This section is from the book "Distillation Principles And Processes", by Sydney Young. Also available from Amazon: Distillation Principles And Processes.
Substances in mixture. | Percentages by weight in z. mixture. | Observer. | ||||||||
A. | B. | C. | A. | B. | c. | Az. mixture. | A. | B. | C. | |
Ethyl Alcohol | Water | Benzene | 78.3 | 100.0 | 80.2 | 64.85 | 18.5 | 7.4 | 741 | Y. |
Isopropyl alcohol | Water | Benzene | 82.45 | 100.0 | 80.2 | 66.5 | 18.7 | 7.5 | 73.8 | Y. |
Tert. butyl alcohol | Water | Benzene | 82.55 | 100.0 | 80.2 | 67.3 | 21.4 | 8.1 | 70.5 | Y. |
n. Propyl alcohol | Water | Benzene | 97.2 | 100.0 | 80.2 | 68.5 | 9.0 | 8.6 | 82.4 | Y. |
Allyl alcohol | Water | Benzene | 97.05 | 100.0 | 80.14 | 68.21 | 9.2 | 8.6 | 82.2 | W. & A., L. |
Ethyl alcohol | Water | Cyclo-hexane | 78.3 | 100.0 | 80.75 | 62.1 | 17 | 7 | 76 | L. |
Isopropyl alcohol | Water | Cyclo-hexane | 82.45 | 100.0 | 80.75 | 64.3 | 18.5 | 7.5 | 74 | L. |
Text. butyl alcohol | Water | Cyclo-hexane | 82.55 | 100.0 | 80.75 | 65 | 21 | 8 | 71 | L. |
n. Propyl alcohol | Water | Cyclo-hexane | 97.2 | 100.0 | 80.75 | 66.55 | 10 | 8.5 | 81.5 | L. |
Allyl alcohol | Water | Cyclo-hexane | 96.95 | 100.0 | 80.75 | 66.18 | 11 | 8 | 81 | L. |
Sec. butyl alcohol | Water | Cyclo-hexane | 99.6 | 100.0 | 80.75 | 67 | ... | ... | ... | L. |
Ethyl alcohol | Water | Cyclo-hexadiene, 1.3 | 78.3 | 100.0 | 80.8 | 63.6 | 20 | 7 | 73 | L. |
Isopropyl alcohol | Water | Cyclo-hexadiene, 1.3 | 82.45 | 100.0 | 80.8 | 65.7 | ... | ... | ... | L. |
Text. butyl alcohol | Water | Cyclo-hexadiene, 1.3 | 82.55 | 100.0 | 80.8 | 66.7 | ... | ... | ... | L. |
n. Propyl alcohol | Water | Cyclo-hexadiene, 1.3 | 97.2 | 100.0 | 80.8 | 67.75 | 12 | 9 | 80.8 | L. |
Allyl alcohol | Water | Cyclo-hexadiene, 1.3 | 96.95 | 100.0 | 80.8 | 67.5 | ... | ... | L. | |
Ethyl alcohol | Water | Cyclo-hexene | 78.3 | 100 0 | 82.75 | 64.05 | 20 | 7 | 73 | L. |
Isopropyl alcohol | Water | Cyclo-hexene | 82.45 | 100.0 | 82.75 | 66.1 | 21.5 | 7.5 | 71 | L. |
Text. butyl alcohol | Water | Cyclo-hexene | 82.55 | 100.0 | 82.75 | 67 | ... | ... | ... | L. |
n. Propyl alcohol | Water | Cyclo-hexene | 97.2 | 100.0 | 82.75 | 68.2 | 11.5 | 9 | 79.5 | L. |
Allyl alcohol | Water | Cyclo-hexene | 96.95 | 100.0 | 82.75 | 67.95 | 11 | 8.5 | 80.5 | L. |
Water | Cyclo-hexene | 108 | 100 0 | 82.75 | 69.5 | ... | ... | ... | L. | |
n. Butyl alcohol | Water | Cyclo-hexene | 116.9 | 100.0 | 82.75 | 70.2 | ... | L. | ||
Ethyl alcohol | Water | Methyl cyclo-hexane | 78.3 | 100.0 | 101.8 | 70.5 | ... | ... | ... | L. |
