mobile phase of methanol and 2-propanol.71... 

Smith, R. M. and Finn, N., Comparison of retention index scales based on alkyl aryl ketones, alkan-2-ones and 1-nitroalkanes for polar drugs on re-versed-phase high-performance liquid chromatography,. Chromatogr., 537, 51,1991. 

Reference compounds, n- Alkanes with an even number of carbon atoms. Retention index 2314 [71]. 

The index of refraction is a measure of the ability of the alkane to bend (refract) light rays. The values reported are for light of the D line of the sodium spectrum ( D). 

The index of hydrogen deficiency is defined as the number of pair of hydrogen atoms that must be subtracted from the molecular formula of the corresponding alkane to give the molecular formula of the compound under consideration. 

Our extension of the LIE approach to calculate free energies of hydration (AGhyd) incorporated a third term proportional to the solute s solvent-accessible surface area (SASA), as an index for cavity formation within the solvent.19,27 The latter term is needed for cases with positive AGhyd such as alkanes and additional improvement occurred when both a and P were allowed to vary. Equation 8 gives the corresponding LIE/SA equation for... 

A retention index (RI) was used to allow comparison of compound retention data between columns of different equipment, e.g. GC and GC-MS. Straight chain hydrocarbons (alkanes) were assigned an index of 100 times the number of carbon atoms in the molecule. The RI s of all compounds within all the extracts were calculated by using the difference between the retention indices of the alkane eluting before and after that compound ... 

The results summarized above were obtained by using fluorescence based assays employing phospholipid vesicles and fluorescent labeled lipopeptides. Recently, surface plasmon resonance (SPR) was developed as new a technique for the study of membrane association of lipidated peptides. Thus, artificial membranes on the surface of biosensors offered new tools for the study of lipopeptides. In SPR (surface plasmon resonance) systemsI713bl changes of the refractive index (RI) in the proximity of the sensor layer are monitored. In a commercial BIAcore system1341 the resonance signal is proportional to the mass of macromolecules bound to the membrane and allows analysis with a time resolution of seconds. Vesicles of defined size distribution were prepared from mixtures of lipids and biotinylated lipopeptides by extruder technique and fused with a alkane thiol surface of a hydrophobic SPR sensor. 

The studies with barbiturates revealed that the logarithm of the retention time is linearly related to the octanol/water partition coefficients [66,67]. It has been observed that the retention index of the drug is linearly related to the octanol/water partition coefficient (logP), and that results are very close to that of the 2-keto alkane standard (solid line in Fig. 15.9). 

---