:F number (chemistry)

F number is a correlation number used in the analysis of polycyclic aromatic hydrocarbons (PAHs) as a descriptor of their hydrophobicity and molecular size.{{cite journal |last1= Jinno |first1= Kiyokatsu |last2= Okamoto |first2= Mitsuyoshi |journal= Chromatographia |year= 1984 |volume= 18 |issue= 9 |pages= 495–498 |title= Molecular-shape recognition of polycyclic aromatic hydrocarbons in reversed phase liquid chromatography |doi= 10.1007/BF02267234 |s2cid= 98307769 }} It was proposed by Robert Hurtubise and co-workers in 1977.{{cite journal |first1= John F. |last1= Schabron |first2= Robert J. |last2= Hurtubise |first3= Howard F. |last3= Silver |journal= Anal. Chem. |volume= 49 |issue= 14 |pages= 2253–2260 |year= 1977 |title= Separation of hydroaromatics and polycyclic aromatic hydrocarbons and determination of tetralin and naphthalene in coal-derived solvents |doi= 10.1021/ac50022a037 }}

Calculation

The F number is calculated using the formula:

:F = B_2 + C_{12} - \frac{1}{2}R

where:

: B2 is the number of double bonds

: C12 is the number of primary carbon and secondary carbon atoms

: R is the number of non-aromatic rings.

=Example=

Image:Fluorene.png

For fluorene, there are 6 apparent double bonds (three pi bonds in each side benzene-like ring); the central ring has one secondary carbon and is non-aromatic. Therefore:

:F = 6 + 1 - \frac{1}{2}1 = 6.5

{{clear}}

Correlation

It has been found that the F number linearly correlates with the log k' value (logarithm of the retention factor) in aqueous reversed-phase liquid chromatography. This relationship can be used to understand the significance of different aspects of molecular architecture on their separation using different stationary phases.{{cite journal |last1= Jinno |first1= Kiyokatsu |last2= Okamoto |first2= Mitsuyoshi |journal= Chromatographia |year= 1984 |volume= 18 |issue= 1 |pages= 44–46 |title= Correlation of the retention data of polyaromatic hydrocarbons obtained on various stationary phases used in normal- and reversed-phase liquid chromatography |doi= 10.1007/BF02279465 |s2cid= 54035024 }} This size analysis is complementary to the length-to-breadth (L/B) ratio, which classifies molecules according to their "rodlike" or "squarelike" shape.{{cite journal |title= Molecular Shape Selectivity through Multiple Carbonyl−π Interactions with Noncrystalline Solid Phase for RP-HPLC |first1= M. Mizanur |last1= Rahman |first2= Makoto |last2= Takafuji |first3= Hamid R. |last3= Ansarian |first4= Hirotaka |last4= Ihara |journal= Anal. Chem. |year= 2005 |volume= 77 |issue= 20 |pages= 6671–6681 |doi= 10.1021/ac050851v |pmid= 16223255 }}

References

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