Ethyl alcohol | Water | Toluene | 78.3 | 100.0 | 110.7 | 74.55 | ... | ... | ... | Y. |
Isopropyl alcohol | Water | Toluene | 82.45 | 100.0 | 110.7 | 76.2 | ... | ... | ... | Y-,L. |
n. Propyl alcohol | Water | Toluene | 97.2 | 100.0 | 110.7 | 80.05 | ... | ... | ... | L. |
Allyl alcohol | Water | Toluene | 96.95 | 100.0 | 110.7 | 80.2 | ... | ... | ... | L |
Substances in mixture. | Boiling points. | Percentages by weight in Az. mixture. | Observer. | |||||||
A. | B. | C. | A. | B. | c. | Az. mixture. | A. | B. | C. | |
Dimethyl ethyl | Water | Toluene | 102° | 100.0 | 110.7 | 820 | . . . | . . . | . . . | L. |
Carbinol Isobutyl alcohol | Water | Toluene | 108 | 100.0 | 110.7 | 83 | . . . | . . . | . . . | L. |
Isobutyl alcohol | Water | Ethyl benzene | 108 | 100.0 | 136.15 | 89.5 | . . . | . . . | . . . | L. |
Ethyl alcohol | Water | Diallyl | 78.3 | 100.0 | 60.2 | 52 | . . . | . . . | . . . | L. |
Ethyl alcohol | Water | n. Hexane | 78.3 | 100.0 | 68.95 | 56.6 | . . . | . . . | . . . | Y. |
Isopropyl alcohol | Water | n. Hexane | 82.45 | 100.0 | 68.95 | 58.2 | . . . | . . . | . . . | Y., L. |
Text. butyl alcohol | Water | n. Hexane | 82.55 | 100.0 | 68 95 | 58.9 | . . . | . . . | . . . | L. |
n. Propyl alcohol | Water | n. Hexane | 97.2 | 100.0 | 68.95 | 59.95 | . . . | . . . | . . . | Y. |
Allyl alcohol | Water | n. Hexane | 96.95 | 100.0 | 68.95 | 59.7 | 5 | . . . | 90 | L. |
Sec. butyl alcohol | Water | n. Hexane | 99.6 | 100.0 | 68.95 | 61.1 | . . . | . . . | ... | L. |
Ethyl alcohol | Water | n. Heptane | 78.3 | 100.0 | 98.45 | 69.5 | . . . | . . . | ... | L. |
Ethyl alcohol | Water | Acetylene dichloride, tr. | 78.3 | 100.0 | 48.35 | 44.4 | 4.4 | 1.1 | 94.5 | Cv. |
Ethyl alcohol | Water | Acetylene dichloride, cis. | 78.3 | 100.0 | 60.25 | 53.8 | 6.65 | 2.85 | 90.5 | Cv. |
Ethyl alcohol | Water | 78.3 | 100.0 | 61.15 | 55.5 | 4.0 | 3.5 | 92.5 | W. &F. | |
Ethyl alcohol | Water | Isobutyl chloride | 78.3 | 100.0 | 68.85 | 58.6 | 13 | 4.5 | 82.5 | L. |
Ethyl alcohol | Water | Propyl bromide | 78.3 | 100.0 | 71.0 | 60 | 12 | 5 | 83 | L. |
Ethyl alcohol | Water | Ethyl iodide | 78.3 | 100.0 | 72.3 | 61 | 9 | 5 | 85 | L. |
Ethyl alcohol | Water | Carbon tetrachloride | 78.3 | 100.0 | 76.75 | 61.8 | 9.7 | 4.3 | 86.0 | Hi., L. |
Ethyl alcohol | Water | Ethylene dichloride | 78.3 | 100.0 | 83.7 | 66.7 | 17 | 5 | 78 | L. |
Ethyl alcohol | Water | Trichlorethylene | 78.3 | 100.0 | 86.95 | 67.25 | .3 | 5 | 69 | L. |
