Compilation - Nitromethane with Alkenes (IUPAC SDS Volume 71)
SDS Volume (4175)
Volume 71. Nitromethane with Water or Organic Solvents, p 1249
Original Measurements
Mulliken, S. P.; Wakeman, R. L.; Recl. Trav. Chim. Pays-Bas, 54, 366-72 (1935).
Variables:
Room Temp: 291 - 398 $\pu{K}$
Prepared by:
Method/Apparatus/Procedure:
The synthetic method was used. Miscibility was determined in a glass-stoppered tube of 4 mm inside diameter. Equal volumes (0.1 mL) of (1) and (2) were measured into the tube which was then strapped to a thermometer, warmed to 5 or 10 °C above the solubility temperature, mixed well by shaking, and then allowed to cool slowly, still shaking, in a bath of white oil (above 30 °C) or water (below 30 °C).
Source and Purity of Materials:
- Not specified.
- 2-pentene synthesized in the Research Lab of Organic Chemistry Massachusetts Institute of Technology; some alkenes (*) were obtained from Dr. H. E. Buc, Standard Oil Development Co.; the others were the purest commercial samples available from BDH.
Estimated Errors:
Ambient temperature: Not reported.
Mass concentration (m/v) (1): Not reported.
Pressure: Not reported.
Components:
- Nitromethane $\ce{ CH3NO2 }$ [75-52-5]; NIST WebBook
-
2-Pentene $\ce{ C5H10 }$
[109-68-2];
NIST WebBook
2,3-Dimethyl-2-butene $\ce{ C6H12 }$ [563-79-1]; NIST WebBook
2-Hexene $\ce{ C6H12 }$ [592-43-8]; NIST WebBook
2,4-Dimethyl-2-pentene $\ce{ C7H14 }$ [625-65-0]; NIST WebBook
3-Heptene $\ce{ C7H14 }$ [592-78-9]; NIST WebBook
2-Heptene $\ce{ C7H14 }$ [592-77-8]; NIST WebBook
4-Methyl-2-heptene $\ce{ C8H16 }$ [3404-56-6]; NIST WebBook
1-Nonene $\ce{ C9H18 }$ [124-11-8]; NIST WebBook
4-Nonene $\ce{ C9H18 }$ [10405-85-3]; NIST WebBook
4,5,5-Trimethyl-2-hexene $\ce{ C9H18 }$ [55702-61-9]; NIST WebBook
4,5-Dimethyl-2-heptene $\ce{ C9H18 }$ [64780-96-7]; NIST WebBook
4-Methyl-2-octene $\ce{ C9H18 }$
4-Butyl-2-octene $\ce{ C12H24 }$
Hexadecene $\ce{ C16H32 }$ [26952-14-7]; NIST WebBook
Docosene $\ce{ C22H44 }$ [29730-67-4]; NIST WebBook
Experimental Data
Solubility temperatures of mixtures with equal volumes of nitromethane (1) with alkenes (2)
| Alkenes (C5-C22) | $T$ (°C) | $T$ ($\pu{K}$) | BP (°C) |
|---|---|---|---|
2-Pentene
(
 )
|
18 | 291 | 36 |
|
2,3-Dimethyl-2-butene
(
)
|
51 | 324 | 71.5-72.0 |
|
2-Hexene
(
)
|
65 | 338 | 68.0-68.2 |
|
2,4-Dimethyl-2-pentene
(
)
|
65 | 338 | 82.9-83.4 |
|
3-Heptene
(
)
|
65 | 337 | 95.8-96.3 |
|
2-Heptene
(
)
|
67 | 340 | 98.6-99.6 |
|
4-Methyl-2-heptene
(
)
|
81 | 354 | 113.8-114.1 |
|
1-Nonene
(
)
|
84 | 357 | 145.3-145.8 |
|
4-Nonene
(
)
|
84 | 357 | 147.5-148.1 |
|
4,5,5-Trimethyl-2-hexene
(
)
|
88 | 361 | 128.7-129.5 |
|
4,5-Dimethyl-2-heptene
(
)
|
98 | 371 | 129.5-130.1 |
|
4-Methyl-2-octene
(
)
|
101 | 374 | 137.3-137.9 |
|
4-Butyl-2-octene
(
)
|
107 | 380 | 197-198 |
|
Hexadecene
(
)
|
120 | 393 | 274-275 |
|
Docosene
(
)
|
125 | 398 | 150-152 |