Synthesis and properties of C12- C16 monomethylalkanes

Петров, А. С.; Sergienko, S. R.; Nechitailo, N. A.; Tsedilina, A. L.

doi:10.1007/bf00916675

Cited by 3 publications

(5 citation statements)

References 4 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…At 293.15 K, the density values of 2-methylnonane, 4-methyloctane, and 3-methylundecane agree with literature values within the 95 % confidence interval, while the density values for 3,6-dimethyloctane, 2-methyloctane, and 2-methyldecane fall between literature values (Table ). Only the density values of 2-methylpentadecane and 3,5-dimethylheptane are higher than those reported in the 1950 synthesis papers of Petrov et al and Levina et al…”

Section: Resultsmentioning

confidence: 52%

“…4). Only the density values of 2-methylpentadecane and 3,5-dimethylheptane are higher than those reported in the 1950 synthesis papers of Petrov et al 32 and Levina et al 39 The density values of both HRF-camelina and HRF-tallow fall between those of 3-methylundecane and 2-methylpentadecane (Figures 3, 4, 5). These density values are much lower than the values of the HRF-76, which are between 2methylpentadecane and 7-methylhexadecane (Figures 4 and 5, respectively).…”

Section: Resultsmentioning

confidence: 62%

“…Density of 2-methyldecane: □, this study; Δ, ref ; ■, ref . Density of 3-methylundecane: ○, this study; ◇, ref ; x, ref ; ◆, ref ; ― , ref . Error bars, which are the combined expanded uncertainties with 0.95 level of confidence ( k ≈ 2), are smaller than symbols.…”

Section: Resultsmentioning

confidence: 92%

See 2 more Smart Citations

Density, Viscosity, Speed of Sound, and Bulk Modulus of Methyl Alkanes, Dimethyl Alkanes, and Hydrotreated Renewable Fuels

2013

View full text Add to dashboard Cite

The density, viscosity, and speed of sound were measured in this work for pure component branched alkanes (2-methyloctane, 4-methyloctane, 2methylnonane, 2-methyldecane, 3-methylundecane, 2-methylpentadecane, 7methylhexadecane, 3,6-dimethyloctane, and 3,5-dimethylheptane) commonly found in hydrotreated renewable fuels (HRFs) and for HRFs from tallow, camelina oil, and algae and waste cooking oil blended 50/50 with petroleum diesel. The density and viscosity were measured at temperatures from (283.15 to 373.15) K and ranged from (661 to 788) kg•m −3 for density and (0.261 to 5.36) mPa•s for viscosity. Speed of sound data were measured at temperatures from (283.15 to 323.15) K and spanned from (1081 to 1393) m•s −1 . The bulk modulus was calculated from the density and speed of sound data, and its values varied from (809 to 1527) MPa. All values increased as the carbon chain length on the alkane increased. All physical property values for the HRFs fell between those measured for individual pure component branched alkanes, providing property data for the development of surrogate mixtures for these renewable fuels.

show abstract

Section: Resultsmentioning

confidence: 52%

Section: Resultsmentioning

confidence: 62%

See 1 more Smart Citation

Density, Viscosity, Speed of Sound, and Bulk Modulus of Methyl Alkanes, Dimethyl Alkanes, and Hydrotreated Renewable Fuels

2013

View full text Add to dashboard Cite

show abstract

“…Attempted coupling of (3-phenylpropyl)magnesium bromide (8) and sec-butyl tosylate (35) or cyclopentyl tosylate (38) with our catalyst produced products in low yields (35%), while catalysts A and B produced no product. Much of the Grignard reagent remained after 24 h, as evidenced by the reaction quench.…”

Section: Resultsmentioning

confidence: 91%

“…2-Methyldodecane (33). The crude product was purified by chromatography (Chromatotron, petroleum ether) which furnished 33 as a clear oil: bp 233−235 °C (lit . 103 °C, 10.5 Torr); 1 H NMR δ 0.85−0.87 (m, 9H), 1.26 (br s, 19H).…”