Ethyl alcohol | Water | Isobutyl bromide | 78.3 | 100.0 | 91.6 | 69.5 | 25 | 8 | 65 | L. |
Text. butyl alcohol | Water | Carbon tetrachloride | 82.55 | 100.0 | 76.75 | 64.7* | 11.9 | 31 | 85.0 | A. (*768 mm.) |
Allyl alcohol | Water | Carbon tetrachloride | 96.95 | 100.0 | 76.75 | 65.15 | 11 | 5 | 84 | L. |
Allyl alcohol | Water | Trichlorethylene | 96.95 | 100.0 | 86.95 | 71.4 | 12.5 | 7.6 | 80 | L. |
Allyl alcohol | Water | Dichloro-bromo-methane | 96.95 | 100.0 | 90.2 | 76 | . . . | . . . | . . . | L. |
n. Propyl alcohol | Water | Carbon tetrachloride | 97.2 | 100.0 | 76.75 | 65.4 | 11 | 5 | 84 | L |
n. Propyl alcohol | Water | Trichlorethylene | 97.2 | 100.0 | 86.95 | 71.55 | 12 | 7 | 81 | L. |
n. Propyl alcohol | Water | Allyl iodide | 97.2 | 100.0 | 102 | 78.15 | 20 | 8 | 72 | L. |
n. Propyl alcohol | Water | Propyl iodide | 97.2 | 100.0 | 102.4 | 78.25 | ... | ... | . . . | L. |
Substances in mixture. | Boiling points. | Percentages by weight in Az. mixture. | Observer. | |||||||
A. | B. | C. | A. | B. | c. | Az. mixture. | A. | B. | c. | |
n. Propyl alcohol | Water | Tetrachlorethylene | o 97.2 | o 100.0 | o 120.8 | o 88.8 | ... | ... | ... | L. |
Isobutyl alcohol | Water | Trichlorethylene | 108 | 100.0 | 86.95 | 72.7 | ... | ... | ... | L. |
Isobutyl alcohol | Water | Dichloro-bromo -methane | 108 | 100 0 | 90.2 | 77.5 | ... | ... | ... | L. |
Ethyl alcohol | Water | Ethyl acetate | 78.3 | 100.0 | 7715 | 70.23 | 8.4 | 90 | 82.6 | W., M. |
Propyl alcohol | Water | Diethyl ketone | 97.2 | 100.0 | 102.2 | 81.24 | 20 | 20 | 60 | L. |
Propyl alcohol | Water | Nitromethane | 97.2 | 100.0 | 101.2 | 81.85 | ... | 25 | ... | L. |
Methyl ethyl ketone | Water | Carbon tetrachloride | 79.6 | 100.0 | 76.75 | 65.7 | 22.2 | 3 0 | 74.8 | A. |
Diethyl ketone | Water | Nitromethane | 102.2 | 100.0 | 101.2 | 82.4 | 66 | 18 | .7 | L. |
Methyl alcohol | Ethyl bromide | Carbon disulphide | 64.7 | 38.4 | 46.25 | 33.92 | 10 | 50 | 40 | L. |
Methyl alcohol | Methyl iodide | Carbon disulphide | 64.7 | 42.6 | 46.25 | 35.95 | ... | ... | ... | L. |
Methyl alcohol | Ethyl bromide | Trimethylethane | 64.7 | 38.4 | 37.15 | 31.4 | 15 | 55 | 30 | L. |
Methyl alcohol | Methyl iodide | Methylal | 64.7 | 42.6 | 42.25 | 38.5 | ... | ... | ... | L. |
Methyl alcohol | Methyl acetate | Carbon disulphide | 64.7 | 57.0 | 46.25 | 37 | ... | . . . | ... | L. |
Methyl alcohol | Methylal | Carbon disulphide | 64.7 | 42.25 | 46.25 | 35.55 | 7 | 38 | 55 | L. |
Methyl alcohol | Isobutyl chloride | 64.7 | 56.25 | 68.85 | 52 | ... | ... | ... | L. | |
