Ueber neunzehn höhere Normalparaffine C<sub>n</sub> H<sub>2n + 2</sub> und ein einfaches Volumgesetz für den tropfbar flüssigen Zustand. I

Krafft, F.

doi:10.1002/cber.18820150258

Cited by 55 publications

(7 citation statements)

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“…directly observed on our best sample of n-hexadecane. There is also fair agreement at all points in this range with the experimental data of Krafft (7). Freezing points are best experimental data; they form a fairly smooth series, but criteria are too uncertain for more accurate smoothing (see figure 4).…”

Section: Relation Between Refractive Index and Densitysupporting

confidence: 61%

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Physical Constants of the Normal Paraffin Hydrocarbons.

Deanesly¹,

Carleton²

1941

J. Phys. Chem.

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Section: Relation Between Refractive Index and Densitysupporting

confidence: 61%

“…For what contaminants are possible and what wOuld be their effect on the physical constants? (7) The sample was inert to cold concentrated sulfuric acid and had zero bromine number; therefore no unsaturates were present.…”

Section: A First Preparationmentioning

confidence: 99%

Physical Constants of the Normal Paraffin Hydrocarbons.

Deanesly¹,

Carleton²

1941

J. Phys. Chem.

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“…Evaporation of the ether extracts yielded 8 g. of a waxy hydrocarbon which melted at 51-51.5°after crystallization from 95% ethanol. Krafft (10) has reported the melting point of n-tetracosane as 51.1°. The magnesium salt was further washed thoroughly with hot 95% ethanol to remove any magnesium 1-dodecanesulfonate.…”

Section: Rso2h + Rsh ^2rsohmentioning

confidence: 99%

1-Dodecanesulfinic Acid

Marvel¹,

Johnson²

1948

J. Org. Chem.

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In connection with a study of aliphatic sulfinic acids as activators for Redox type polymerization (1) we have had occasion to prepare for the first time a pure crystalline aliphatic sulfinic acid, 1-dodecanesulfinic acid. Autenrieth (2) has reported the isolation of pure benzenesulfinic acid, but he found that the aliphatic acids were unstable, and did not accomplish their isolation. 1-Dodecanesulfinic acid appears to be considerably more stable than the lower alkanesulfinic acids but on standing for two months or on heating to 100°for a few hours it undergoes the disproportionation reaction reported for aliphatic sulfinic acids by von Braun and Weissbach (3) to yield 1-dodecyl 1 -dodecanethiolsulfonate (I) and 1-dodecanesulfonic acid. When an excess of sulfur dioxide was used in the 3CnH26S02H -> Gi2H25S02SCi2H25 + Ci2H2sS03H + H20 I preparation of the magnesium salt of the sulfinic acid from 1-dodecylmagnesium bromide by the procedure of Houlton and Tartar (4), the free sulfinic acid was formed and underwent disproportionation. The magnesium salt of the sulfinic acid was slowly oxidized in the air to the corresponding sulfonic acid salt.We also investigated the Ziegler and Connor (5) cleavage of ethane disulfones by sodium cyanide as a route to the salts of the higher aliphatic sulfinic acids. This reaction gave a good yield of sodium 1 -dodecanesulfinate but was unsatisfactory as a method of preparation of sodium 6-dodecanesulfinate.1-Dodecanesulfinic acid reacted with 1-dodecanethiol in boiling ether to produce a high yield of 1-dodecyl 1-dodecanethiolsulfonate. von Braun and Weissbach (3) write the equation for the reaction of n-butanesulfinic acid and benzyl mercaptan as follows:2C4H9S02H + 2C6H5CH2SH -> C4H9S02SC4H9 + C6H6CH2SSCH2C6H8 + 2H20In the case of our reaction between 1-dodecanethiol and 1-dodecanesulfinic acid this equation does not seem to account for the products isolated. When equal molar quantities of the two reactants were used the yield of thiol ester was double that which should be obtained on the basis of the von Braun equation. Also when 0.02 mole of acid and 0.0067 mole of mercaptan were used the yield was more than twice that possible in the von Braun reaction. No dodecyl disulfide was obtained in either experiment. Heating the sulfinic acid under the same conditions in the absence of the mercaptan did not yield the thiolsulfonate. These results support the views of Kharasch, Potempa, and Wehrmeister (6) that sulfenic acids are probable intermediates in reactions which involve sulfinic 1 Allied Chemical and Dye Corporation Fellow 1947-48.

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“…Here b is not boiling point but the inter- ilnticipating the derivation of the formula, Figure 3 shows clearly a systematic error in Kraft's boiling points (6) of -1.2" C. to -1.6' C. For the higher molecular weights this error is further complicated by thermal decomposition. Since Young's value for octane (14) has been amply confirmed by the latest findings, and a sharp break between octane and nonane is untenable by any line of reasoning, there seems no question regarding Kraft's error (6). Without attempting to locate its cause definitely, we may say that the difference represents the advance in technic of measurement or purification of sample between the time of Kraft (1882) and that of Young (1909).…”

Section: Industrial and Engineeringmentioning

confidence: 93%

“…Past attempts a t correlating the boiling pointh of the paraffin series hare met with three obstacles: (a) the erratic placing of the boiling points of methane and ethane, (b) conflicting data for propane and butane, and (c) the low boiling points of Kraft (6) for the higher molecular nreiglits, showing a sharp break between octane and nonane.…”

mentioning

confidence: 98%

Boiling Points of Normal paraffin Series

Cox¹

1935

Ind. Eng. Chem.

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HIS survey is part of a general plan to coordinate the vapor pressures of the paraffin series by means of the formula:where P = vapor pressure, atm.T and B = the same in abs. temp.,This equation is peculiarly suited for the purpose in that it contains but one coefficient to be evaluated, and the latter varies only about 17 per cent in the longest range exploredthat of octane. Hence a compact plot of A 7-q. t may be made to a scale sufficiently sensitive to represent accurately the entire vapor pres-ure range of a substance. This xi11 be taken up in a later article. It 15 evident that general coordination of a series require< an accurate and consistent set of boiling point3 for use in Equation 1. Since this surrey proved to be somewhat extensive and contained points of intrinsic interest, it was thought best to publish it as a separate article but preliminary to the vapor pressure investigation.Past attempts a t correlating the boiling pointh of the paraffin series hare met with three obstacles: (a) the erratic placing of the boiling points of methane and ethane, (b) conflicting data for propane and butane, and (c) the low boiling points of Kraft (6) for the higher molecular nreiglits, showing a sharp break between octane and nonane.X.

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Ueber neunzehn höhere Normalparaffine C_n H_{2n + 2} und ein einfaches Volumgesetz für den tropfbar flüssigen Zustand. I

Cited by 55 publications

References 0 publications

Physical Constants of the Normal Paraffin Hydrocarbons.

Physical Constants of the Normal Paraffin Hydrocarbons.

1-Dodecanesulfinic Acid

Boiling Points of Normal paraffin Series

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Ueber neunzehn höhere Normalparaffine Cn H2n + 2 und ein einfaches Volumgesetz für den tropfbar flüssigen Zustand. I

Cited by 55 publications

References 0 publications

Physical Constants of the Normal Paraffin Hydrocarbons.

Physical Constants of the Normal Paraffin Hydrocarbons.

1-Dodecanesulfinic Acid

Boiling Points of Normal paraffin Series

Contact Info

Product

Resources

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Ueber neunzehn höhere Normalparaffine C_n H_{2n + 2} und ein einfaches Volumgesetz für den tropfbar flüssigen Zustand. I