Compilation - Nitromethane with Alkynes (IUPAC SDS Volume 71)
SDS Volume (4178)
Volume 71. Nitromethane with Water or Organic Solvents, p 1250
Original Measurements
Mulliken, S. P.; Wakeman, R. L.; Recl. Trav. Chim. Pays-Bas, 54, 366-72 (1935).
Variables:
Room Temp: 270 - 365 $\pu{K}$
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), water (below 30 °C), or nonfreezing mixture ( below 0 °C).
Source and Purity of Materials:
- Not specified.
- 1-hexadecyne synthesized in the Research Laboratory of Organic Chemistry, Massachusetts Institute of Technology; others alkynes were purest commercial samples available from the British Drug Houses.
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-Octyne $\ce{ C8H14 }$
[2809-67-8];
NIST WebBook
3-Heptyne $\ce{ C7H12 }$ [2586-89-2]; NIST WebBook
4-Nonyne $\ce{ C9H16 }$ [20184-91-2]; NIST WebBook
1-Hexadecyne $\ce{ C16H30 }$ [629-74-3]; NIST WebBook
Experimental Data
Miscibility temperatures of mixtures with equal volumes of nitromethane (1) with alkynes (2)
| Alkynes | $T$ (°C) | $T$ ($\pu{K}$) | BP (°C) |
|---|---|---|---|
2-Octyne
(
 )
|
-4 | 270 | 138.0-138.4 |
|
3-Heptyne
(
)
|
24 | 297 | 105.3-106.7 |
|
4-Nonyne
(
)
|
45 | 318 | 155.1-156.1 |
|
1-Hexadecyne
(
)
|
92 | 365 | 280 |