Ethyl alcohol | Chloroform | n. Hexane | 78.3 | 61.2 | 68.95 . | 58.3 | ... | ... | . . . | L. |
Isopropyl alcohol | Ethyl acetate | Cyclo-hexane | 82.45 | 77-05 | 80.75 | 68.3 | ... | ... | ... | L. |
Glycol ' | Aniline | Carvene | 197.4 | 184.35 | 177.8 | 162.45 | ... | ... | ... | L. |
Propionic acid | Ethylene bromide | Chlorobenzene | 140.7 | 131.5 | 131.8 | 127.5 | ... | ... | ... | L. |
Isobutyric acid | Bromobenzene | Pinene, a | 154.35 | 156.1 | 155.8 | 146.4 | ... | ... | ... | L. |
Isobutyric acid | Anisol | Pinene, a | 154.35 | 153.85 | 155.8 | 143.9 | ... | ... | ... | L. |
Methyl formate | Ethyl bromide | Isopentane | 31.9 | 38.4 | 27.95 | 16.95 | 52 | 5 | 43 | L. |
Methyl formate | Ethyl bromide | Trimethylethylene | 31.9 | 38.4 | 37.15 | 24.1 | ... | ... | ... | L. |
Methyl formate | Carbon disulphide | Trimethylethylene | 31.9 | 46.25 | 3715 | 24 | ... | ... | ... | L. |
Methyl formate | Ether | n. Pentane | 31.9 | 34.6 | 3615 | 20.4 | 40 | 8 | 52 | L. |
Methyl formate | Ether | Trimethylethylene | 31.9 | 34.6 | .37.15 | 24 | ... | ... | ... | L. |
Amyl formate | Tetrachlorethylene | Paraldehyde | 123.6 | 120.8 | 124 | 117.6 | 25 | 45 | 30 | L. |
Propyl lactate | Phenetol | Menthene | 171.7 | 171.5 | 170.8 | 163.0 | 31 | 33 | 36 | L. |
Isobutyl lactate | Benzyl chloride | Carvene | 182.15 | 179.35 | 177.8 | 172.5 | ... | ... | ... | L. |
References in Tables 12 to 14.
A. = Atkins, Trans. Chem. Soc, 1920, 117, 218 ; and (with G. Barr) Reports of Advisory Com. for Aeronautics, 1916, T, 752.
An. = Andre, Compt. rend., 1897, 126, 1187; 1898, 126, 1105; Bull. Soc.
chim., Paris, 1899, (3), 21, 278 and 285.
B. =Baud, Bull. Soc. chim., Paris, 1909, (4), 5, 1022.
Be. =Berthelot, M.P.E., Compt. rend., 1863, 57, 430 and 985 ; Ann. Ch. Ph.,
1864, (4), 1, 384. Ch. = Chancel, Compt. rend., 1869, 68, 659; Bull. Soc. chim., Paris, 1869,
(2), 12, 87. Cv. =Chavanne, Bull. Soc. chim,. de Belg., 1913, 27, 205; Compt. rend.,
1914,158, 1698. D. = Dittmar, Chem. News, 1876, 33, 53 ; Proc. Glasgow Philos. Soc, 1877,
10,63 F. =Friedel, Compt. rend., 1875, 81, 152; Bull. Soc. chim., Paris, 1875,
II., (2), 24, 160. Ga. = Gardner, Ber., 1890, 23, 1587.
Go. =Golodetz, Patent 1911, Kl. 12a, No. 286,425.
Gol. =Goldschmidt and Constam, Ber., 1883,16, 2976.
Gu. = Guthrie, Phil. Mag., 1884., [V.], 18, 512.
H. = Holley, Journ. Amer. Chem. Soc, 1902, 24, 448.
Hi. = Hill, Trans. Chem. Soc, 1912, 101, 2467.
Hy. = Haywood, Journ. Phys. Chem., 1897, 1, 232 ; 1899, 3, 317.