Section: Methodsmentioning

confidence: 99%

Scope and Utility of a New Soluble Copper Catalyst [CuBr−LiSPh−LiBr−THF]: A Comparison with Other Copper Catalysts in Their Ability to Couple One Equivalent of a Grignard Reagent with an Alkyl Sulfonate

et al. 1997

View full text Add to dashboard Cite

A mixture of equal amounts of CuBr−SMe2, LiBr, and LiSPh in THF at 0 °C furnished a new soluble copper catalyst that was highly efficient at coupling primary, secondary, tertiary, aryl, vinyl, and allylic Grignard reagents to primary tosylates and primary Grignard reagents to secondary tosylates and mesylates, all with the use of only 1 equiv of Grignard reagent. The new catalyst was shown to be much more reactive than copper catalysts CuBr and Li2CuCl4 and more efficient in the transference of secondary and tertiary alkyl groups than lower order cuprates (Gilman reagents) and demonstrated more reactivity than the lower order cuprates with its ability to couple primary Grignard reagents to secondary sulfonates. The Grignard reagent/catalyst system was compatible with an ester functionalized tosylate, thus proving to be more chemoselective than a Grignard reagent without the catalyst. The catalyst exhibited good reactivity below room temperature, and with the addition of 6% v/v of HMPA to the catalyst solution, excellent yields of coupled product were obtained within a 25−67 °C temperature range. 1H NMR demonstrated that the catalyst solution consisted of several species that most likely were composed of copper ligated with thiophenol, THF, and LiBr in aggregated forms.

show abstract

Revision and Extension of a Generally Applicable Group Additivity Method for the Calculation of the Refractivity and Polarizability of Organic Molecules at 298.15 K

Naef

Acree

2022

Liquids

View full text Add to dashboard Cite

In a continuation and extension of an earlier publication, the calculation of the refractivity and polarizability of organic molecules at standard conditions is presented, applying a commonly applicable computer algorithm based on an atom group additivity method, where the molecules are broken down into their constituting atoms, these again being further characterized by their immediate neighbor atoms. The calculation of their group contributions, carried out by means of a fast Gauss–Seidel fitting calculus, used the experimental data of 5988 molecules from literature. An immediate subsequent ten-fold cross-validation test confirmed the extraordinary accuracy of the prediction of the molar refractivity, indicated by a correlation coefficient R2 and a cross-validated analog Q2 of 0.9997, a standard deviation σ of 0.38, a cross-validated analog S of 0.41, and a mean absolute deviation of 0.76%. The high reliability of the predictions was exemplified with three classes of molecules: ionic liquids and silicon- and boron-containing compounds. The corresponding molecular polarizabilities were calculated indirectly from the refractivity using the inverse Lorentz–Lorenz relation. In addition, it could be shown that there is a close relationship between the “true” volume and the refractivity of a molecule, revealing an excellent correlation coefficient R2 of 0.9645 and a mean absolute deviation of 7.53%.

show abstract

Synthesis and properties of C12- C16 monomethylalkanes

Cited by 3 publications

References 4 publications

Density, Viscosity, Speed of Sound, and Bulk Modulus of Methyl Alkanes, Dimethyl Alkanes, and Hydrotreated Renewable Fuels

Density, Viscosity, Speed of Sound, and Bulk Modulus of Methyl Alkanes, Dimethyl Alkanes, and Hydrotreated Renewable Fuels

Scope and Utility of a New Soluble Copper Catalyst [CuBr−LiSPh−LiBr−THF]: A Comparison with Other Copper Catalysts in Their Ability to Couple One Equivalent of a Grignard Reagent with an Alkyl Sulfonate

Revision and Extension of a Generally Applicable Group Additivity Method for the Calculation of the Refractivity and Polarizability of Organic Molecules at 298.15 K

Contact Info

Product

Resources

About