J. & Y. =Jackson and Young, Trans. Chem. Soc, 1898, 73, 922. • J. & G. = Jana and Gupta, Journ. Amer. Chem. Soc, 1914, 36, 115. K. =Konowalow, Wied. Ann., 1881, 14, 34.
L. =Lecat, La Tension de va~eur des melinges de liqu'des, l'Azeotropisme,
Brussels, 1918. Li. =Linebarger, Journ. Amer. Chem. Soc, 1895,17, 615 and 690.
M. = Merriman, Trans. Chem. Soc, 1913, 103, 1790.
Ma. = Marshall, ibid., 1906, 89, 1350.
Ne. =Nernst, Zeitschr. physik. Chem., 1891, 8, 110.
N. & W. =Noyes and Warfel, Journ. Amer. Chem. Soc, 1901, 23, 463. P. =Pettit, Journ. Phys. Chem., 1899, 3, 349.
R. =Roscoe, Quart. Journ. Chem. Soc, 1861, 13, 146; 1862, 15, 270;
Proc Roy. Soc, 1862, 11, 493. Ro. = Rosanoff and others, Journ. Amer. Chem. Soc, 1909, 31, 953; 1914,
36, 1803 and 1993 ; 1915, 37, 301. Ry. =Ryland, Amer. Chem. Journ., 1899, 22, 384.
S. & B. = Steele and Baxter, Trans. Chem. Soc, 1910, 97, 2607. Sch. =Schreinemakers, Zeitschr. physik. Chem., 1904, 47, 445 ; 48, 257.
Th. = Thayer, Journ. Phys. Chem., 1898, 2, 382 ; 1899, 3, 36.
T. = Thorpe, Trans. Chem. Soc, 1879, 35, 544.
Ti. = Timofeev, Bull, de l'lnst. polytech. de Kiev, 1905, p. 1.
Ty. =Tyrer, Trans. Chem. Soc, 1912, 101, 1104.
Vr. =Vrevskij, Zeitschr. physik. Chem., 1912-13, 81, 1; 1913, 83, 551.
V. & D. = Vincent and Delachanel, Compt. rend., 1880, 90, 747. W. =Wade, Trans. Chem. Soc, 1905, 87, 1656.
W. & A. = Wallace & Atkins, ibid., 1912, 101, 1179 and 1958. W. & F. =Wade and Finnemore, ibid., 1904, 85, 938 ; 1909, 95, 1842. W. & M. =Wade and Merriman, ibid., 1911, 99, 997. Y. = Young, ibid., 1902, 81, 707 and 768 ; 1903, 83, 68 and 77, and data not published elsewhere. Y. & F. =Young and Fortey, ibid., 1902, 81, 717, 739 and 752 ; 1903, 83, 45. Z. = Zawidski, Zeitschr. physik. Chem., 1900, 35, 129.
See also Hartman, " On the First Plait in Van der Waals's Free Energy Surface for Mixtures of Two Substances," Journ. Phys. Chem., 1901, 5, 425.
No ternary mixture of maximum boiling point has yet been discovered, but Lecat has pointed out a probable case of a quaternary mixture of minimum boiling point. Of the four liquids, methylal, methyl iodide, methyl alcohol and carbon disulphide, each of the six possible pairs and each of the four possible triplets form azeotropic mixtures of minimum boiling point, and Lecat considers it probable that a mixture of all four liquids boils at a slightly lower temperature than the most volatile of the ternaiy mixtures. The data are given below:-
Substance. | Boiling points. | |||
Methylal . | A 42.25° | Ab 39.35° | Abc 38.5° | Abcd 35.5° (?) |
Methyl iodide . | B 42.6 | Ac 41.82 | Abd 37.2 (?) | |
Methvl alcohol. | C 64.7 | Ad 37.25 | Acd 35.55 | |
Carbon disulphide . | D 46.25 | Bc 39.0 | Bcd 35.95 | |
Bd 41.65 | ||||
Cd 37.65 | ||||
Influence of Pressure (Temperature) on the Composition of
 
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